Title: TOP 10 Hotels in Southold, NY (from $82) - COMPETITIVE PRICES | Expedia.com [Southold Travel Guide](https://expedia.com/Southold.dx183719)[Vacation Rentals in Southold](https://expedia.com/Southold-Vacation-Rentals.d183719.Travel-Guide-VacationRentals)[Flights to Southold](https://expedia.com/Cheap-Flights-To-Southold.d183719.Travel-Guide-Flights)[Things to do in Southold](https://expedia.com/Things-To-Do-In-Southold.d183719.Travel-Guide-Activities)[Car Rentals in Southold](https://expedia.com/Car-Rentals-In-Southold.d183719.Car-Rental-Guide)[Southold Vacation Packages](https://expedia.com/Southold.d183719.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Benny Goh ![](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&amenities=PETS) Pool [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&amenities=POOL) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&amenities=HOT_TUB) Spa [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&travelerType=family_friendly) Cottage [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&lodging=COTTAGE) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America®ionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-24&d2=2026-04-24&lodging=APARTMENT) ## Check prices for these dates Tonight [Apr 8 - Apr 9](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-04-08&endDate=2026-04-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 9 - Apr 10](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-04-09&endDate=2026-04-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southold hotels ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/90ac61e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips [](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) Southold 9.4/10 Exceptional (257 reviews) "Beautiful property near a picturesque town. I would definitely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara 2 days ago $151 nightly $169 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/a7c5a78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Frette Italian sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.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/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sound View Greenport [](https://www.expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) Greenport 8.4/10 Very Good (629 reviews) "Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen 1 day ago $185 nightly $212 total Apr 28 - Apr 29 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/7ebc6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/717b3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn [](https://www.expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) Greenport 8.8/10 Excellent (581 reviews) "Room was excellent and the beds were very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan 4 days ago $176 nightly $201 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/fe6e5945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/1c4953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/244f3d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows [](https://www.expedia.com/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) Greenport 9.8/10 Exceptional (149 reviews) "Just a perfect little get away. 10 10 recommend. The facility was perfectly quaint." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALLISON November 15th, 2025 [](https://www.expedia.com/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/78273489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View One Bedroom Suite | Premium bedding, in-room safe, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/d3ce4464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/0272b9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gurney's Montauk Resort & Seawater Spa [](https://www.expedia.com/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) Montauk 8.4/10 Very Good (753 reviews) "Room was clean ish. Overall good experience. Food was alright." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohanram 3 days ago $535 nightly $611 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/e94ab56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/70895a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine & Sand [](https://www.expedia.com/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) Southold 9.8/10 Exceptional (16 reviews) "This B B, and its hosts, were simply amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra October 18th, 2025 $378 nightly $432 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/daf99b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/ad990fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine, ocean views ](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/w2880h1617x0y0-215d1f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually furnished, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/7a760b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pridwin Hotel [](https://www.expedia.com/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) Shelter Island Heights 9.6/10 Exceptional (84 reviews) "Overall the places is nice, clean and great views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianne October 21st, 2025 $570 nightly $651 total May 8 - May 9 Total with taxes and fees [](https://www.expedia.com/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/935ed559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c3d8e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c7d19019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/e78d099b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenporter Hotel [](https://www.expedia.com/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) Greenport 9.2/10 Wonderful (284 reviews) "Great location, great service, very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian October 16th, 2025 [](https://www.expedia.com/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/22af8e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Menhaden [](https://www.expedia.com/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information) Greenport 9.6/10 Exceptional (178 reviews) "Highly recommend this hotel. Rooms are comfortable. The private bar is a really special touch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sean October 17th, 2025 $349 nightly $393 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-The-Menhaden.h35229370.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) ![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/8dd4e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/d6ac52f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/a9a67717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel [](https://www.expedia.com/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) Greenport 9.2/10 Wonderful (299 reviews) "Staff was great, location is great, super cute place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michele November 2nd, 2025 $324 nightly $370 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/5688a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Inn [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) Sag Harbor 9.4/10 Exceptional (592 reviews) "Awesome staff, very clean facilities, and nice pool!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fabian 14 days ago $219 nightly $250 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/91000000/90790000/90786400/90786314/07d5462f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/91000000/90790000/90786400/90786314/06263549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90786400/90786314/7187781f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/91000000/90790000/90786400/90786314/f2989301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmhouse Bed and Breakfast [](https://www.expedia.com/Cutchogue-Hotels-The-Farmhouse-Bed-And-Breakfast.h90786314.Hotel-Information) Cutchogue 10/10 Exceptional (13 reviews) "Breakfast were lovely. The Farmhouse Bed. Food were nice. Helpful in navigating the premises." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhushabh [](https://www.expedia.com/Cutchogue-Hotels-The-Farmhouse-Bed-And-Breakfast.h90786314.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/d9d8edde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel [](https://www.expedia.com/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) Greenport 9.0/10 Wonderful (199 reviews) "Love the decor, the picnic basket breakfast. Comfortable and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan 23 days ago $250 nightly $285 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/d47a17b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/6e8b34ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/767254d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/9c78b97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Knoll Bed & Breakfast [](https://www.expedia.com/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information) Pipes Cove 9.2/10 Wonderful (12 reviews) "Very convenient to restaurants in town. It was very pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea [](https://www.expedia.com/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/e8baba10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/620f075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, blackout drapes](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/587cd5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior King | Frette Italian sheets, premium bedding, blackout drapes](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/ab275bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chequit [](https://www.expedia.com/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information) The Heights 9.0/10 Wonderful (37 reviews) "A cozy room with great pillows and quiet. Perfect little place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neal October 10th, 2025 [](https://www.expedia.com/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/382fd5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/0ec625aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Premium bedding, minibar, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/1341b046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/8d30d692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stirling House Bed & Breakfast [](https://www.expedia.com/Greenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information) Greenport 9.8/10 Exceptional (24 reviews) "Very comfortable king size bed. Excellent gourmet breakfast, discreet host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.com/Greenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information) ![Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/58da24df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Kitchenette (Living Room) | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/9e5e2d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/9462d850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/affe9b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Neck Guesthouse [](https://www.expedia.com/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information) Shelter Island Heights 8.0/10 Very Good (37 reviews) "Super cute clean. The property manager was quick to respond." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily [](https://www.expedia.com/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/a1220aa4.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/c47845a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/0a9b90de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa [](https://www.expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) Westbrook Center 8.8/10 Excellent (1,000 reviews) "Staff was amazing and helpful. The rooms were lovely and the beds so comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly 16 days ago $266 nightly $306 total Apr 28 - Apr 29 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/b6601c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/75ed01fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Multiple Beds, Harbor View (Harbor One Bedroom Suite with Loft) | Egyptian cotton sheets, hypo-allergenic bedding, down comforters](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/09f2080f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/94958fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faraway Sag Harbor [](https://www.expedia.com/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) Sag Harbor 9.0/10 Wonderful (292 reviews) "Great location in the heart of town Walk to everything Amazing breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](https://www.expedia.com/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/b156868f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/3f4c46bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/9f8ccc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/c4a7db4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shelter Island House [](https://www.expedia.com/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.Hotel-Information) Shelter Island Heights 8.4/10 Very Good (57 reviews) "Restaurant opens year round. We stayed here. Property owner were very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.com/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.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.com/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23®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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthold-Hotels.d183719.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthold-Hotels.d183719.Travel-Guide-Hotels) ## Stay near popular Southold attractions ### Sparkling Pointe 4.4/5 (11 reviews) Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savor their diverse bubblies in an elegant tasting room with vineyard views. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327589) ### Sannino's Bella Vita Vineyard 4.8/5 (4 reviews) This intimate vineyard offers personalized expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327435) ### Osprey's Dominion 4.8/5 (5 reviews) This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326243) ### Horton Lane Beach 4.5/5 (4 reviews) This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983992604) ### Croteaux Vineyards 5.0/5 (12 reviews) America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savor wine flights in the picturesque garden setting, complete with rustic barn and seaside charm. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326852) ### Corey Creek Winery 4.8/5 (5 reviews) This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savor sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326844) ### Mattebella Vineyards 4.0/5 (4 reviews) This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalized tastings with garden-to-table pairings on the patio overlooking lush vines. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326068) ### The Old Field Vineyards 4.8/5 (5 reviews) This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327777) ## 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.com/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23&adults=2®ionId=183719) ![](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 ![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg) ### Residence Inn by Marriott New York Long Island East End 10/10 Excellent "Love this place. We come here on the kids school vacations for a little getaway. We live a half hour away. Great location, indoor pool and hot tub. The suites are spacious and equipped with kitchenette area. The complimentary breakfast is amazing, plenty of options. It’s very convenient. I highly recommend this hotel." [](https://expedia.com/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Yes, we found everything we needed." [](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![The Preston House & Hotel](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683_y.jpg) ### The Preston House & Hotel 8/10 Good "The rooms are very large. They feel new and nicely designed. The hotel lobby is small. The restaurant is closed so there is no bar.(the pics online feel like there is a lobby with a nice sitting area but that must be from the restaurant). This is basically a nice place to sleep at night. " [](https://expedia.com/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Holiday Inn Express & Suites Riverhead - Long Island by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/0d39535c_y.jpg) ### Holiday Inn Express & Suites Riverhead - Long Island by IHG 8/10 Good "It was great " [](https://expedia.com/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "room was clean and fresh. staff ere helpful and accommodating." [](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c_y.jpg) ### Sound View Greenport 8/10 Good "Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious. " [](https://expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b_y.jpg) ### Spark by Hilton Guilford 10/10 Excellent "Great stay, very clean, friendly staff. Will return!" [](https://expedia.com/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/df127760_y.jpg) ### Hyatt Place Long Island East End 10/10 Excellent "Yes " [](https://expedia.com/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.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 6/10 Okay "The checkin staff and later that evening were a 5\. Checkout we were not happy with. My daughter got sick and we asked for 12 checkout for her room only. We didn’t say she was sick. She said 11:30\. She didn’t tell anyone as housekeeping came to room at 11:20\. We called and again asked for time - she said she can have a “few minutes”. We don’t stay at Quality Inns but travel a lot and have never been told no to a later check if needed it. BTW the parking lot was pretty empty so I don’t think they “needed that one room”. Again the younger girl at checking was great and the gentleman later that night were great. " [](https://expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ## More cheap stays in Southold ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT $79 nightly $91 total Apr 15 - Apr 16 Total with taxes and fees 8/10 Very Good! (1,000 reviews) [](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Spark by Hilton Guilford 300 Boston Post Rd Guilford CT $100 nightly $115 total Apr 14 - Apr 15 Total with taxes and fees 8.8/10 Excellent! (110 reviews) [](https://expedia.com/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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 $101 nightly $116 total Apr 15 - Apr 16 Total with taxes and fees 7.8/10 Good! (1,003 reviews) [](https://expedia.com/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/cc53a2c2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY $136 nightly $155 total Apr 19 - Apr 20 Total with taxes and fees 9.6/10 Exceptional! (457 reviews) [](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Holiday Inn Express & Suites Riverhead - Long Island by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/0d39535c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express & Suites Riverhead - Long Island by IHG 1707 Old Country Rd Riverhead NY $148 nightly $169 total Apr 26 - Apr 27 Total with taxes and fees 8.6/10 Excellent! (1,000 reviews) [](https://expedia.com/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/ad346ab6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39 Southampton NY $156 nightly $178 total Apr 23 - Apr 24 Total with taxes and fees 7.2/10 Good! (985 reviews) [](https://expedia.com/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Hotels in Southold with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 2 properties [](https://expedia.com/5Star-Southold-Hotels.s50-0-d183719.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 52 properties [](https://expedia.com/4Star-Southold-Hotels.s40-0-d183719.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 248 properties [](https://expedia.com/3Star-Southold-Hotels.s30-0-d183719.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 95 properties [](https://expedia.com/2Star-Southold-Hotels.s20-0-d183719.Travel-Guide-Filter-Hotels) ## Find out more about Southold ### Top reasons to visit Southold - **Stunning Beaches:** Southold features serene beaches perfect for relaxation and scenic views. - **Outdoor Adventures:** Enjoy golf, water rides, and unique oyster tours for an exciting experience. - **Rich History:** Explore local museums and historical sites that showcase the area's heritage. - **Charming Vineyards:** Discover nearby vineyards offering tastings and picturesque landscapes. - **Diverse Accommodations:** Choose from pet-friendly options, cozy hotels, and agritourism properties for a perfect stay. ### Find great hotels near Southold Explore a variety of hotel accommodations in Southold, New York, where you can find the ideal lodging for your getaway. Whether you're seeking pet-friendly options, adventure-filled experiences, or a family-friendly atmosphere, Southold offers a range of choices, including charming agritourism properties and cozy hotels. Enjoy a relaxing stay near the beach and discover all that this beautiful area has to offer. - **[Sound View Greenport: ](https://www.expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)** Nestled just 3 miles from Southold, Sound View Greenport is a charming 3.5-star hotel with a guest rating of 8.4\. This beachfront property is perfect for families and pet lovers, offering direct beach access and a range of child-friendly amenities, including free cribs and window guards for safety. The hotel's pet policy allows dogs and cats, making it an ideal spot for those traveling with furry companions. Enjoy a relaxing vacation with family while soaking up the sun on the beach. - **[Sag Harbor Inn: ](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)** Located 8 miles from Southold, Sag Harbor Inn boasts a stellar 3.5-star rating and an impressive guest rating of 9.4\. This property caters primarily to business travelers, providing a comfortable and professional atmosphere. With convenient amenities and a focus on service, guests can expect a productive stay while enjoying the charming surroundings of Sag Harbor. Whether you are in town for meetings or exploring the local area, this inn offers a welcoming retreat. - **[The Harbor Front Inn: ](https://www.expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)** Just 4 miles from Southold, The Harbor Front Inn is a delightful 3.5-star property with a guest rating of 8.8\. This inn is perfect for both business travelers and pet owners, allowing pets in select rooms for an additional fee. With a focus on comfort and convenience, guests can take advantage of the inn's proximity to local attractions while enjoying spacious accommodations designed for relaxation. Experience the best of both worlds with a balance of work and leisure at this inviting location. ### Where to stay near Southold Southold, New York, offers a perfect blend of outdoor adventures and romantic getaways. Enjoy family-friendly activities in the sunny weather while exploring the scenic coastline and charming vineyards. Nearby, you can discover luxurious accommodations and historical sites that enrich your experience. Don't miss the chance to indulge in local excursions that highlight the area's natural beauty and vibrant community atmosphere. Southold is truly a hidden gem for travelers seeking relaxation and exploration. - **[Hamptons: ](https://www.expedia.com/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)** Located a mere 10 miles from Southold, the Hamptons are a quintessential summer getaway, famed for their stunning beaches and outdoor activities. During peak season from June to August, this area buzzes with visitors seeking romantic escapes and sun-soaked adventures. Explore the picturesque coastline, indulge in world-class dining, or tee off at one of the region’s renowned golf courses. Whether you’re lounging on the beach or enjoying a sunset by the lake, the Hamptons offer a blend of relaxation and excitement that makes it a must-visit destination. - **[Greenport: ](https://www.expedia.com/Greenport-Hotels.d110728.Travel-Guide-Hotels)** Just 4 miles away from Southold, Greenport is a charming city that captures the essence of coastal living. This vibrant town sees its highest visitor numbers from June to August, attracting couples and families alike who are drawn to its outdoor allure and beach experiences. With an array of recreational areas, music concerts, and beautiful parks, Greenport is perfect for those who appreciate a lively atmosphere. Stroll along the waterfront, savor fresh seafood, and immerse yourself in the local culture, making your visit an unforgettable one. - **[Noyack: ](https://www.expedia.com/Noyack-Hotels.d6217344.Travel-Guide-Hotels)** Situated 7 miles from Southold, Noyack is a serene village that offers a peaceful retreat for outdoor enthusiasts and beach lovers. Visitors flock here in the summer months, from June to August, seeking romantic getaways and nature-filled adventures. With access to golf courses, ski options, and pristine beaches, Noyack is ideal for both relaxation and recreation. Enjoy family-friendly activities at the local parks or unwind by the tranquil lakes, creating lasting memories in this idyllic setting. ### Things to do in Southold Southold, New York, offers a delightful blend of outdoor and romantic activities perfect for vacationers. Enjoy a round of golf at local courses or relax in scenic recreational areas. Don't miss out on unique oyster tours and thrilling water rides at nearby Splish Splash. With its serene beaches, Southold is an ideal destination for those looking to unwind and explore the natural beauty of the area. **Shopping** In Southold, visit local shops for unique gifts and souvenirs, such as the Southold General Store for charming finds. If you're up for a drive, check out the Tanger Outlets in Riverhead, about 12 miles away, featuring a wide range of brand-name outlet stores. **Recreation** Calm Waters Wellness Spa offers rejuvenating treatments like massages and facials, perfect for relaxation. For outdoor enthusiasts, Southold’s beaches provide stunning views and opportunities for kayaking and paddleboarding, creating a peaceful environment to unwind and connect with nature. **Adventure** Explore the scenic beauty of Southold by kayaking in the tranquil waters of Peconic Bay. Experience the thrill of paddleboarding along the coastline or embark on a bike tour through charming vineyards. Enjoy hiking at Inlet Pond County Park, where stunning views and nature trails await. **Nightlife** In Southold, the nightlife is relaxed yet vibrant, with cozy bars like The Southold Fish Market offering fresh seafood and local wines. For a fun evening, visit the nearby Greenport Village, where lively music and charming pubs create a welcoming atmosphere for all visitors. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Southold - **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:** Expedia's search tool makes it easy to choose based on your budget, desired location, and other preferences. You can arrange your results to display the lowest prices first, helping you find the most affordable hotels right away. Additionally, you can refine your choices by hotel category—if you check the Eco-certified option, you'll see a selection of sustainable and environmentally-friendly hotels that you can book. - **Consider bundling your trip:** You can save money by combining your hotel stay in Southold with your flights and activities by booking a package through Expedia. ### Find the best attractions in and around Southold Southold offers a delightful blend of outdoor adventures, romantic spots, and entertainment options, making it perfect for vacationers. Visitors can explore beautiful beaches, rich history at local museums, and enjoy leisurely strolls in urban parks. With a focus on culture and outdoor experiences, Southold is an ideal destination for travelers seeking relaxation and exploration in a charming setting. - **[Horton Lane Beach: ](https://www.expedia.com/Horton-Lane-Beach-Hotels.0-l553248635983992604-0.Travel-Guide-Filter-Hotels)** Experience the quintessential beach vibes at Horton Lane Beach, where you can relax on the sandy shores, soak up the sun, and enjoy the tranquil atmosphere. It's a perfect spot for a leisurely day by the water. - **[Orient Point County Park: ](https://www.expedia.com/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)** Located 12 miles from Southold, this urban park offers a family-friendly environment with plenty of outdoor activities. Enjoy hiking trails, picnic areas, and breathtaking views, making it an ideal spot for a fun day out with loved ones. - **[Horton Point Park: ](https://www.expedia.com/Horton-Point-Park-Hotels.0-l6064489-0.Travel-Guide-Filter-Hotels)** Immerse yourself in history at Horton Point Park, home to a charming historic lighthouse. The park showcases rich cultural heritage and provides stunning views of the surrounding coastline, perfect for history buffs and nature lovers alike. ### 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 | Slightly High | | 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 | Average | | 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 Traveling to Southold, New York, is convenient with major airports nearby. John F. Kennedy International Airport ([JFK](https://www.expedia.com/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)) is 77 miles away and offers luxury accommodations like [Arlo Williamsburg](https://www.expedia.com/New-York-Hotels-Arlo-Williamsburg.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.com/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information), both 11 miles from the airport. Newark Liberty International Airport ([EWR](https://www.expedia.com/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) is 95 miles away, with upscale options such as [The Dominick](https://www.expedia.com/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) and [Four Seasons Hotel New York Downtown](https://www.expedia.com/New-York-Hotels-Four-Seasons-Hotel-New-York-Downtown.h15438428.Hotel-Information), both 9 miles from EWR. LaGuardia Airport ([LGA](https://www.expedia.com/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)) is located 78 miles from Southold, featuring nearby hotels like The Plaza and [The Pierre](https://www.expedia.com/New-York-Hotels-The-Pierre.h20213.Hotel-Information), each 5 miles from the airport, with various transportation services available. These options ensure a comfortable start to your vacation. ## Frequently asked questions ### What is the best area to stay in Southold? > For those seeking a quintessential North Fork experience, focusing on accommodations directly on or just off Main Road (Route 25) in Southold offers direct access to the region's renowned vineyards, farm stands, and local eateries. This central artery of Southold is lined with charming historic homes and provides a straightforward route to explore the area's agricultural bounty and coastal beauty. Couples often appreciate this area for its easy access to wine tastings and farm-to-table dining. > > > Travelers looking for a tranquil retreat will find accommodations closer to the waterfront, such as those near Southold Bay or Peconic Bay, particularly appealing. These areas provide opportunities for water activities, stunning views, and a quieter setting away from the main road. ### What are the best hotels in Southold that travelers recommend? > The Shoals Suites and Slips is a 3.5-star hotel with an exceptional 9.6 rating. Guests often comment on the new and clean rooms, the beautiful and great location, and the super comfortable beds. The hotel offers a winery with a tasting room, premium bedding, bathrobes, and champagne service. > > > Another highly recommended option is the 3-star Vine & Sand, which also has a 9.6 rating. This hotel is praised for its lovely rooms and offers amenities such as Egyptian cotton sheets, bathrobes, designer toiletries, and a rainfall showerhead. Guests can enjoy a complimentary buffet breakfast and it is conveniently located just 0.4 miles from the Custer Institute and Observatory. > > > Both hotels are known for providing an excellent guest experience with luxurious touches. ### What are the best family hotels in Southold? > This 3.5-star hotel boasts an impressive 9.6 rating, with guests consistently praising its new and clean rooms, beautiful and spacious suites, and super comfortable beds. The staff are frequently described as nice and welcoming, contributing to a pleasant stay. Its beautiful location is also a highlight for many visitors. For families interested in local experiences, the hotel offers a winery with a tasting room, vineyard, private tours, and release events. Cribs are also available free of charge, adding to its appeal for families traveling with young children. ### What hotels in Southold offer free breakfast? > This 3-star hotel, with an outstanding 9.6 rating, provides a free buffet breakfast daily. Guests consistently describe the rooms as lovely. Additionally, the hotel offers free WiFi and free self-parking. It is conveniently located near the Custer Institute and Observatory, just 0.4 miles away, and Sannino's Bella Vita Vineyard, 0.9 miles away. Find more [hotels with free breakfast in Southold](https://www.expedia.com/Southold-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d183719-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in Southold? > This hotel, with an outstanding 9.6 rating, is an excellent choice for travelers with pets, as both dogs and other pets are permitted. It offers a kitchen, a deck or patio, and a secured yard, providing ample space and convenience for both guests and their animal companions. The Cozy Long Island Escape is also conveniently located near the Custer Institute and Observatory and Horton Lane Beach. See more [pet-friendly hotels in Southold](https://www.expedia.com/Southold-Hotels-Pet-Friendly-Hotel.0-0-d183719-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Southold? > The 3-star Vine & Sand, with an excellent 9.6 rating, offers a comfortable stay with complimentary WiFi, free buffet breakfast, and free self-parking. Guests consistently describe the rooms as lovely. This hotel is conveniently located near the Custer Institute and Observatory, just 0.4 miles away, and Sannino's Bella Vita Vineyard, which is 0.9 miles from the property. View all [budget hotels in Southold](https://www.expedia.com/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in Southold for couples? > This 3.5-star hotel, with an outstanding 9.6 rating, offers couples dining experiences and features a winery with a tasting room, vineyard, and options for private tours and release events. Guests consistently praise the beautiful and clean rooms, the super comfortable beds, and the welcoming staff. Its beautiful location is also highlighted, and it is conveniently located just 0.4 miles from The Old Field Vineyards. ### What are the best hotels in Southold near Custer Institute and Observatory? > The 3-star Vine & Sand, with an excellent 9.6 rating, is conveniently located just 0.4 miles from Custer Institute and Observatory. Guests appreciate the complimentary breakfast, including a buffet option, and the free WiFi. It's also noted for its lovely rooms. > > > Another highly-rated option is the vacation rental Great Location.. Walk to Town & Train.., boasting a superb 10.0 rating. This accommodation is located 1.1 miles from the observatory and offers amenities such as a kitchen, a secured yard, and a deck or patio, providing a comfortable stay for families. ### When is the best time to go to Southold? > Late spring, particularly June, offers comfortable temperatures ranging from the high 60s to mid-70s Fahrenheit, making it ideal for outdoor activities like exploring vineyards, visiting beaches, and cycling. The seasonal businesses are typically open, but the summer rush hasn't fully begun, allowing for a more relaxed experience. Couples looking for a quiet getaway will appreciate the serene atmosphere before the peak season. > > > Early fall, specifically September and October, is another excellent time to visit. The weather remains mild, with temperatures often in the 60s, and the fall foliage adds a scenic backdrop to the North Fork's vineyards and farms. This period is great for enjoying harvest festivals, wine tastings, and farm-to-table dining without the larger crowds of summer. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Southold hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Southold hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Apartments in Southold Station ](https://www.expedia.com/Southold-Station-Apartments.d6186186-aaApartments.Travel-Guide-Accommodation) - [Hotels near Sparkling Pointe ](https://www.expedia.com/Sparkling-Pointe-Hotels.0-l6327589-0.Travel-Guide-Filter-Hotels) - [Hotels near The Old Field Vineyards ](https://www.expedia.com/The-Old-Field-Vineyards-Hotels.0-l6327777-0.Travel-Guide-Filter-Hotels) - [Hotels near Mattebella Vineyards ](https://www.expedia.com/Mattebella-Vineyards-Hotels.0-l6326068-0.Travel-Guide-Filter-Hotels) - [Hotels near Croteaux Vineyards ](https://www.expedia.com/Croteaux-Vineyards-Hotels.0-l6326852-0.Travel-Guide-Filter-Hotels) - [Hotels near Corey Creek Winery ](https://www.expedia.com/Corey-Creek-Winery-Hotels.0-l6326844-0.Travel-Guide-Filter-Hotels) - 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