Title: Hotels in Southold, NY - Best Southold Hotels from £69 - 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 # Find hotels in Southold, NY from £69 ![](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 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=SPA_ON_SITE) Sea view [](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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=OCEAN_VIEW) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=POOL) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=HOT_TUB) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=APARTMENT) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=COTTAGE) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&travelerType=family_friendly) Waterpark [](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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=WATER_PARK) ## Check prices for these dates Tonight [29 Oct - 30 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [30 Oct - 31 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Southold hotels and places to stay ![Garden Suite King | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/81035eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boardwalk Suite | Private kitchen | Espresso maker, eco-friendly cleaning products, paper towels](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/1898cf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips Southold 9.6/10 Exceptional (218) "Great quick stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine T £163 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.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) ![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) ### Hampton Bays Hotel on Main Hampton Bays 7.0/10 Good (65) "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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.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) ![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) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/65651fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina Old Saybrook Center 9.4/10 Exceptional (1005) "Beautiful property, we loved our room, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie £225 includes taxes & fees 12 Nov - 13 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/55438f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (961) "Very nice staff and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Granger [](https://www.expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.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) ![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) ![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) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor 8.0/10 Very good (1001) "Always a great stay at Pier Blue. Comfy bed and plenty of room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia £69 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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) ![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) ![Front of property – evening/night](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/34576327.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) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (676) "Was so lovely would definitely come back again, very cute clean and safe " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maria [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.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) ![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) ![Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/25adc215.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) ### Water's Edge Resort & Spa Westbrook Center 8.8/10 Excellent (1011) "We love the stay everything was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) angelica £200 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/9aa57818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook Old Saybrook 7.8/10 Good (1010) "Everything was good, had a quiet happy stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aishwariya £81 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.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) ![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel Greenport 9.2/10 Wonderful (282) "Such a cute little hotel. Stayed one night bc we had a wedding in the area. Everything was great - the staff was exceptional." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phyllis [](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.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) ![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport 8.8/10 Excellent (526) "Beautiful view and room. Staff friendly and accommodating. Excellent location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £187 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Deluxe Double Room | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/73ba7bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/58338103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/8aa4b577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenview Inn Riverhead Riverhead 7.4/10 Good (760) "Nicely refurbished rooms. Very clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](https://www.expedia.co.uk/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.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) ![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) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ef9d54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel Madison Center 9.4/10 Exceptional (327) "Beautiful hotel ! Great waterviews, staff and restaurant food !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim £212 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.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) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/fc8f49f6.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) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/98ce732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Vista Resort Amagansett 9.0/10 Wonderful (198) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kayla c [](https://www.expedia.co.uk/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.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) ![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) ![Flat-screen TV](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/e64d0e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel Riverhead 9.8/10 Exceptional (366) "Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nakia £154 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn Southampton 8.6/10 Excellent (433) "A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle £100 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.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) ![Children’s activities](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/949a0d23.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) ### Hampton's Vacation Inn Hampton Bays 9.0/10 Wonderful (323) "A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maggie £116 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5f09bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/3fa39065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down duvets, pillow-top beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5d4f757e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG Riverhead 8.6/10 Excellent (1001) "Very friendly and clean " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Carrie £127 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/d11f2952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Inn Sag Harbor 9.4/10 Exceptional (561) "We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori £161 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/w3837h2557x3y3-b7e16408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/w3837h2557x3y3-564a2b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/98baffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Riverhead Riverhead 8.6/10 Excellent (1000) "Convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corin £118 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/ff7ccdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/53fa5839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/2ffae8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott New York Long Island East End Riverhead 9.2/10 Wonderful (999) "Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary J £131 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.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=2025-11-12&endDate=2025-11-13®ionId=183719&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%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 [](https://www.expedia.co.uk/Sparkling-Pointe-Hotels.0-l6327589-0.Travel-Guide-Filter-Hotels) ### Sparkling Pointe 4.5/5 (2 reviews) You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327589) [](https://www.expedia.co.uk/Sanninos-Bella-Vita-Vineyard-Hotels.0-l6327435-0.Travel-Guide-Filter-Hotels) ### Sannino's Bella Vita Vineyard You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander 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=6327435) [](https://www.expedia.co.uk/Croteaux-Vineyards-Hotels.0-l6326852-0.Travel-Guide-Filter-Hotels) ### Croteaux Vineyards You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326852) [](https://www.expedia.co.uk/Ospreys-Dominion-Hotels.0-l6326243-0.Travel-Guide-Filter-Hotels) ### Osprey's Dominion You can enjoy a tasting or tour at Osprey's Dominion during your travels to Southold. Wander the beautiful beaches in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326243) [](https://www.expedia.co.uk/Corey-Creek-Winery-Hotels.0-l6326844-0.Travel-Guide-Filter-Hotels) ### Corey Creek Winery You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326844) [](https://www.expedia.co.uk/Horton-Point-Park-Hotels.0-l6064489-0.Travel-Guide-Filter-Hotels) ### Horton Point Park Explore the great outdoors at Horton Point Park, a lovely green space in Southold. Wander 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=6064489) [](https://www.expedia.co.uk/The-Old-Field-Vineyards-Hotels.0-l6327777-0.Travel-Guide-Filter-Hotels) ### The Old Field Vineyards 4.0/5 (1 review) You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. 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=6327777) [](https://www.expedia.co.uk/Horton-Lane-Beach-Hotels.0-l553248635983992604-0.Travel-Guide-Filter-Hotels) ### Horton Lane Beach 4.0/5 (1 review) Why not spend a lazy afternoon at Horton Lane Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983992604) ## 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=2025-11-12&endDate=2025-11-13&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 ![The Shoals Suites and Slips](//images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg) ### The Shoals Suites and Slips 10/10 Excellent "Everything was Amazing! " [](https://expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.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 "The staff was beyond helpful and nice, the rooms are huge and clean. Would definitely recommend " [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Perfect " [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Beautiful Long Island Sound and sunset views." [](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "The place is a little bit outdated nature a little bit of uplift but other than that it's still the best deal on Long Island and especially around Riverhead. Well worth the $97 that they are charging, but every other place is $200 and not worth it." [](https://expedia.co.uk/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Beautiful view and room. Staff friendly and accommodating. Excellent location. " [](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.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 "Everything was good, had a quiet happy stay." [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. " [](https://expedia.co.uk/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Sag Harbor Inn](//images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! " [](https://expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ## More cheap stays in Southold ![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 £69 30 Oct - 31 Oct includes taxes & fees 7.8/10 Good! (1,007 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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 20 Nov - 21 Nov includes taxes & fees 7.6/10 Good! (1,008 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![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 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=12%2F11%2F2025&endDate=13%2F11%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=183719) 7/10 Good! (961 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.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 £128 16 Nov - 17 Nov includes taxes & fees 9.4/10 Exceptional! (364 reviews) [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Spark by Hilton Guilford 300 Boston Post Rd, Guilford, CT £76 29 Nov - 30 Nov includes taxes & fees 8.6/10 Excellent! (48 reviews) [](https://expedia.co.uk/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Budget Host East End Hotel in Riverhead 30 Lake Avenue, Riverhead, NY £81 30 Oct - 31 Oct includes taxes & fees 6.6/10 (757 reviews) [](https://expedia.co.uk/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.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 are the best beach hotels in Southold? > For beach hotels in Southold, consider [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information), [Vine & Sand](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information), or [White Blossom House Inn](https://www.expedia.co.uk/Southold-Hotels-White-Blossom-House-Inn.h36197422.Hotel-Information). > > > > The 3.5-star Shoals Suites and Slips, with a 9.6 rating, offers a convenient location near the beach. Guests frequently comment on the beautiful and clean rooms, as well as the friendly staff. > > > > Vine & Sand, a 3-star hotel with a great 10.0 rating, provides private beach access. It also offers complimentary breakfast, including a buffet option, and free self-parking. > > > > White Blossom House Inn, rated 10.0, is situated near the sea and offers free Wi-Fi and complimentary toiletries. It also has free self-parking available for guests. ### How much does a beach hotel in Southold cost? > Prices for beach hotels in Southold vary, but you can find a great deal from £69 on Expedia. You're likely to find lower rates if you're travelling during the off-peak season or mid-week. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates. ### Which Southold hotels are near the best beaches? > For hotels near the best beaches in Southold, consider [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information), [Vine & Sand](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information), or the Great Location.. Walk to Town & Train.. > > > > The 3.5-star The Shoals Suites and Slips, with a 9.6 rating, is located near the beach. Guests frequently mention the beautiful and clean rooms, as well as the comfortable beds. > > > > Vine & Sand is a 3-star hotel with a 10.0 rating and offers private beach access. It also provides complimentary breakfast on weekends and free bicycle use. > > > > Another option is Great Location.. Walk to Town & Train.., which has a superb 10.0 rating and is situated near the beach. This property includes amenities such as a kitchen and a patio. ### Which beach hotels in Southold are good for families? > For a family trip to Southold, consider [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information). > > > > The Shoals Suites and Slips, a 3.5-star property with a 9.6 rating, is located near the beach. Guests frequently comment on the beautiful, clean, and new rooms, with super comfortable beds. The suites are also described as beautiful and big, providing ample space for families. ### What are the top-rated beach hotels in Southold with a pool? > For top-rated beach hotels in Southold with a pool, [Vine & Sand](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) is an excellent choice. > > > > The 3-star Vine & Sand, with a great 10.0 rating, is located near a private beach and features a seasonal outdoor pool. Guests frequently comment on the lovely rooms, and the hotel also provides free breakfast, including a buffet on weekends, along with free WiFi and self-parking. ### Which beach hotels in Southold are good for couples? > For couples looking for a beach hotel in Southold, [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) is a suitable option. > > > > The Shoals Suites and Slips is a 3.5-star property with a 9.6 rating. While not directly on the beach, it is located nearby and offers a unique combination of beach proximity and access to local wineries, including public tours and tasting rooms. Guests frequently comment on the beautiful and clean rooms, the welcoming staff, and the comfortable beds. ### Which top beach hotels in Southold offer water sport activities? > For top beach hotels in Southold offering water sport activities, consider [White Blossom House Inn](https://www.expedia.co.uk/Southold-Hotels-White-Blossom-House-Inn.h36197422.Hotel-Information) and Cozy Long Island Escape. > > > > The 5-star White Blossom House Inn, with a 10.0 rating, is located near the sea and offers windsurfing activities nearby. Reviewers frequently mention its proximity to wineries and vineyards. > > > > Cozy Long Island Escape, a 5-star property with a 9.6 rating, is near the beach and provides opportunities for parasailing, sailing, and personal motor watercraft activities nearby. It also offers general water sports and motorboating in the vicinity. ### What is the best time of year to stay in a beach hotel in Southold? > The most popular time to stay in a beach hotel in Southold is during the height of summer, particularly in July and August. These months offer the warmest weather, with average temperatures in the low to mid-20s, creating ideal conditions for enjoying Southold's beautiful beaches and water activities. You'll find the area buzzing with activity, from bustling local markets to lively outdoor dining experiences, all great for making the most of the long, sunny days. This is when the ocean is at its most inviting, making it great for swimming, boating, and exploring the coastline. > > > > As another option, June is a fantastic alternative. While still offering plenty of sunshine and pleasant temperatures in the high teens to low 20s, you may find better value and more availability at top-rated beach hotels. ### How can I save on a beach hotel in Southold with Expedia? > [One Key™](https://www.expedia.co.uk/welcome-one-key) —Expedia's free travel rewards programme—gives you instant access to perks and Member Prices on Southold beach hotels. Plus, you'll earn OneKeyCash™\* on eligible bookings to use on future trips. Typically, booking in advance will help you save on your hotel booking. But, if you're feeling spontaneous, check out the [last-minute deals](https://www.expedia.co.uk/lp/b/vacations/last-minute-deals). > > > > > > > > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands. ### What beach activities should we do in Southold? > The best beach activities to do in Southold revolve around its beautiful coastline, offering a mix of relaxation and water-based fun. > > > > For those looking to simply relax and enjoy the scenery, spending a day at a local beach like Southold Town Beach or Kenney's Beach is ideal. You can sunbathe, read a book, or simply enjoy the gentle waves of Peconic Bay. These beaches are generally calm, making them suitable for families with younger children who want to paddle in shallow waters. > > > > If you're interested in more active pursuits, kayaking and paddleboarding are popular options. Several local businesses offer rentals, allowing you to explore the calm waters of the bay at your own pace. It's a great way to get some exercise while taking in the coastal views, and it's suitable for most fitness levels. > > > > Fishing is another favourite pastime. You can try your luck from the shore at many of the public beaches or head out on a charter boat for a deeper sea experience. Striped bass and fluke are common catches in the area. ### Is it cheaper to book flights and a beach hotel in Southold as a package? > Booking a beach hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking a beach vacation package well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays). ### Can I cancel my beach hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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[Mccall Wines](https://www.expedia.co.uk/McCall-Wines-Cutchogue.d553248621532665592.Attraction) - [Visit New Suffolk](https://www.expedia.co.uk/New-Suffolk.dx3000449151) - [New York Holidays](https://www.expedia.co.uk/New-York.d178293.Holidays-City-Breaks) - [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) - [Visit Shelter Island](https://www.expedia.co.uk/Shelter-Island.dx157359) - [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) - [Luxury Car Hire in Hamptons](https://www.expedia.co.uk/Luxury-Car-Rentals-In-Hamptons.d6056452-tLuxury.Car-Rental-Guide-Class) - [Minivan Car Hire in Shelter Island](https://www.expedia.co.uk/Minivan-Car-Rentals-In-Shelter-Island.d157359-tMinivan.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) - [Mattituck Holiday Rentals](https://www.expedia.co.uk/Mattituck-Holiday-Rentals.d6223780.Travel-Guide-HolidayRentals) - [New Suffolk Holiday Rentals](https://www.expedia.co.uk/New-Suffolk-Holiday-Rentals.d3000449151.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) - [Shelter Island Holiday Rentals](https://www.expedia.co.uk/Shelter-Island-Holiday-Rentals.d157359.Travel-Guide-HolidayRentals) - 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