Title: Where to Stay in Southold: Best neighborhoods | Expedia.com

[Hotels in Southold](https://expedia.com/Southold-Hotels.d183719.Travel-Guide-Hotels)[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)

# Where to stay

## in Southold

## Visit Southold

Best places to stay with pools

[Southold Travel Guide](https://expedia.com/Southold.dx183719)

## Come to Southold and enjoy its wineries, island views, and beaches. 

Check out the local area in Southold—home to attractions like Sparkling Pointe and Croteaux Vineyards.

![Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg)

![Tranquil sunset seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/2f5d59dd-9baa-4fe4-96b8-839361de94bb.jpg)

![Tranquil seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/31ba309a-453e-45eb-ba2b-eccf35423a5b.jpg)

![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)

![Osprey sculpture above the harbor ](https://images.trvl-media.com/place/183719/1509beba-759b-4241-8ad8-9cd4ab5f2580.jpg)

![#lighthouselover](https://images.trvl-media.com/place/183719/5fa074e2-c79f-4c2d-9409-e0a11f2247a7.jpg)

## Best places to stay with pools

[Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub](https://www.expedia.com/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.Hotel-Information) is a B&B featuring an outdoor pool and free breakfast. It's located a short 8-minute walk from Corey Creek Winery. [Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower](https://www.expedia.com/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.Hotel-Information) is a B&B featuring free breakfast and an in-room fireplace. [Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower](https://www.expedia.com/Southold-Hotels-Room-3-Queen-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96043294.Hotel-Information) is a B&B featuring free breakfast and an in-room fireplace. 

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- [Flights from Town of Southold Town ](https://www.expedia.com/lp/flights/553248635976002319/flights-from-town-of-southold-town)
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- [Sparkling Pointe ](https://www.expedia.com/Sparkling-Pointe-Southold.d6327589.Vacation-Attraction)
- [The Old Field Vineyards ](https://www.expedia.com/The-Old-Field-Vineyards-Southold.d6327777.Vacation-Attraction)
- [Mattebella Vineyards ](https://www.expedia.com/Mattebella-Vineyards-Southold.d6326068.Vacation-Attraction)
- [Corey Creek Winery ](https://www.expedia.com/Corey-Creek-Winery-Southold.d6326844.Vacation-Attraction)
- [Horton Point Park ](https://www.expedia.com/Horton-Point-Park-Southold.d6064489.Vacation-Attraction)
- [Sannino's Bella Vita Vineyard ](https://www.expedia.com/Sanninos-Bella-Vita-Vineyard-Southold.d6327435.Vacation-Attraction)
- [Visit Peconic ](https://www.expedia.com/Peconic.dx144477)
- [Peconic Vacations ](https://www.expedia.com/Peconic.d144477.Destination-Travel-Guides)
- [Goldsmith's Inlet Park ](https://www.expedia.com/Goldsmiths-Inlet-Park-Peconic.d6326890.Vacation-Attraction)
- [Raphael Winery ](https://www.expedia.com/Raphael-Winery-Peconic.d6327146.Vacation-Attraction)
- [Crescent Beach ](https://www.expedia.com/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction)
- [Lenz Winery ](https://www.expedia.com/Lenz-Winery-Peconic.d6326930.Vacation-Attraction)
- [Pindar Vineyards ](https://www.expedia.com/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction)
- [Sunset Beach ](https://www.expedia.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction)
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- [Visit Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights.dx183716)
- [Railroad Museum of Long Island ](https://www.expedia.com/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Vacation-Attraction)
- [8 Hands Farm ](https://www.expedia.com/8-Hands-Farm-Cutchogue.d553248635974530505.Vacation-Attraction)

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- [Things to do in Peconic ](https://www.expedia.com/Things-To-Do-In-Peconic.d144477.Travel-Guide-Activities)

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