Title: Hotels in Southold, NY - Best Southold Hotels from £68 - 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 £68 - ![](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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=OCEAN_VIEW) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=HOT_TUB) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=PETS) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=WATER_PARK) ## Check prices for these dates Tonight [13 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Dec - 15 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183719&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southold hotels ![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) ![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) ![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) ### The Shoals Suites and Slips [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) Southold 9.4/10 Exceptional (228) "Food!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan £146 includes taxes & fees 14 Dec - 15 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) ![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) ![Porch](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/f10888a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine & Sand [](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) Southold 9.6/10 Exceptional (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) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (1000) "Excellent food, in addition to friendly and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marybeth £265 includes taxes & fees 14 Dec - 15 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) ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Private kitchenette | Mini-fridge, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) Hampton Bays 7.2/10 Good (69) "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) ![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) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/ccd49f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) Westbrook Center 8.8/10 Excellent (1004) "Holiday family tradition!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald £157 includes taxes & fees 17 Dec - 18 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) ![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) ![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) ### Pier Blue Inn Old Saybrook - Essex [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very good (1001) "A welcoming place with some nice touches." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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) ![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) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/a4958436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/625fce42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel [](https://www.expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) Madison Center 9.4/10 Exceptional (341) "The Spa was wonderful and the staff was attentive and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma £211 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.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) ![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 [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) Greenport 8.8/10 Excellent (546) "Awesome stay!!! Great Location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan £151 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) Riverhead 9.8/10 Exceptional (372) "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 £108 includes taxes & fees 13 Jan - 14 Jan 2026 [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.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 [](https://www.expedia.co.uk/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) Riverhead 8.6/10 Excellent (1000) "Staff was courteous and the room was spotless. Food service is very good as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Efrem £95 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.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) ![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) ![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 [](https://www.expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) Southampton 7.2/10 Good (974) "Great hotel for a quick stay - very friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianne [](https://www.expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel [](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) 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) ![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/ff7ccdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott New York Long Island East End [](https://www.expedia.co.uk/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) Riverhead 9.2/10 Wonderful (1000) "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 £104 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.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 [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1002) "Staff was kind. Easy, comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jake £87 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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) ![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) ![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) ### The Hampton Maid [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) Hampton Bays 9.0/10 Wonderful (688) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitchell [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5f09bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG [](https://www.expedia.co.uk/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) Riverhead 8.6/10 Excellent (1002) "Nice room. Good breakfast. Nice lobby and breakfast area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £91 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.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 [](https://www.expedia.co.uk/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) Riverhead 7.4/10 Good (783) "This is an old style motel but with modern updated decor. It’s convenient to local restaurants, via car. A great choice for the east end of Long Island!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armand [](https://www.expedia.co.uk/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.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) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.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) ### Hamlet Inn [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) Southampton 8.6/10 Excellent (441) "Great weekend stay! staff was super kind and property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chyanne £86 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.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) ### Spark by Hilton Guilford [](https://www.expedia.co.uk/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) Guilford 8.8/10 Excellent (64) "Good clean property with great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £87 includes taxes & fees 10 Jan - 11 Jan 2026 [](https://www.expedia.co.uk/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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) ![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/db237a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Inn [](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) Sag Harbor 9.4/10 Exceptional (574) "Very clean, helpful staff and convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon £183 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.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=2025-12-27&endDate=2025-12-28®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 ### 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) ### 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) ### 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) ### 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) ### 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) ### 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) ### 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) ### 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=2025-12-27&endDate=2025-12-28&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 "Great sta" [](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 "Yes" [](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.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 "My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg) ### Budget Host East End Hotel in Riverhead 10/10 Excellent "Everything was good " [](https://expedia.co.uk/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "The staff couldn’t have been nicer! Courteous and caring. The room was immaculate with all necessary amenities. Somewhat dated but not shabby. Very close to town. Parking was ample and right outside my door! I attended a concert at the Kate and did not want to drive an hour home late that evening, so this was perfect for me. Much more reasonable than the other places in the area. Depends on what you’re looking for. Won’t hesitate to come back again!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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 "Yes! Ease of registration! The staff helped us with dinning suggestions, hotel programs and amenities!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Had a wonderful stay at The Bentley Hotel Southampton. The room was spacious, stylish, and spotless. I especially loved the record player — such a unique and thoughtful touch that made the stay feel personal and relaxing. The overall vibe of the room and the layout were perfect. Staff were friendly and the property felt well cared for. I’d definitely stay here again and highly recommend it." [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "The room was clean and the staff efficient." [](https://expedia.co.uk/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "Very clean, helpful staff and convenient location." [](https://expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ## More cheap stays in Southold ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd Old Saybrook CT £87 21 Dec - 22 Dec includes taxes & fees 7.6/10 Good! (1,001 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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 £87 10 Jan - 11 Jan 2026 includes taxes & fees 8.8/10 Excellent! (64 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 14 Dec - 15 Dec includes taxes & fees 6.6/10 (778 reviews) [](https://expedia.co.uk/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.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 £105 22 Dec - 23 Dec includes taxes & fees 9.4/10 Exceptional! (392 reviews) [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT [Get rates](https://expedia.co.uk/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=183719) 7.8/10 Good! (1,000 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_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=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=183719) 7/10 Good! (974 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Find out more about Southold ### Top reasons to visit Southold - **Stunning Beaches:** Southold boasts beautiful beaches, perfect for sunbathing, swimming, and enjoying breathtaking sunsets. - **Charming Vineyards:** Explore picturesque vineyards offering wine tasting and scenic views, ideal for a romantic outing. - **Outdoor Adventures:** Engage in various outdoor activities, from hiking to skiing in winter, catering to adventure enthusiasts. - **Rich Local History:** Visit the intriguing Southold Historical Museum to learn about the area's captivating past. - **Welcoming Accommodations:** Choose from charming bed and breakfasts to agritourism stays for a delightful lodging experience. ### Find great hotels near Southold Southold offers a delightful selection of accommodation options, ranging from charming agritourism properties to inviting bed and breakfasts. Whether you're seeking a pet-friendly retreat, a family-friendly getaway, or an adventure-filled experience, you'll discover a variety of hotels to suit your preferences. Explore the beautiful surroundings and find the perfect base for your vacation, with options including the Southold Beach Motel and other top-rated establishments in the area. - **[Sound View Greenport: ](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)** Nestled just 1.9km from Southold, Sound View Greenport is a charming 3.5-star hotel that captures the essence of a beach getaway. Ideal for beach lovers and pet owners alike, this property offers direct access to the sandy shores. Business travellers will appreciate the thoughtful amenities, including a Meeting Room and Conference Space, making it suitable for both leisure and work. With a pet-friendly policy allowing dogs and cats, guests can enjoy their stay with their furry companions while taking advantage of the delightful seaside atmosphere. - **[The Harbor Front Inn: ](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)** Located 2.5km from Southold, The Harbor Front Inn is a delightful 3.5-star establishment perfect for business-minded travellers seeking a pet-friendly experience. With a focus on comfort and convenience, this hotel provides essential business amenities while ensuring a welcoming atmosphere for pets. The property allows dogs in guest rooms and has a fee-waived policy for service animals, making it an excellent choice for those travelling with their four-legged friends. The picturesque harbour views add an extra touch to this inviting retreat. - **[Sag Harbor Inn: ](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)** Situated 5.0km from Southold, Sag Harbor Inn is a sophisticated 3.5-star hotel designed with business travellers in mind. With its essential Meeting Room facilities, this inn caters to those looking to blend work with leisure. The property’s serene environment makes it a perfect escape for professionals who wish to unwind after a busy day. While primarily business-focused, the inn’s charming surroundings and proximity to local attractions ensure a pleasant stay for all guests. ### Where to stay near Southold Southold, New York, offers a delightful blend of outdoor adventures, romantic settings, and family-friendly activities. Explore the stunning beaches, picturesque vineyards, and charming neighbourhoods that surround this quaint town. From scenic excursions to luxurious experiences, Southold is perfect for those seeking both relaxation and exploration. Don't miss the chance to soak up the sunny weather and rich historical atmosphere during your stay in this beautiful corner of the United States. - **[Hamptons: ](https://www.expedia.co.uk/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)** Located approximately 6.2km from Southold, the Hamptons are famed for their picturesque beaches and vibrant outdoor activities. This idyllic coastal region attracts travellers seeking a romantic getaway or a family holiday, particularly in peak months from May to August. Visitors can enjoy a variety of experiences, including world-class golf courses, lively music concerts, and luxurious resorts. Notable landmarks such as pristine beaches and scenic lakes provide a stunning backdrop for relaxation and exploration. - **[Greenport: ](https://www.expedia.co.uk/Greenport-Hotels.d110728.Travel-Guide-Hotels)** Just 2.5km from Southold, Greenport is a charming city that draws visitors with its delightful outdoor spaces and romantic seaside atmosphere. The peak season runs from June to August, when tourists flock to enjoy the local beaches and outdoor events. Greenport offers an array of attractions, including golf courses and music venues, ensuring there's always something to do. With its picturesque family beaches and event conference venues, Greenport makes for a perfect day trip or weekend retreat. - **[Sag Harbor: ](https://www.expedia.co.uk/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)** Situated about 5.0km from Southold, Sag Harbor is a unique city rich in history and coastal beauty. Popular for its outdoor activities and romantic seaside charm, Sag Harbor sees the highest number of visitors from June to August. The area features well-maintained beaches, inviting parks, and opportunities for skiing in winter, catering to a variety of interests. Explore the local golf courses and enjoy the stunning coastal views, making Sag Harbor a delightful addition to your itinerary. ### Things to do near Southold Southold offers a delightful mix of outdoor adventures and romantic experiences, making it ideal for a memorable holiday. Visitors can explore its scenic recreational areas, enjoy skiing during the winter months, and attend vibrant music concerts throughout the year. With its charming atmosphere, Southold is perfect for those seeking entertainment and relaxation in a picturesque setting. **Shopping** For a delightful shopping experience in Southold, visit the Greenport Farmers' Market, just 2.5km away, offering local produce and unique crafts. If you're up for a drive, [Victoria's Secret](https://www.expedia.co.uk/Victorias-Secret-Hotels.0-l553248621532665715-0.Travel-Guide-Filter-Hotels), located 6.8km away, provides stylish lingerie, while Clinton Plaza Shopping Center, 9.3km away, offers a variety of shops and entertainment. **Recreation** Experience fun at Shelter Island Whale's Tail miniGolf, where family-friendly vibes meet sporty adventure, just 3.1km from Southold. For relaxation, visit Goldsmith's Inlet Park, located 1.9km away, offering a serene environment for wellness. Enjoy outdoor sports at Noyac Golf Club, 3.7km from Southold. **Adventure** [Splish Splash Water Park](https://www.expedia.co.uk/Splish-Splash-Water-Park-Hotels.0-l6173416-0.Travel-Guide-Filter-Hotels), located 11.8km from Southold, offers thrilling water slides and family-friendly attractions for endless fun. For adrenaline seekers, the [Long Island Skydiving Center](https://www.expedia.co.uk/Long-Island-Skydiving-Center-Hotels.0-l553248621532665566-0.Travel-Guide-Filter-Hotels), situated 14.9km away, provides exhilarating jumps with stunning views. Meanwhile, Riverhead Raceway, 11.2km from Southold, promises heart-pounding motor racing excitement. **Nightlife** Experience the charming nightlife of Southold by visiting the Greenport Carousel, a delightful outdoor attraction just 2.5km away, perfect for families. For a touch of culture and romance, the Bay Street Theatre, located 5.0km away, offers captivating performances. Don’t miss the Regal UA Hampton Bays cinema, 12.5km distant, for an entertaining movie night. ### Booking tips and Expedia advantages for Southold To save money on your visit to Southold, consider travelling between January and March, when accommodation prices are lower, particularly on Tuesdays. Avoid weekends, especially Saturdays, for better rates. Use Expedia to filter for budget-friendly options, including eco-certified hotels, and consider bundling your hotel, flights, and activities for extra savings. Explore free local attractions to enhance your experience without added costs. Being strategic about your travel dates and utilising online tools can significantly reduce your expenses during your holiday. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Southold is Tuesday. The most expensive day to stay in Southold is Saturday. - **Find cheap hotels on Expedia:** Utilise Expedia's search tool to refine your preferences, such as budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Southold hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions near Southold Southold offers a delightful blend of outdoor, romantic, and entertainment options for visitors. Explore its stunning beaches, charming urban parks, and the intriguing Southold Historical Museum. With a variety of attractions catering to those interested in culture and outdoor experiences, Southold is perfect for travellers seeking both relaxation and adventure. Don't miss the chance to discover popular local attractions that showcase the area's rich history and natural beauty. - **[Gardiner's Bay Country Club: ](https://www.expedia.co.uk/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels)** Experience a round of golf at this picturesque course, located 3.1km from Southold. Enjoy stunning views of Gardiner's Bay while navigating its beautifully designed fairways, perfect for both seasoned players and beginners. - **[Orient Point County Park: ](https://www.expedia.co.uk/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)** This urban park, situated 7.5km away, offers a family-friendly atmosphere with outdoor activities. Enjoy picnicking, hiking, and stunning views of the water, making it an ideal spot for relaxation and fun. - **[Orient Beach State Park: ](https://www.expedia.co.uk/Orient-Beach-State-Park-Hotels.0-l6064487-0.Travel-Guide-Filter-Hotels)** Located 5.6km from Southold, this beach provides a quintessential seaside experience. Soak up the sun, swim in the ocean, or stroll along the shore, enveloped in the soothing beach vibes. ### Best time to go to Southold The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 35.6°F (2.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 35.8°F (2.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 39.7°F (4.3°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | Moderately High | Average | | July | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 68.2°F (20.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 59.7°F (15.4°C) | Light Rain | Mostly Sunny | Average | Average | | November | 49.6°F (9.8°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 42.1°F (5.6°C) | Light Rain | Mostly Cloudy | Moderately Low | Average | ### The nearest major airports for your trip to Southold If you're planning a visit to Southold, New York, there are several airports to consider. Islip Airport ([ISP](https://www.expedia.co.uk/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)\-MacArthur) is situated 24.9km away, with nearby hotels such as the 3.5-star [Hyatt Regency Long Island](https://www.expedia.co.uk/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) and Jake's 58 Casino Hotel, both 2.5km from the airport. Westhampton Airport ([FOK](https://www.expedia.co.uk/Francis-S-Gabreski-Airport-Hotels.0-aFOK-0.Travel-Guide-Filter-Hotels)\-Francis S. Gabreski) is 11.8km from Southold, offering options like the 4-star [Canoe Place Inn and Cottages](https://www.expedia.co.uk/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information). Lastly, New Haven Airport (HVN-Tweed) is 17.4km away, with fine accommodations including the 4-star [Omni New Haven Hotel at Yale](https://www.expedia.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information). Each airport provides convenient access to local hotels for a comfortable stay. ## Frequently asked questions ### What are the best hotels in Southold that travellers recommend? > 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? ### What hotels in Southold offer free breakfast? ### What are the top pet-friendly hotels in Southold? ### What are the best budget hotels in Southold? > 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? ### When is the best time to go to Southold? > 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? ### How can I save on a Southold hotel booking with Expedia? ### How much is the nightly rate at a Southold hotel? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Hamptons ](https://www.expedia.co.uk/5Star-Hamptons-Hotels.s50-0-d6056452.Travel-Guide-Filter-Hotels) - [Hotels near NYC-All Airports ](https://www.expedia.co.uk/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Bay Point Hotels ](https://www.expedia.co.uk/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels) - [Bridgehampton Hotels ](https://www.expedia.co.uk/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels) - [Cutchogue Hotels ](https://www.expedia.co.uk/Cutchogue-Hotels.d183659.Travel-Guide-Hotels) - [Town of Southold Town Hotels ](https://www.expedia.co.uk/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations) - 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