Title: Affordable Shelter Island Hotels from Great stays from £66 | Expedia.co.uk [Shelter Island Travel Guide](https://expedia.co.uk/Shelter-Island.dx157359)[Holiday Rentals in Shelter Island](https://expedia.co.uk/Shelter-Island-Holiday-Rentals.d157359.Travel-Guide-HolidayRentals)[Flights to Shelter Island](https://expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Shelter Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island.d157359.Car-Hire-Guide)[Shelter Island Holidays](https://expedia.co.uk/Shelter-Island.d157359.Holidays-City-Breaks) ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Shelter Island, NY from £66 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Shelter Island Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=PETS) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=COTTAGE) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=WATER_PARK) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=CONDO) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=HOT_TUB) Sea view [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=OCEAN_VIEW) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=APARTMENT) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=POOL) ## Check prices for these dates Tonight [15 Oct - 16 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [16 Oct - 17 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Shelter Island hotels and places to stay ![Front of property – evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor Montauk 9.2/10 Wonderful (1253) "Beautiful grounds, excellent staff" £188 includes taxes & fees 7 Nov - 8 Nov [](https://www.expedia.co.uk/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s activities](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/5a7a4c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront One Bedroom Suite | Terrace/patio](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/3a4c2dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View One Bedroom Suite | Premium bedding, in-room safe, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/d3ce4464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gurney's Montauk Resort & Seawater Spa Montauk 8.2/10 Very good (671) "Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. " £278 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/f7da52a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina Old Saybrook Center 9.4/10 Exceptional (1012) "Beautiful property, we loved our room, friendly staff. " £226 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/806c49e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (954) "Love the area love the room size clean parking was perfect " £111 includes taxes & fees 23 Oct - 24 Oct [](https://www.expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Private kitchenette | Mini-fridge, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main Hampton Bays 7.0/10 Good (64) "Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!" [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/6da50c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard Double Queen | Blackout curtains, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/07fb7947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/00b9aef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marram Montauk 8.8/10 Excellent (235) "It was an amazing relaxing weekend. We want to come back next year the same weekend!" £239 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Fireplace | Living area | TV](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/7f15eb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Lower Level) | Living area | TV](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/6cdd0286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Upper Level Corner) | 1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/25e00712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachcomber Resort at Montauk Montauk 9.4/10 Exceptional (605) "Lovely stay and great staff! " [](https://www.expedia.co.uk/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/31bd2f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor 7.8/10 Good (1014) "Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!" £66 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/7bd2ac6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/1443e1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/67609737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/a0998934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Surf Resort Downtown Montauk 8.4/10 Very good (217) "Beach view " £103 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Montauk-Hotels-Ocean-Surf-Resort.h12001193.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View 2 Queens with Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/294d9a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/c614d2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View King | 1 bedroom, premium bedding, pillow-top beds, blackout curtains](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/e47e67f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Montauk Montauk 9.2/10 Wonderful (59) "Great place " £214 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/533d1f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/ccd49f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa Westbrook Center 8.8/10 Excellent (1008) "We love the stay everything was perfect" £190 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport 8.8/10 Excellent (523) "Great location ,beautiful hotel,nice staff" £178 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel Greenport 9.2/10 Wonderful (278) "Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay." [](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (671) "Love this place " £161 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8ffa2c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/511d84f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook Old Saybrook 7.6/10 Good (1009) "We have stayed there before so have been pleased with it." £81 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/7454864c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/fc8f49f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports court](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/20fb5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Vista Resort Amagansett 9.0/10 Wonderful (196) "Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back." [](https://www.expedia.co.uk/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.Hotel-Information) ![King Ocean Front | Balcony view](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/d8d28e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/7a84d66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 10:00 AM to 6:00 PM, pool loungers](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/bd8b651c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Blue Hotel Downtown Montauk 9.2/10 Wonderful (160) "The beach view is spectacular the surrounding area has everything you need for a each getaway" £100 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Egyptian cotton sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/b8f87b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/a4958436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/625fce42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel Madison Center 9.4/10 Exceptional (323) "the staff was exceptional and our dinner was very good" £261 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/ae2cccbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/a37c2d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/6142ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton's Vacation Inn Hampton Bays 9.0/10 Wonderful (318) "A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street." £108 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/cd124626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/783d70b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel Riverhead 9.8/10 Exceptional (365) "Everything about the Preston House was great the staff are amazing and they were so helpful throughout the booking and stay! " £171 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30®ionId=157359&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Hotels.d157359.Travel-Guide-Hotels) ## Where to stay in Shelter Island Find the best Shelter Island areas for the activities you enjoy most. [Learn more about Shelter Island](https://www.expedia.co.uk/Shelter-Island.dx157359) - Silver Beach - Coecles Harbor - Menantic Creek - Hay Beach - Shorewood [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481903) ![Silver Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:mzpyF%60vvxLg%60%40kEi%40%7DHuLaYrBOSaK_Oib%40n%40cFuWiStCmEvBXxDwDfHH%7EK%60NpNxDjFyGlHrAf%5CwSlg%40oUhImBpAvPoN%7El%40kp%40dsAcAxK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=LI215i5nbJyDKLk8XZgKcAhItxY=) ### Silver Beach While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481903) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976480820) ![Coecles Harbor map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ybxyFxymxLw%5Das%40rjAyyBnqA%7Cx%40pIl%7E%40%7DhCnt%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=xFWty9iq-ZDYNo-RgTcjrckcozE=) ### Coecles Harbor While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Mashomack Preserve are some notable places to visit nearby. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976480820) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481214) ![Menantic Creek map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:q%7BryFh%7CqxLeOkr%40fT_EnMqEjKc%40fGjBhAuArItErIPrBnB%7DAb%5Cm_AnW&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=wL_I5E54rllE0bcZHkxAdQylRUE=) ### Menantic Creek While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Crescent Beach. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481214) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976470037) ![Hay Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:q%7DyyFvxoxLu%7B%40aS%7Ei%40owAnj%40cEfEdc%40a_%40nmA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=oUw1-B9agSYZdTPReexAj0cx418=) ### Hay Beach When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976470037) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481937) ![Shorewood map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:iepyFdhnxLeP%7DEwBi%5Cha%40wNvL%7BLRhb%40cTnSsE%60I&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=qbvaos58sMF0pgaReQcoKBoiPaw=) ### Shorewood While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481937) ## Stay near popular Shelter Island attractions [](https://www.expedia.co.uk/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels) ### Gardiner's Bay Country Club Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6282173) [](https://www.expedia.co.uk/Shelter-Island-Whales-Tail-Hotels.0-l553248621554204762-0.Travel-Guide-Filter-Hotels) ### Shelter Island Whale's Tail You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204762) [](https://www.expedia.co.uk/Mashomack-Preserve-Hotels.0-l6224462-0.Travel-Guide-Filter-Hotels) ### Mashomack Preserve Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6224462) [](https://www.expedia.co.uk/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels) ### Wades Beach Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204759) [](https://www.expedia.co.uk/Shell-Beach-Hotels.0-l553248621554204761-0.Travel-Guide-Filter-Hotels) ### Shell Beach Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204761) [](https://www.expedia.co.uk/Shelter-Island-Historical-Society-Hotels.0-l553248635961235094-0.Travel-Guide-Filter-Hotels) ### Shelter Island Historical Society You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635961235094) [](https://www.expedia.co.uk/Havens-House-Hotels.0-l6232745-0.Travel-Guide-Filter-Hotels) ### Havens House You can spend an afternoon studying the exhibits at Havens House during your travels in Shelter Island. Stroll along the area's beaches or simply enjoy its wineries. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6232745) [](https://www.expedia.co.uk/Menhadden-Lane-Beach-Hotels.0-l553248621554204760-0.Travel-Guide-Filter-Hotels) ### Menhadden Lane Beach Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights? [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204760) ## Learn more about Shelter Island Escape to Shelter Island! Enjoy its island views, natural setting and beaches. [See all hotels in Shelter Island](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&adults=2®ionId=157359) ![](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=400&h=400&p=1&q=high) Photo by tom owens ## Top Shelter Island Hotel Reviews ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Beautiful property, we loved our room, friendly staff. " [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg) ### Offshore Montauk 10/10 Excellent "Mary Anne was wonderful. She was very accommodating and recommendations were appreciated. " [](https://expedia.co.uk/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Didn’t get to stay the night had a family emergency had to leave an hour after I checked in. Hope to get credited for another stay in the future. Staff was very nice. " [](https://expedia.co.uk/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Beachcomber Resort at Montauk](//images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg) ### Beachcomber Resort at Montauk 10/10 Excellent "Had a beautiful ocean view room with a lovely balcony..Room was spacious & very clean. Would definitely stay here again." [](https://expedia.co.uk/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](//images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "Our stay was just what we needed. Breakfast was full of choices and and plenty to eat and drink. A perfect stop in a lovely town." [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Nice spot" [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Marram](//images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg) ### Marram 10/10 Excellent "Ocean ciew" [](https://expedia.co.uk/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Staffs were so kind. The place was peaceful and it is really a relaxing place to stay especially it is beach front" [](https://expedia.co.uk/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ## More cheap stays in Shelter Island ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39, Southampton, NY £111 23 Oct - 24 Oct includes taxes & fees 7/10 Good! (952 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd, Old Saybrook, CT £66 19 Oct - 20 Oct includes taxes & fees 7.8/10 Good! (1,013 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Greenporter Hotel](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Greenporter Hotel 326 Front St, Greenport, NY [Get rates](https://expedia.co.uk/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=90308554&PinnedHotelID=90308554&HadPinnedHotel=true®ionId=157359) 9.2/10 Wonderful! (265 reviews) [](https://expedia.co.uk/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd, Southampton, NY £129 2 Nov - 3 Nov includes taxes & fees 9.4/10 Exceptional! (353 reviews) [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd, Old Saybrook, CT £81 2 Nov - 3 Nov includes taxes & fees 7.6/10 Good! (1,007 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Montauk Blue Hotel 108 South Emerson Avenue, Montauk, NY £100 9 Nov - 10 Nov includes taxes & fees 9.2/10 Wonderful! (159 reviews) [](https://expedia.co.uk/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ## Find out more about Shelter Island ### Top reasons to visit Shelter Island - **Scenic Beaches:** Shelter Island boasts stunning beaches, perfect for relaxation and sunbathing. - **Outdoor Adventures:** Enjoy activities like golfing, hiking, and water sports amidst picturesque landscapes. - **Rich History:** Explore historic buildings and local culture that add charm to the island. - **Wine Tastings:** Indulge in delightful wine tastings, showcasing the region's unique flavours. - **Unique Accommodation:** Choose from charming B&Bs to family-friendly resorts for a memorable stay. ### Find great hotels near Shelter Island Whether you seek a charming bed and breakfast for a cosy retreat or an agritourism property for a unique experience, Shelter Island offers a delightful selection of accommodation options. From pet-friendly hotels to family-friendly resorts, you'll discover the perfect base for your adventure. Explore classic Shelter Island hotels that blend comfort with local character, ensuring a memorable stay in this picturesque destination. - **[Sound View Greenport:](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)** Experience the perfect blend of beachside leisure and business convenience at Sound View Greenport. Located a mere 2.5km from Shelter Island, this 3.5-star hotel caters to both holidaymakers and business travellers alike. The hotel boasts direct access to the beach, ideal for sun-seekers and those wishing to unwind by the sea. Business amenities such as meeting rooms and conference spaces make it an excellent choice for corporate retreats. Additionally, the hotel is pet-friendly, welcoming dogs and cats, ensuring that your furry companions can join in on the adventure. - **[The Harbor Front Inn:](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)** Situated just 1.9km from Shelter Island, The Harbor Front Inn offers a charming retreat for both leisure and business guests. This 3.5-star accommodation combines a pet-friendly atmosphere with essential business facilities, making it a versatile choice for all types of visitors. The hotel's amenities include in-room pet allowances and services for business travellers, ensuring a comfortable stay for everyone. Enjoy picturesque views and easy access to local attractions while relishing the relaxed coastal vibe of this delightful inn. - **[Sag Harbor Inn:](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)** Nestled 3.1km from Shelter Island, Sag Harbor Inn is a distinguished 3.5-star hotel ideal for business travellers seeking a serene escape. The inn offers essential amenities including meeting rooms, perfect for hosting corporate gatherings or conferences. Set in a tranquil location, it allows guests to unwind after a busy day while still being close to the vibrant local culture. With its emphasis on providing a professional yet comfortable environment, Sag Harbor Inn is an excellent choice for those seeking both productivity and relaxation. ### Where to stay near Shelter Island Discover the charm of Shelter Island, a picturesque destination perfect for outdoor adventures, romantic getaways, and beach relaxation. This tranquil locale offers a unique blend of scenic beauty and historical allure, making it an ideal spot for family-friendly excursions. Venture into nearby Long Island for more budget-friendly options and vibrant atmospheres, ensuring a memorable stay in this lovely part of the United States. - **[Hamptons:](https://www.expedia.co.uk/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)** Situated 5.6km from Shelter Island, the Hamptons are renowned for their picturesque beaches and upscale charm. This area is a seasonal hotspot, particularly vibrant from May through August. Visitors flock here for romantic getaways, outdoor activities, and a laid-back beach experience. Notable attractions include pristine family-friendly beaches, scenic lakes, and renowned golf courses. The local music scene often features concerts, and numerous resorts provide luxurious accommodations. The Hamptons embody a quintessential coastal escape, making it a must-visit during your stay. - **[Greenport:](https://www.expedia.co.uk/Greenport-Hotels.d110728.Travel-Guide-Hotels)** Just 1.9km from Shelter Island, Greenport is a charming village that draws visitors year-round, peaking in the summer months of June to August. Known for its romantic aura and outdoor adventures, this quaint locality offers beautiful beaches and a variety of events throughout the year. The vibrant waterfront is perfect for leisurely strolls, while local golf courses and music concerts provide ample entertainment. Greenport is also home to notable event venues, making it an ideal spot for both relaxation and recreation. - **[Sag Harbor:](https://www.expedia.co.uk/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)** Located 3.1km from Shelter Island, Sag Harbor is a historic whaling village that offers a unique blend of culture and coastal beauty. The area experiences moderate seasonal tourism, with the peak influx during the summer months. Visitors come for its outdoor activities, stunning beaches, and romantic ambience. The town boasts picturesque parks, family-friendly beaches, and local golf courses. With its charming streets lined with boutiques and eateries, Sag Harbor is a delightful destination for those looking to unwind and explore. ### Things to do in and around Shelter Island Discover the charm of Shelter Island, perfect for outdoor and romantic getaways. Enjoy activities such as golfing and skiing, while indulging in delightful wine tastings and exploring the island's picturesque landscapes. Whether you're lounging on the beach or immersing yourself in local attractions, Shelter Island offers a unique blend of relaxation and adventure for every visitor. **Shopping** For a delightful shopping experience, visit the Greenport Farmers' Market, only 1.9km away, for local produce and artisan goods. The Style Bar is a charming store just 3.1km away, offering stylish finds. If you're up for a drive, [Victoria's Secret](https://www.expedia.co.uk/Victorias-Secret-Hotels.0-l553248621532665715-0.Travel-Guide-Filter-Hotels) is 5.6km away for quality lingerie. **Recreation** Shelter Island Whale's Tail offers a fun mini-golf experience, perfect for families and adventure seekers. For relaxation, visit Cedar Point County Park, where you can unwind in nature’s embrace. Noyac Golf Club provides an outdoor sports atmosphere, ideal for enjoying a round of golf amidst stunning scenery. **Adventure** Experience the thrill at [Splish Splash Water Park](https://www.expedia.co.uk/Splish-Splash-Water-Park-Hotels.0-l6173416-0.Travel-Guide-Filter-Hotels), located 14.3km from Shelter Island, offering exhilarating water rides. For aerial adventure, the [Long Island Skydiving Center](https://www.expedia.co.uk/Long-Island-Skydiving-Center-Hotels.0-l553248621532665566-0.Travel-Guide-Filter-Hotels), 16.8km away, promises an unforgettable skydiving experience. Alternatively, enjoy the stunning scenery along the Walking Dunes Trailhead, 9.9km from the island. **Nightlife** Experience the whimsical Greenport Carousel, just 1.9km away, perfect for family fun. For a cultural evening, visit the Bay Street Theatre, 3.1km out, offering a blend of entertainment and romance. Catch a film at Regal UA East Hampton, 6.8km away, ideal for a cosy night out. ### Booking tips and Expedia advantages for Shelter Island To save money on your trip to Shelter Island, consider visiting between January and March when hotel prices are at their lowest. Tuesday is the cheapest day to stay, while Saturdays tend to be pricier. Use Expedia to find eco-friendly accommodations and filter options by price to secure the best deals. Additionally, combine your hotel, flights, and activities for potential savings. To explore the area, utilise affordable public transport or enjoy free activities such as walking along the beach or visiting local parks. - **The most and least expensive months on average to stay in a hotel:** The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Saturday. - **Find cheap hotels on Expedia:** Utilise Expedia's search tool to refine your choices based on your budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can potentially save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Shelter Island Ideal for outdoor and romantic getaways, Shelter Island offers a delightful mix of beaches, historic buildings, and urban parks. Visitors can immerse themselves in the local culture while enjoying scenic spots like Sunset Beach. Whether you're seeking relaxation or adventure, the island caters to all, providing a perfect backdrop for a memorable holiday experience. - **[Gardiner's Bay Country Club:](https://www.expedia.co.uk/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels)** Enjoy a round of golf at this picturesque course, nestled within the serene landscapes of Shelter Island. With well-maintained greens and stunning views of Gardiner’s Bay, it offers a tranquil escape for both seasoned golfers and beginners alike. - **[East Hampton Main Beach:](https://www.expedia.co.uk/East-Hampton-Main-Beach-Hotels.0-l6326946-0.Travel-Guide-Filter-Hotels)** Just 7.5km away, this beautiful beach is perfect for sunbathing and swimming, offering a quintessential beach vibe. Stroll along the sandy shores or partake in water sports while enjoying the vibrant atmosphere. - **[Orient Point County Park:](https://www.expedia.co.uk/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)** Located 5.0km from Shelter Island, this family-friendly park features lush greenery and outdoor activities. Ideal for picnics and leisurely strolls, it provides a refreshing urban escape amidst nature. ### Best time to go to Shelter Island The best time to visit Shelter Island is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 35.6°F (2.0°C) | Light Rain | Mostly Sunny | Average | Moderately Low | | February | 35.8°F (2.1°C) | Light Rain | Mostly Cloudy | Average | Moderately Low | | March | 39.7°F (4.3°C) | Light Rain | Mostly Sunny | Average | Average | | April | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | High | Average | | July | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | High | Moderately High | | August | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | High | Moderately High | | September | 68.2°F (20.1°C) | Light Rain | Mostly Sunny | Average | Moderately High | | October | 59.7°F (15.4°C) | Light Rain | Mostly Sunny | Low | Average | | November | 49.6°F (9.8°C) | Light Rain | Mostly Sunny | Low | Average | | December | 42.1°F (5.6°C) | Light Rain | Mostly Cloudy | Low | Moderately Low | ### The nearest major airports for your trip to Shelter Island To visit Shelter Island, you have several airport options. Islip, NY ([ISP](https://www.expedia.co.uk/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)\-MacArthur) is 27.3km away, with nearby hotels like the 3.5-star [Hyatt Regency Long Island](https://www.expedia.co.uk/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information), situated 2.5km from the airport, and [Jake's 58 Casino Hotel - Adult Only](https://www.expedia.co.uk/Islandia-Hotels-Jakes-58-Hotel-Casino.h26698.Hotel-Information), also 2.5km away. Montauk, NY ([MTP](https://www.expedia.co.uk/Montauk-Airport-Hotels.0-aMTP-0.Travel-Guide-Filter-Hotels)) is closer at 13.7km, offering accommodations such as the 4-star [Gurney's Montauk Resort & Seawater Spa](https://www.expedia.co.uk/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information), 3.1km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 19.9km away, with options like the [Omni New Haven Hotel at Yale](https://www.expedia.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information), located 1.9km from the airport. Each hotel provides convenient access to its respective airport. ## Frequently asked questions ### When is the best time to go to Shelter Island? > The most popular time to visit Shelter Island is during the summer months, particularly July. This is when the island truly comes alive with vibrant outdoor activities, charming events, and a bustling atmosphere. With average temperatures around 25°C, visitors can enjoy the warm weather while exploring the island's beautiful beaches, scenic walking trails, and delightful local shops. > > > > During the peak season from June to August, Shelter Island attracts a diverse crowd of travellers, making it an exciting time to experience the community vibe. You'll find plenty of opportunities for outdoor adventures, whether it's kayaking in the calm waters, cycling along the picturesque paths, or simply relaxing on the sandy shores. The long, sunlit days provide ample time for sightseeing and enjoying the island's natural beauty. > > > > For those who appreciate a quieter experience, consider visiting in September. The summer crowds begin to dwindle, yet the weather remains pleasantly warm, often still hovering around 22°C. This month also offers a wonderful opportunity to enjoy local events without the hustle and bustle of high season. You can take leisurely walks through the vineyards or indulge in fresh seafood at waterfront restaurants, all while soaking in the stunning autumnal scenery. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Shelter Island. ### How can I save on a Shelter Island hotel booking with Expedia? > Before booking your Shelter Island hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Shelter Island hotel? > Prices for hotels in Shelter Island often vary, but you can find a great deal from £66 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Hamptons](https://www.expedia.co.uk/5Star-Hamptons-Hotels.s50-0-d6056452.Travel-Guide-Filter-Hotels) - [Hotels near NYC-All Airports](https://www.expedia.co.uk/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Bay Point Hotels](https://www.expedia.co.uk/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels) - [Bridgehampton Hotels](https://www.expedia.co.uk/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels) - [Clearwater Beach Hotels](https://www.expedia.co.uk/Clearwater-Beach-East-Hampton-Hotels.0-n553248635976481631-0.Travel-Guide-Filter-Hotels) - [Cutchogue Hotels](https://www.expedia.co.uk/Cutchogue-Hotels.d183659.Travel-Guide-Hotels) - [Town of Southold Town Hotels](https://www.expedia.co.uk/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations) - [East Hampton North Hotels](https://www.expedia.co.uk/East-Hampton-North-East-Hampton-Hotels.0-n553248634999126055-0.Travel-Guide-Filter-Hotels) - [East Marion Hotels](https://www.expedia.co.uk/East-Marion-Hotels.d6069914.Travel-Guide-Hotels) - [Hotels near Gardiner's Bay Country Club](https://www.expedia.co.uk/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Greenport](https://www.expedia.co.uk/Greenport-Hotels-Beach-Hotels.0-0-d110728-tBeachHotels.Travel-Guide-Filter-Hotels) - [Greenport Hotels](https://www.expedia.co.uk/Greenport-Hotels.d110728.Travel-Guide-Hotels) - [Cottages in Hamptons](https://www.expedia.co.uk/Hamptons-Cottages.d6056452-aaCottages.Travel-Guide-Accommodation) - [Resorts in Hamptons](https://www.expedia.co.uk/Hamptons-Hotel-Resorts.d6056452-aaHotelResorts.Travel-Guide-Accommodation) - [Adults Only Resorts & in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Adults-Only-Resorts.0-0-d6056452-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Beach-Hotels.0-0-d6056452-tBeachHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Boutique-Hotel.0-0-d6056452-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Budget-Hotels.0-0-d6056452-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Family-Friendly-Hotel.0-0-d6056452-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Golf-Hotels.0-0-d6056452-tGolfHotels.Travel-Guide-Filter-Hotels) - [Hotels with Babysitting Services in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Hotel-With-Babysitting-Services.0-0-d6056452-thotelwithbabysittingservices.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Hotel-With-Gym.0-0-d6056452-thotelwithgym.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Hotel-With-Restaurant.0-0-d6056452-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Hotels-With-Indoor-Pools.0-0-d6056452-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Hotels-With-Pool.0-0-d6056452-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Luxury-Hotel.0-0-d6056452-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Marriott-Hotels-Resorts.0-0-d6056452--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Pet-Friendly-Hotel.0-0-d6056452-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Romantic-Hotel.0-0-d6056452-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Ski-Hotels.0-0-d6056452-tSkiHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Spa-Hotels.0-0-d6056452-tSpaHotels.Travel-Guide-Filter-Hotels) - [Wedding Hotels in Hamptons](https://www.expedia.co.uk/Hamptons-Hotels-Wedding-Hotel.0-0-d6056452-tWeddingHotel.Travel-Guide-Filter-Hotels) - [Hamptons Hotels](https://www.expedia.co.uk/Hamptons-Hotels.d6056452.Travel-Guide-Hotels) - [Inns in Hamptons](https://www.expedia.co.uk/Hamptons-Inns.d6056452-aaInns.Travel-Guide-Accommodation) - [Holiday Homes in Hamptons](https://www.expedia.co.uk/Hamptons-Private-Holiday-Homes.d6056452-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Villas in Hamptons](https://www.expedia.co.uk/Hamptons-Villas.d6056452-aaVillas.Travel-Guide-Accommodation) - [Hotels near Havens Beach](https://www.expedia.co.uk/Havens-Beach-Hotels.0-l6326903-0.Travel-Guide-Filter-Hotels) - [Menantic Creek Hotels](https://www.expedia.co.uk/Menantic-Creek-Shelter-Island-Hotels.0-n553248635976481214-0.Travel-Guide-Filter-Hotels) - [New Suffolk Hotels](https://www.expedia.co.uk/New-Suffolk-Hotels.d3000449151.Travel-Guide-Hotels) - [New York Hotels](https://www.expedia.co.uk/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Orient Beach State Park](https://www.expedia.co.uk/Orient-Beach-State-Park-Hotels.0-l6064487-0.Travel-Guide-Filter-Hotels) - [Orient Hotels](https://www.expedia.co.uk/Orient-Hotels.d6326191.Travel-Guide-Hotels) - [Hotels near Orient Point County Park](https://www.expedia.co.uk/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels) - [Orient Point Hotels](https://www.expedia.co.uk/Orient-Point-Hotels.d553248635074738584.Travel-Guide-Hotels) - [Peconic Hotels](https://www.expedia.co.uk/Peconic-Hotels.d144477.Travel-Guide-Hotels) - [Adults Only Resorts & in Sag Harbor](https://www.expedia.co.uk/Sag-Harbor-Hotels-Adults-Only-Resorts.0-0-d154327-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Winery Hotels in Sag Harbor](https://www.expedia.co.uk/Sag-Harbor-Hotels-Winery-Hotels.0-0-d154327-tWineryHotels.Travel-Guide-Filter-Hotels) - [Sag Harbor Hotels](https://www.expedia.co.uk/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels) - [Sagaponack Hotels](https://www.expedia.co.uk/Sagaponack-Hotels.d3000449529.Travel-Guide-Hotels) - [Shelter Island Heights Hotels](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels) - [Shorewood Hotels](https://www.expedia.co.uk/Shorewood-Shelter-Island-Hotels.0-n553248635976481937-0.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Southold](https://www.expedia.co.uk/Southold-Hotels-Beach-Hotels.0-0-d183719-tBeachHotels.Travel-Guide-Filter-Hotels) - [Southold Hotels](https://www.expedia.co.uk/Southold-Hotels.d183719.Travel-Guide-Hotels) - [Springs Hotels](https://www.expedia.co.uk/Springs-Hotels.d553248634999120342.Travel-Guide-Hotels) - [The Heights Hotels](https://www.expedia.co.uk/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Victoria's Secret](https://www.expedia.co.uk/Victorias-Secret-Hotels.0-l553248621532665715-0.Travel-Guide-Filter-Hotels) - [Wainscott Hotels](https://www.expedia.co.uk/Wainscott-Hotels.d6046784.Travel-Guide-Hotels) - [Wainscott Woods Hotels](https://www.expedia.co.uk/Wainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels) - [Hotels near Wolffer Estates Vineyard](https://www.expedia.co.uk/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels) - [Flights to Hamptons](https://www.expedia.co.uk/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights) - [Flights to New York](https://www.expedia.co.uk/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights from Greenport](https://www.expedia.co.uk/lp/flights/110728/flights-from-greenport) - [Flights from Sag Harbor](https://www.expedia.co.uk/lp/flights/154327/flights-from-sag-harbor) - [Flights from Southold](https://www.expedia.co.uk/lp/flights/183719/flights-from-southold) - [Flights from Hamptons](https://www.expedia.co.uk/lp/flights/6056452/flights-from-hamptons) - [Flights from Orient](https://www.expedia.co.uk/lp/flights/6326191/flights-from-orient) - [Flights from New York (JFK) to East Hampton (HTO)](https://www.expedia.co.uk/lp/flights/jfk/hto/new-york-to-east-hampton) - [8 Hands Farm](https://www.expedia.co.uk/8-Hands-Farm-Cutchogue.d553248635974530505.Attraction) - [Visit East Marion](https://www.expedia.co.uk/East-Marion.dx6069914) - [Visit Pipes Cove](https://www.expedia.co.uk/Greenport-Pipes-Cove.dx553248635976473295) - [Hamptons Holidays](https://www.expedia.co.uk/Hamptons.d6056452.Holidays-City-Breaks) - [Visit Hamptons](https://www.expedia.co.uk/Hamptons.dx6056452) - [Havens House](https://www.expedia.co.uk/Havens-House-Shelter-Island.d6232745.Attraction) - [Island's End Golf and Country Club](https://www.expedia.co.uk/Islands-End-Golf-And-Country-Club-East-Marion.d6326920.Attraction) - [New York Holidays](https://www.expedia.co.uk/New-York.d178293.Holidays-City-Breaks) - [Visit Northwest Harbor](https://www.expedia.co.uk/Northwest-Harbor.dx553248634999208731) - [Sag Harbor Holidays](https://www.expedia.co.uk/Sag-Harbor.d154327.Holidays-City-Breaks) - [Visit Sag Harbor](https://www.expedia.co.uk/Sag-Harbor.dx154327) - [Shelter Island Historical Society](https://www.expedia.co.uk/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Attraction) - [Southold Holidays](https://www.expedia.co.uk/Southold.d183719.Holidays-City-Breaks) - [Sunset Beach](https://www.expedia.co.uk/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Attraction) - [All inclusive Holiday Packages Hamptons](https://www.expedia.co.uk/lp/theme-holidays/all-inclusive-holidays/6056452/Hamptons) - [Centauro Rental Cars in Hamptons](https://www.expedia.co.uk/Centauro-Car-Rentals-In-Hamptons.d6056452-c1015.Car-Rental-Guide-Suppliers) - [Car hire Cutchogue](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Cutchogue.d183659.Car-Hire-Guide) - [Car hire Greenport](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Greenport.d110728.Car-Hire-Guide) - [Car hire near Hamptons](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Hamptons.d6056452.Car-Hire-Guide) - [Car hire Orient](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Orient.d6326191.Car-Hire-Guide) - [Car hire Sag Harbor](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Sag-Harbor.d154327.Car-Hire-Guide) - [Convertible Car Hire in Hamptons](https://www.expedia.co.uk/Convertible-Car-Rentals-In-Hamptons.d6056452-tConvertible.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Hamptons](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Hamptons.d6056452-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Hamptons](https://www.expedia.co.uk/Hertz-Car-Rentals-In-Hamptons.d6056452-c40.Car-Rental-Guide-Suppliers) - [Luxury Car Hire in Hamptons](https://www.expedia.co.uk/Luxury-Car-Rentals-In-Hamptons.d6056452-tLuxury.Car-Rental-Guide-Class) - [Sixt Rental Cars in Hamptons](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Hamptons.d6056452-c35.Car-Rental-Guide-Suppliers) - [East Marion Holiday Rentals](https://www.expedia.co.uk/East-Marion-Holiday-Rentals.d6069914.Travel-Guide-HolidayRentals) - [Hamptons Holiday Rentals](https://www.expedia.co.uk/Hamptons-Holiday-Rentals.d6056452.Travel-Guide-HolidayRentals) - [Sag Harbor Holiday Rentals](https://www.expedia.co.uk/Sag-Harbor-Holiday-Rentals.d154327.Travel-Guide-HolidayRentals) - [Shelter Island Heights Holiday Rentals](https://www.expedia.co.uk/Shelter-Island-Heights-Holiday-Rentals.d183716.Travel-Guide-HolidayRentals) - [Southold Holiday Rentals](https://www.expedia.co.uk/Southold-Holiday-Rentals.d183719.Travel-Guide-HolidayRentals) - [Things to do in Hamptons](https://www.expedia.co.uk/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities) - [Things to do in Sag Harbor](https://www.expedia.co.uk/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities) - [Book Hotels in Shelter Island on Expedia.com](https://www.expedia.com/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)