Title: Hotels in Southold, NY - Best Southold Hotels from £62 - 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 £62 - ![](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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=SPA_ON_SITE) 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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=POOL) 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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=OCEAN_VIEW) 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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&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=2025-12-11&d1=2025-12-11&endDate=2025-12-13&d2=2025-12-13&amenities=WATER_PARK) ## Check prices for these dates Tonight [27 Nov - 28 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-12-05&endDate=2025-12-07&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/81035eb2.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 (223) "Great quick stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine T £141 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/dd468523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/63390424.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) ### Vine & Sand Southold 9.6/10 Exceptional (13) "This B&B, and its hosts, were simply amazing. I cannot recommend this place enough." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra [](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/65651fbc.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/f7da52a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina Old Saybrook Center 9.4/10 Exceptional (1008) "Beautiful property, we loved our room, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie £216 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.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) ![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) ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main Hampton Bays 7.2/10 Good (68) "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/10000000/9680000/9679900/9679841/3723d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/533d1f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa Westbrook Center 8.8/10 Excellent (1007) "We love the stay everything was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) angelica £152 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 (1002) "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 £62 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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/1000000/450000/447900/447803/55438f97.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) ![Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (973) "Love the area love the room size clean parking was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherwood [](https://www.expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.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) ![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) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel Riverhead 9.8/10 Exceptional (370) "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 £142 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Egyptian cotton sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/b8f87b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ef9d54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/625fce42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel Madison Center 9.4/10 Exceptional (338) "Staff and hotel are lovely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven £213 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.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 (290) "Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susie [](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) ![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.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 (538) "Amazing property, rooms, and staff. Book a room with a balcony for amazing views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £128 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.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) ![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) ![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) ![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) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (685) "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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/511d84f6.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) ### Quality Inn Old Saybrook - Westbrook Old Saybrook 7.8/10 Good (1011) "Staff was kind. Easy, comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jake £88 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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) ![Deluxe Single Room | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/1802c026.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 (777) "Nice staff Beautiful & Safe place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron [](https://www.expedia.co.uk/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.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) ![Suite, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/9065aa1a.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) ![Banquet hall](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/53fa5839.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 (1001) "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 £106 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/bc78fd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/afd83ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford Guilford 8.8/10 Excellent (60) "Good clean property with great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £81 includes taxes & fees 12 Dec - 13 Dec [](https://www.expedia.co.uk/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/w3837h2557x3y3-564a2b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, open 8:00 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/be16e1fb.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 (1002) "Checking in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pangeline £89 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.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) ![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 sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.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 (438) "Great weekend stay! staff was super kind and property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chyanne £100 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.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 (569) "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 £167 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.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) ![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) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5a99aefa.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 (1002) "It was a nice hotel and it was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaquan £82 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.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=2025-12-11&endDate=2025-12-12®ionId=183719&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=HTG_BF_PROMO_183719) ## Great weekend hotel deals in Southold, NY Showing deals for:**5 Dec - 7 Dec** ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88340000/88331300/88331206/a039f38f.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Greenport Walk to beach & vineyard from this brand new home Southold **10/10**Exceptional (6 reviews) 7% off £1,853 for 2 nights, 1 home £926 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=88331206&adults=2) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33504800/33504750/10ac0400.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Fabulous Waterfront Property in the Heart of Wine Country Southold **10/10**Exceptional (184 reviews) 6% off £952 for 2 nights, 1 cottage £476 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=33504750&adults=2) ![Sun-loungers](https://images.trvl-media.com/lodging/33000000/32630000/32625000/32624902/cbe1e5ba.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Lovely Cottage in the Heart of Long Island Wine country Southold **9.8/10**Exceptional (30 reviews) 7% off £650 for 2 nights, 1 cottage £325 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=32624902&adults=2) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33670000/33660500/33660411/3f0b951a.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches Southold **10/10**Exceptional (181 reviews) 7% off £2,103 for 2 nights, 1 home £1,052 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=33660411&adults=2) ![Garden Suite King | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### The Shoals Suites and Slips Southold **9.6/10**Exceptional (223 reviews) 21% off £368 for 2 nights, 1 room £184 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=76716269&adults=2) ![Microwave](https://images.trvl-media.com/lodging/121000000/120190000/120181100/120181056/1bf16838.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Surrounded by nature, come stay in this 1 bedroom private, serene location Southold **10/10**Exceptional (3 reviews) 6% off £555 for 2 nights, 1 home £277 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=120181056&adults=2) ![](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/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/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/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/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) [](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) ## 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=2025-12-11&endDate=2025-12-12&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](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg) ### The Shoals Suites and Slips 10/10 Excellent "Room was clean and comfortable. Easy check in and check out. Staff very accommodating. " [](https://expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Always love staying there when in Greenport. Clean. Central. Quality continental breakfast." [](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.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 "Great" [](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/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Staff is fantastic " [](https://expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Everything is great" [](https://expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg) ### Hyatt Place Long Island East End 10/10 Excellent "Excellent " [](https://expedia.co.uk/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![Greenview Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "Clean room. " [](https://expedia.co.uk/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![Bayview Resort](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "Just right. " [](https://expedia.co.uk/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Everything and everyone was fabulous! " [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.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 £62 1 Dec - 2 Dec includes taxes & fees 7.8/10 Good! (1,000 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 £88 11 Dec - 12 Dec includes taxes & fees 7.6/10 Good! (1,010 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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 £91 30 Nov - 1 Dec includes taxes & fees 9.4/10 Exceptional! (383 reviews) [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.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=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=183719) 7/10 Good! (970 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.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 £81 12 Dec - 13 Dec includes taxes & fees 8.8/10 Excellent! (58 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 £89 29 Nov - 30 Nov includes taxes & fees 6.6/10 (772 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 hotels in Southold that travellers recommend? > [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) is a highly praised destination in Southold, boasting an impressive traveller review score of 9.4. This charming hotel is great for couples seeking a romantic getaway, offering premium bedding, luxurious bathrobes, and attentive champagne service that sets the mood for an intimate experience. Guests love the opportunity to explore nearby vineyards with private tours and tastings, making it a delightful choice for wine enthusiasts looking to unwind in a serene setting. > > > > For families, [Vine & Sand](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) stands out with a great review score of 10.0. This hotel promises comfort and convenience, featuring premium bedding and designer toiletries that ensure a restful stay. Families will appreciate the spacious rooms and the opportunity to enjoy the beautiful vineyard views right from their doorstep. With rainfall showerheads and a inviting space, it's an inviting spot for relaxation after a day of exploring local attractions. ### What are the best family hotels in Southold? > [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) in Southold stands out as an exceptional family-friendly hotel, boasting a stellar review score of 9.4 from guests who appreciate its attentive service and comfortable accommodations. This charming property offers a range of amenities designed to cater to families, including complimentary cribs and a daily housekeeping service, ensuring that parents can enjoy a stress-free stay while their little ones are well taken care of. Find more [child-friendly accommodations in Southold](https://www.expedia.co.uk/Southold-Hotels-Family-Friendly-Hotel.0-0-d183719-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels). ### What hotels in Southold offer free breakfast? > [Vine & Sand](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) in Southold is an exceptional choice for travellers seeking a serene retreat complemented by attentive service. With a superb customer review rating of 10.0, this hotel stands out not only for its picturesque vineyard views but also for its delightful amenities. Find more [hotels with free breakfast in Southold](https://www.expedia.co.uk/Southold-Hotels-Hotel-With-Breakfast.0-0-d183719-tHotelWithBreakfast.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Southold? > [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) in Southold, NY, is a charming pet-friendly hotel that welcomes furry companions while offering an exceptional stay for their owners. This beautifully situated property boasts a stunning white sand beach, great for morning strolls with your pet. Guests rave about the attentive service and thoughtful amenities, including premium bedding, air conditioning, and a kitchenette, ensuring a comfortable and convenient experience. See more [pet-friendly hotels in Southold](https://www.expedia.co.uk/Southold-Hotels-Pet-Friendly-Hotel.0-0-d183719-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Southold? > For travellers seeking charming accommodations in Southold, [Vine & Sand](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) is an exceptional option, boasting a great review score of 10.0. This hotel offers a delightful array of amenities, including free Wi-Fi and complimentary breakfast on weekends, ensuring a comfortable stay without breaking the bank. Guests can enjoy the seasonal outdoor pool, relax on the terrace, or take in the beautiful vineyard views. The nearby private beach with sun loungers and umbrellas provides an ideal spot for families to unwind. > > > > Another top property is [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information), which has received high praise with a traveller review score of 9.4. This hotel features a kitchenette in each suite, great for families who prefer the convenience of preparing their own meals. The property also offers access to a stunning white sand beach and organizes public tours and tastings at their on-site winery, making it a fantastic choice for couples looking for a romantic getaway while still appealing to families. View all [budget hotels in Southold](https://www.expedia.co.uk/Southold-Hotels-Budget-Hotels.0-0-d183719-tBudgetHotels.Travel-Guide-Filter-Hotels). ### What are the most romantic hotels in Southold for couples? > For couples seeking a romantic escape, [The Shoals Suites and Slips](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) in Southold is an exceptional choice, boasting an impressive customer review rating of 9.4. This hotel features an array of amenities designed to enhance your romantic getaway, including couples dining options that set the stage for intimate meals together. See all [romantic hotels in Southold](https://www.expedia.co.uk/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels). ### When is the best time to go to Southold? > The most popular time to visit Southold is during the summer months, particularly July, when the weather is warm and inviting. With average temperatures ranging from 22 to 27°C, this is the superb season for enjoying the beautiful beaches, exploring local wineries, and taking part in outdoor activities. > > > > During the peak season, which runs from June to August, Southold comes alive with vibrant tourist activity. Visitors flock to the area for its stunning coastal views and charming small-town atmosphere. This time of year is especially enjoyable for those who appreciate leisurely days spent cycling through scenic vineyards or indulging in fresh seafood at waterfront restaurants, where you can savour the local cuisine while soaking in the sun. > > > > For families and couples alike, July offers numerous festivals and events that showcase the best of Southold's culture and community spirit. Whether it's a local art fair or a concert in the park, there's always something happening to enhance your visit. The long days and pleasant evenings provide ample time to explore and relax. > > > > If you're looking for a slightly quieter experience, consider planning your trip in September. The weather remains pleasant, with temperatures still hovering around 20 to 24°C, and you'll find that prices for accommodations and activities often drop as the summer crowds disperse. This is a wonderful opportunity to enjoy the area's natural beauty without the hustle and bustle of peak season. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Southold. ### How can I save on a Southold hotel booking with Expedia? > Before booking your Southold hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Southold hotel? > Prices for hotels in Southold often vary, but you can find a great deal from £62 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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[Shelter Island Hotels](https://www.expedia.co.uk/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels) - [Shorewood Hotels](https://www.expedia.co.uk/Shorewood-Shelter-Island-Hotels.0-n553248635976481937-0.Travel-Guide-Filter-Hotels) - [The Heights Hotels](https://www.expedia.co.uk/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Victoria's Secret](https://www.expedia.co.uk/Victorias-Secret-Hotels.0-l553248621532665715-0.Travel-Guide-Filter-Hotels) - [Water Mill Hotels](https://www.expedia.co.uk/Water-Mill-Hotels.d3000351347.Travel-Guide-Hotels) - [Hotels near Wolffer Estates Vineyard](https://www.expedia.co.uk/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels) - [Flights to Hamptons](https://www.expedia.co.uk/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights) - [Flights to New York](https://www.expedia.co.uk/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights to Shelter Island](https://www.expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights) - [Flights from Greenport](https://www.expedia.co.uk/lp/flights/110728/flights-from-greenport) - [Flights from Sag Harbor](https://www.expedia.co.uk/lp/flights/154327/flights-from-sag-harbor) - [Flights from Shelter Island](https://www.expedia.co.uk/lp/flights/157359/flights-from-shelter-island) - [Flights from Hamptons](https://www.expedia.co.uk/lp/flights/6056452/flights-from-hamptons) - [Flights from Orient](https://www.expedia.co.uk/lp/flights/6326191/flights-from-orient) - [8 Hands Farm](https://www.expedia.co.uk/8-Hands-Farm-Cutchogue.d553248635974530505.Attraction) - [Visit East Marion](https://www.expedia.co.uk/East-Marion.dx6069914) - [Visit Pipes Cove](https://www.expedia.co.uk/Greenport-Pipes-Cove.dx553248635976473295) - [Hamptons Holidays](https://www.expedia.co.uk/Hamptons.d6056452.Holidays-City-Breaks) - [Visit Hamptons](https://www.expedia.co.uk/Hamptons.dx6056452) - [Havens House](https://www.expedia.co.uk/Havens-House-Shelter-Island.d6232745.Attraction) - [Island's End Golf and Country Club](https://www.expedia.co.uk/Islands-End-Golf-And-Country-Club-East-Marion.d6326920.Attraction) - [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) - [Things to do in Hamptons](https://www.expedia.co.uk/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities) - [Things to do in Mattituck](https://www.expedia.co.uk/Things-To-Do-In-Mattituck.d6223780.Travel-Guide-Activities) - [Things to do in Sag Harbor](https://www.expedia.co.uk/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities) - [Book Hotels in Southold on Expedia.com](https://www.expedia.com/Southold-Hotels.d183719.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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