Title: Hotels in Southold, NY - Best Southold Hotels from £58 - Fully Refundable Options - Expedia.co.uk [Holiday Rentals in Southold](https://expedia.co.uk/Southold-Holiday-Rentals.d183719.Travel-Guide-HolidayRentals)[Southold Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southold.d183719.Car-Hire-Guide)[Southold Holidays](https://expedia.co.uk/Southold.d183719.Holidays-City-Breaks) ![Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod. ](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Benny Goh ![](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Southold Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&amenities=POOL) Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&amenities=PETS) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&amenities=HOT_TUB) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&lodging=COTTAGE) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&lodging=APARTMENT) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-03-27&d1=2026-03-27&endDate=2026-03-29&d2=2026-03-29&travelerType=family_friendly) ## Check prices for these dates Tonight [13 Mar - 14 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2026-03-13&endDate=2026-03-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southold hotels ![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/70895a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/e94ab56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine & Sand [](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) Southold 9.6/10 Exceptional (15 reviews) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy [](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King | Living area | Flat-screen TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/90ac61e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) Southold 9.4/10 Exceptional (244 reviews) "Great stay, will definitely go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANTONIO J £129 includes taxes & fees 19 Mar - 20 Mar [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/0820f8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/a27d78bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/db00678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/61b6e714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Old Saybrook Westbrook [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) Old Saybrook 7.2/10 Good (468 reviews) "All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hilary £58 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, 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/1000000/10000/4000/3988/862ef02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/be26a516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/604acd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1,002 reviews) "nice area and quiet...eat and drink in the same place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael £80 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Desk, laptop workspace, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/744f57e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/2ad4b390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/1928b68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/de0d8039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Old Saybrook [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Super-8-By-Wyndham-Old-Saybrook.h855251.Hotel-Information) Old Saybrook 7.0/10 Good (913 reviews) "Excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £63 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Super-8-By-Wyndham-Old-Saybrook.h855251.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/880e834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/9c174ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Kitchen | Individually furnished, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/66365108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/f82468c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Terrace Inn [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.Hotel-Information) Hampton Bays 8.4/10 Very good (119 reviews) "This place was very nice and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly Ann [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.Hotel-Information) ![Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/96395fe6.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) Hampton Bays 7.2/10 Good (71 reviews) "Loved the 2 bar options on the property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer £121 includes taxes & fees 21 Mar - 22 Mar [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/8ac8989f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/f50958a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible, Non Smoking | Individually decorated, individually furnished, blackout curtains](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/773be73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/d45d7974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liberty Inn [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) Old Saybrook 7.6/10 Good (641 reviews) "Great little place to stay with friendly staff and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolan £75 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/aa9cc8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), body treatments, hot stone massages](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/1782c2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, free beach shuttle, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/650853cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/6893dda0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canoe Place Inn and Cottages [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information) Hampton Bays 9.8/10 Exceptional (62 reviews) "Wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/fce2d4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/3cb16ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; sea views ](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/719b8aab.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) ### Saybrook Point Resort & Marina [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (1,001 reviews) "Wonderful stay in a beautiful setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah £266 includes taxes & fees 23 Mar - 24 Mar [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0.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) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.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) ### Pier Blue Inn Old Saybrook - Essex [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very good (1,000 reviews) "Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/7fc14e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f64cb2a.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) ![Beach nearby](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/81d41968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) Hampton Bays 9.0/10 Wonderful (688 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitchell [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Graybarn Cottage | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/dde88cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/8e47f99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill House Inn [](https://www.expedia.co.uk/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) Pantigo Road Historic District 9.0/10 Wonderful (81 reviews) "It is a very nice place, the staff is very friendly and the breakfast is very good. Also they have delicious teas, coffee, hot cider and snacks. We definitely recommend this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eliane £235 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/e5f6999f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/2a96c58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/98e9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast on weekends ](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/062f5fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Huntting Inn [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information) Egypt Lane Historic District 9.0/10 Wonderful (105 reviews) "Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie £332 includes taxes & fees 16 Mar - 17 Mar [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information) ![Free cots/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f9bec315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self-parking](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7836a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (303 reviews) "I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william £67 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) ![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d3bf1318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/44f578e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d269b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1770 House Restaurant & Inn [](https://www.expedia.co.uk/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) East Hampton 9.8/10 Exceptional (162 reviews) "Wonderful Inn & staff…The restaurant is also excellent! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony £272 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/2bfbb5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/885537fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/ed0cd730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/w3438h2272x6y0-ee61100c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Long Island Hotel [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) Southampton 8.6/10 Excellent (207 reviews) "Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martine £112 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/52063f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/338f251a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/ecd1e47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed | Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/7418aad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Journey East Hampton [](https://www.expedia.co.uk/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information) East Hampton North 9.2/10 Wonderful (164 reviews) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liana £163 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information) ![Deluxe Studio | Living area | TV](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/facf84c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/37e32be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, Kitchen | Free WiFi](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/w6000h3368x0y8-d230f0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/507e0a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Hampton House Resort [](https://www.expedia.co.uk/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.Hotel-Information) East Hampton North 9.0/10 Wonderful (294 reviews) "Room was so clean and very comfortable with the full kitchen " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £183 includes taxes & fees 16 Mar - 17 Mar [](https://www.expedia.co.uk/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/d7688cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/32e03a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/3b892c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Queen | Frette Italian sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/6ddcc118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maidstone [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information) East Hampton 8.0/10 Very good (152 reviews) "We had a wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina £205 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Maidstone.h9652095.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=2026-03-28&endDate=2026-03-29®ionId=183719&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=HTG_SPRING_PROMO_183719) ![](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%2FSouthold-Hotels.d183719.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthold-Hotels.d183719.Travel-Guide-Hotels) ## Stay near popular Southold attractions ### Sparkling Pointe 4.5/5 (2 reviews) Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327589) ### Croteaux Vineyards America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326852) ### Sannino's Bella Vita Vineyard This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327435) ### Osprey's Dominion This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326243) ### Horton Lane Beach 4.0/5 (1 review) This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983992604) ### The Old Field Vineyards 4.0/5 (1 review) This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327777) ### Corey Creek Winery This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savour sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326844) ### Mattebella Vineyards This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326068) ## Learn more about Southold Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip. [See all hotels in Southold](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&adults=2®ionId=183719) ![Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod. ](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=899&h=600&p=1&q=high) Photo by Benny Goh ## Top Southold Hotel Reviews ![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/849992dc_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "The bar and amenities and food were good" [](https://expedia.co.uk/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "nice area and quiet...eat and drink in the same place" [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Excellent place to stay, water view " [](https://expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e_y.jpg) ### The Sagaponack 10/10 Excellent "Very charming, I stayed in one of the cottages, comfortable and well equipped." [](https://expedia.co.uk/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Clean room. The man at the office was very friendly." [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9_y.jpg) ### The Harbor Front Inn 8/10 Good "Room was clean, climate control worked well kept room comfortable, bathroom was nice. Only thing I would suggest would be a complementary bottle of water for each guest. " [](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg) ### Residence Inn by Marriott New York Long Island East End 10/10 Excellent "Staff were very helpful and friendly " [](https://expedia.co.uk/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 6/10 Okay "Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. " [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Holiday Inn Express & Suites Riverhead - Long Island by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/0d39535c_y.jpg) ### Holiday Inn Express & Suites Riverhead - Long Island by IHG 10/10 Excellent "Clean room. Staff is friendly " [](https://expedia.co.uk/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ## More cheap stays in Southold ![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 £80 22 Mar - 23 Mar includes taxes & fees 7.8/10 Good! (1,002 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Holiday Inn Express & Suites Riverhead - Long Island by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/0d39535c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express & Suites Riverhead - Long Island by IHG 1707 Old Country Rd Riverhead NY £88 22 Mar - 23 Mar includes taxes & fees 8.6/10 Excellent! (1,003 reviews) [](https://expedia.co.uk/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Spark by Hilton Guilford 300 Boston Post Rd Guilford CT £95 22 Mar - 23 Mar includes taxes & fees 8.8/10 Excellent! (103 reviews) [](https://expedia.co.uk/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY £113 5 Apr - 6 Apr includes taxes & fees 9.6/10 Exceptional! (446 reviews) [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=183719) 8/10 Very Good! (1,000 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/ad346ab6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39 Southampton NY [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=183719) 7.2/10 Good! (985 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Find out more about Southold ### Top reasons to visit Southold - **Stunning Beaches:** Southold boasts beautiful beaches, perfect for sunbathing, swimming, and enjoying breathtaking sunsets. - **Charming Vineyards:** Explore picturesque vineyards offering wine tasting and scenic views, ideal for a romantic outing. - **Outdoor Adventures:** Engage in various outdoor activities, from hiking to skiing in winter, catering to adventure enthusiasts. - **Rich Local History:** Visit the intriguing Southold Historical Museum to learn about the area's captivating past. - **Welcoming Accommodations:** Choose from charming bed and breakfasts to agritourism stays for a delightful lodging experience. ### Find great hotels near Southold Southold offers a delightful selection of accommodation options, ranging from charming agritourism properties to inviting bed and breakfasts. Whether you're seeking a pet-friendly retreat, a family-friendly getaway, or an adventure-filled experience, you'll discover a variety of hotels to suit your preferences. Explore the beautiful surroundings and find the perfect base for your vacation, with options including the Southold Beach Motel and other top-rated establishments in the area. - **[Sound View Greenport: ](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)** Nestled just 1.9km from Southold, Sound View Greenport is a charming 3.5-star hotel that captures the essence of a beach getaway. Ideal for beach lovers and pet owners alike, this property offers direct access to the sandy shores. Business travellers will appreciate the thoughtful amenities, including a Meeting Room and Conference Space, making it suitable for both leisure and work. With a pet-friendly policy allowing dogs and cats, guests can enjoy their stay with their furry companions while taking advantage of the delightful seaside atmosphere. - **[The Harbor Front Inn: ](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)** Located 2.5km from Southold, The Harbor Front Inn is a delightful 3.5-star establishment perfect for business-minded travellers seeking a pet-friendly experience. With a focus on comfort and convenience, this hotel provides essential business amenities while ensuring a welcoming atmosphere for pets. The property allows dogs in guest rooms and has a fee-waived policy for service animals, making it an excellent choice for those travelling with their four-legged friends. The picturesque harbour views add an extra touch to this inviting retreat. - **[Sag Harbor Inn: ](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)** Situated 5.0km from Southold, Sag Harbor Inn is a sophisticated 3.5-star hotel designed with business travellers in mind. With its essential Meeting Room facilities, this inn caters to those looking to blend work with leisure. The property’s serene environment makes it a perfect escape for professionals who wish to unwind after a busy day. While primarily business-focused, the inn’s charming surroundings and proximity to local attractions ensure a pleasant stay for all guests. ### Where to stay near Southold Southold, New York, offers a delightful blend of outdoor adventures, romantic settings, and family-friendly activities. Explore the stunning beaches, picturesque vineyards, and charming neighbourhoods that surround this quaint town. From scenic excursions to luxurious experiences, Southold is perfect for those seeking both relaxation and exploration. Don't miss the chance to soak up the sunny weather and rich historical atmosphere during your stay in this beautiful corner of the United States. - **[Hamptons: ](https://www.expedia.co.uk/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)** Located approximately 6.2km from Southold, the Hamptons are famed for their picturesque beaches and vibrant outdoor activities. This idyllic coastal region attracts travellers seeking a romantic getaway or a family holiday, particularly in peak months from May to August. Visitors can enjoy a variety of experiences, including world-class golf courses, lively music concerts, and luxurious resorts. Notable landmarks such as pristine beaches and scenic lakes provide a stunning backdrop for relaxation and exploration. - **[Greenport: ](https://www.expedia.co.uk/Greenport-Hotels.d110728.Travel-Guide-Hotels)** Just 2.5km from Southold, Greenport is a charming city that draws visitors with its delightful outdoor spaces and romantic seaside atmosphere. The peak season runs from June to August, when tourists flock to enjoy the local beaches and outdoor events. Greenport offers an array of attractions, including golf courses and music venues, ensuring there's always something to do. With its picturesque family beaches and event conference venues, Greenport makes for a perfect day trip or weekend retreat. - **[Sag Harbor: ](https://www.expedia.co.uk/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)** Situated about 5.0km from Southold, Sag Harbor is a unique city rich in history and coastal beauty. Popular for its outdoor activities and romantic seaside charm, Sag Harbor sees the highest number of visitors from June to August. The area features well-maintained beaches, inviting parks, and opportunities for skiing in winter, catering to a variety of interests. Explore the local golf courses and enjoy the stunning coastal views, making Sag Harbor a delightful addition to your itinerary. ### Things to do near Southold Southold offers a delightful mix of outdoor adventures and romantic experiences, making it ideal for a memorable holiday. Visitors can explore its scenic recreational areas, enjoy skiing during the winter months, and attend vibrant music concerts throughout the year. With its charming atmosphere, Southold is perfect for those seeking entertainment and relaxation in a picturesque setting. **Shopping** For a delightful shopping experience in Southold, visit the Greenport Farmers' Market, just 2.5km away, offering local produce and unique crafts. 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), located 6.8km away, provides stylish lingerie, while Clinton Plaza Shopping Center, 9.3km away, offers a variety of shops and entertainment. **Recreation** Experience fun at Shelter Island Whale's Tail miniGolf, where family-friendly vibes meet sporty adventure, just 3.1km from Southold. For relaxation, visit Goldsmith's Inlet Park, located 1.9km away, offering a serene environment for wellness. Enjoy outdoor sports at Noyac Golf Club, 3.7km from Southold. **Adventure** [Splish Splash Water Park](https://www.expedia.co.uk/Splish-Splash-Water-Park-Hotels.0-l6173416-0.Travel-Guide-Filter-Hotels), located 11.8km from Southold, offers thrilling water slides and family-friendly attractions for endless fun. For adrenaline seekers, the [Long Island Skydiving Center](https://www.expedia.co.uk/Long-Island-Skydiving-Center-Hotels.0-l553248621532665566-0.Travel-Guide-Filter-Hotels), situated 14.9km away, provides exhilarating jumps with stunning views. Meanwhile, Riverhead Raceway, 11.2km from Southold, promises heart-pounding motor racing excitement. **Nightlife** Experience the charming nightlife of Southold by visiting the Greenport Carousel, a delightful outdoor attraction just 2.5km away, perfect for families. For a touch of culture and romance, the Bay Street Theatre, located 5.0km away, offers captivating performances. Don’t miss the Regal UA Hampton Bays cinema, 12.5km distant, for an entertaining movie night. ### Booking tips and Expedia advantages for Southold To save money on your visit to Southold, consider travelling between January and March, when accommodation prices are lower, particularly on Tuesdays. Avoid weekends, especially Saturdays, for better rates. Use Expedia to filter for budget-friendly options, including eco-certified hotels, and consider bundling your hotel, flights, and activities for extra savings. Explore free local attractions to enhance your experience without added costs. Being strategic about your travel dates and utilising online tools can significantly reduce your expenses during your holiday. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Southold is Tuesday. The most expensive day to stay in Southold is Saturday. - **Find cheap hotels on Expedia:** Utilise Expedia's search tool to refine your preferences, such as budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter 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 save money by combining your Southold hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions near Southold Southold offers a delightful blend of outdoor, romantic, and entertainment options for visitors. Explore its stunning beaches, charming urban parks, and the intriguing Southold Historical Museum. With a variety of attractions catering to those interested in culture and outdoor experiences, Southold is perfect for travellers seeking both relaxation and adventure. Don't miss the chance to discover popular local attractions that showcase the area's rich history and natural beauty. - **[Gardiner's Bay Country Club: ](https://www.expedia.co.uk/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels)** Experience a round of golf at this picturesque course, located 3.1km from Southold. Enjoy stunning views of Gardiner's Bay while navigating its beautifully designed fairways, perfect for both seasoned players and beginners. - **[Orient Point County Park: ](https://www.expedia.co.uk/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)** This urban park, situated 7.5km away, offers a family-friendly atmosphere with outdoor activities. Enjoy picnicking, hiking, and stunning views of the water, making it an ideal spot for relaxation and fun. - **[Orient Beach State Park: ](https://www.expedia.co.uk/Orient-Beach-State-Park-Hotels.0-l6064487-0.Travel-Guide-Filter-Hotels)** Located 5.6km from Southold, this beach provides a quintessential seaside experience. Soak up the sun, swim in the ocean, or stroll along the shore, enveloped in the soothing beach vibes. ### Best time to go to Southold The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low 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 | Moderately Low | Slightly Low | | February | 35.8°F (2.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 39.7°F (4.3°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | 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 | Moderately High | Average | | July | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 68.2°F (20.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 59.7°F (15.4°C) | Light Rain | Mostly Sunny | Average | Average | | November | 49.6°F (9.8°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 42.1°F (5.6°C) | Light Rain | Mostly Cloudy | Moderately Low | Average | ### The nearest major airports for your trip to Southold If you're planning a visit to Southold, New York, there are several airports to consider. Islip Airport ([ISP](https://www.expedia.co.uk/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)\-MacArthur) is situated 24.9km away, with nearby hotels such as the 3.5-star [Hyatt Regency Long Island](https://www.expedia.co.uk/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) and Jake's 58 Casino Hotel, both 2.5km from the airport. Westhampton Airport ([FOK](https://www.expedia.co.uk/Francis-S-Gabreski-Airport-Hotels.0-aFOK-0.Travel-Guide-Filter-Hotels)\-Francis S. Gabreski) is 11.8km from Southold, offering options like the 4-star [Canoe Place Inn and Cottages](https://www.expedia.co.uk/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information). Lastly, New Haven Airport (HVN-Tweed) is 17.4km away, with fine accommodations including the 4-star [Omni New Haven Hotel at Yale](https://www.expedia.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information). Each airport provides convenient access to local hotels for a comfortable stay. ## Frequently asked questions ### What is the best area to stay in Southold? > This area is the heart of Southold, offering a blend of historic charm and modern conveniences. You'll find a selection of local shops, eateries, and a relaxed atmosphere. The village green and the historic Southold Presbyterian Church are central landmarks, and it's quite walkable for exploring the local businesses. > > > Couples looking for a relaxing escape will appreciate staying in the village centre. It offers easy access to local vineyards, farm stands, and beaches, allowing for leisurely days of wine tasting and coastal strolls. Many of the guesthouses and boutique hotels here provide a comfortable and private setting. > > > For families, staying near the village centre is also a good option due to its proximity to family-friendly activities. Beaches like Kenney's Beach are a short drive away, offering opportunities for swimming and picnicking. ### What are the best hotels in Southold that travellers recommend? > The Shoals Suites and Slips is a 3.5-star hotel with an outstanding 9.6 rating. Guests frequently compliment the beautiful and clean rooms, the super comfortable beds, and the nice staff who make them feel welcome. The hotel also features a vineyard with a tasting room and offers private winery tours. > > > Another highly recommended option is the 3-star Vine & Sand, which also has a 9.6 rating. This hotel is praised for its lovely rooms, which include premium bedding, Egyptian cotton sheets, and rainfall showerheads. Guests can enjoy a free buffet breakfast. It is conveniently located near the Custer Institute and Observatory, just 0.6 km away. ### What are the best family hotels in Southold? > This 3.5-star hotel, with an impressive 9.6 rating, is an excellent choice for families. Guests consistently praise its clean and new rooms, with the suites often described as beautiful and spacious, featuring super comfortable beds. The staff are noted for being particularly nice and welcoming, ensuring a pleasant stay for all. The hotel also offers cribs free of charge, which is a convenient amenity for those travelling with young children. For adults, there's the added benefit of a vineyard and a winery on-site, offering tasting room experiences, release events, and both private and public tours. The location itself is frequently described as beautiful and great, providing a lovely setting for a family holiday. ### What hotels in Southold offer free breakfast? > The 3-star Vine & Sand, with an impressive 9.6 rating, offers a free buffet breakfast daily, which guests really appreciate. This hotel also provides complimentary Wi-Fi and free self-parking, adding to the convenience. Guests have described the rooms as lovely. It is also conveniently located near the Custer Institute and Observatory, just 0.6 kilometres away, and Sannino's Bella Vita Vineyard, which is 1.5 kilometres from the hotel. ### What are the top pet-friendly hotels in Southold? > This property, with an outstanding 9.6 rating, is superb for those travelling with their beloved canine companions, as it specifically permits dogs. It offers a well-equipped kitchen, a patio, and a secured yard, ensuring both comfort and safety for your pets. Guests also benefit from a deck or lanai, ideal for relaxing outdoors. The Cozy Long Island Escape is conveniently located near the Custer Institute and Observatory, just 1.4 km away, and Horton Lane Beach, a mere 1.7 km distant. ### What are the best budget hotels in Southold? > The 3-star Vine & Sand, with an exceptional 9.6 rating, offers a fantastic stay with complimentary buffet breakfast and free WiFi. Guests describe the rooms as lovely. It is conveniently located near Custer Institute and Observatory, just 0.6 kilometres away, and Sannino's Bella Vita Vineyard, 1.5 kilometres away. Free self-parking is also available, along with bicycles for guest use. ### What are the most romantic hotels in Southold for couples? > The 3.5-star Shoals Suites and Slips boasts an impressive 9.6 review rating and offers amenities perfectly suited for couples, including couples dining options and a vineyard on site with a tasting room and private tours. Guests frequently praise its beautiful, clean, and new rooms, the super comfortable beds, and the welcoming staff. Its location is also highly praised, being just 0.7 kilometres from The Old Field Vineyards. ### What are the best hotels in Southold near Custer Institute and Observatory? > The 3-star Vine & Sand, rated 9.6, is an excellent choice, being just 0.6 km from the Custer Institute and Observatory. Guests particularly appreciate the lovely rooms and the convenience of free breakfast, including a free buffet breakfast. Free WiFi and free self-parking are also provided. > > > Another highly-rated option is Cozy Long Island Escape, with a 9.6 rating. This accommodation is 1.4 km from the Custer Institute and Observatory and provides a full kitchen, a patio, and a secured yard, making it ideal for a comfortable stay. It is also 1.7 km from Horton Lane Beach. ### When is the best time to go to Southold? > Late spring offers comfortable temperatures, great for exploring the vineyards and enjoying outdoor activities before the peak summer rush. You'll find most businesses are open, and the roads are less busy, making for a more relaxed experience. > > > Early autumn is also ideal, with cooler temperatures, stunning foliage, and the grape harvest season in full swing. Many wineries host special events during this time. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Southold hotel booking with Expedia? ### How much is the nightly rate at a Southold hotel? ## 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) - [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) - 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