For direct access to Westhampton, NY (FOK-Francis S. Gabreski) airport, book a room at The Grassmere Inn, which has a picnic area, lawn tennis and table tennis.
Best Southold NY hotels, motels and accommodations of 2020
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Shorecrest Bed And Breakfast SoutholdBed & Breakfast
-
The bed & breakfast has
- Free Wi-Fi in rooms
-
The bed & breakfast has
- On-site car park
-
The bed & breakfast has
- Coffee/Tea in lobby
- Picnic area/ Tables
View on map1.9 mi from City Center1.9 mi from City Center
At this venue, boasting a location in a beach area, guests can enjoy a shared lounge, a library and a golf course, or explore The Old Field Vineyards nearby.
8.0
Great17 reviews
From
US$ 306
/night
Heron Suites SoutholdResort
-
The resort has
- Free Wi-Fi in public areas
-
The resort has
- Off-site car park
-
The resort has
- 24-hour security
-
The resort has
- Seasonal outdoor pool
- Saltwater pool
- Heated swimming pool
View on map1.4 mi from City Center1.4 mi from City Center
This hotel offers the coffee bar and 20 rooms together with convenient location close to One Woman Wines & Vineyards.
7.8
Very good21 reviews
From
US$ 255
/night
Southold Beach MotelHotel
View on map1.7 mi from City Center1.7 mi from City Center
This hotel features rooms with garden views, while a convenient location provides easy access to The Old Field Vineyards.
A Walk In The Woods Bed And BreakfastBed & Breakfast
View on map2.3 mi from City Center2.3 mi from City Center
There are rooms facing the mountain and the hotel is set close to Custer Institute & Observatory.
7.6
Very good4 reviews
From
US$ 270
/night
Wickham Prince Bed And BreakfastBed & Breakfast
View on map200 yd from City Center200 yd from City Center
In the vicinity of this luxury hotel there is Southold Bay Oysters and guests can also discover the coastal area.
From
US$ 267
/night
View on map1500 yd from City Center1500 yd from City Center
Located 20 minutes' drive from Southold city center, this hotel offers a patio and a golf course.
From
US$ 369
/night
View on map1.3 mi from City Center1.3 mi from City Center
View on map1.9 mi from City Center1.9 mi from City Center
Offering a fully-fitted kitchen equipped with a microwave and a refrigerator, this villa is set near McCabe's Beach.
Similar properties near Southold
Cliffside Resort CondominiumsApartment
View on map3.1 mi from Southold3.1 mi from City Center
Set within 30 minutes' walk of the city center, the apartment offers a mini-kitchen along with a terrace.
8.0
Great9 reviews
From
US$ 527
/night
View on map4.1 mi from Southold4.1 mi from City Center
Within easy reach of Kontokosta Winery, this hotel comprises 30 rooms with en suite bathrooms.
8.2
Great7 reviews
From
US$ 225
/night
Sunset BeachHotel
View on map3.2 mi from Southold3.2 mi from City Center
Set within easy reach of Mashomack Preserve, the venue features a beachfront restaurant serving meals of French cuisine.
7.6
Very good26 reviews
From
US$ 596
/night
The Harborfront InnHotel
View on map4.2 mi from Southold4.2 mi from City Center
Set near Kontokosta Winery, this central venue is 10 minutes' walk of the city center.
8.4
Great7 reviews
From
US$ 364
/night
View on map6.0 mi from Southold6.0 mi from City Center
Just off Camera Obscura, this hotel offers a beautiful location and includes an indoor restaurant.
8.0
Great17 reviews
From
US$ 186
/night
View on map4.5 mi from Southold4.5 mi from City Center
Located just off Camera Obscura and 47 km from Mystic, this hotel features a cocktail lounge and a golf course.
7.6
Very good15 reviews
From
US$ 233
/night
View on map6.1 mi from Southold6.1 mi from City Center
Placed a 10-minute walk from East Marion's city centre, the villa features a sunbathing terrace, a library and a golf course.
From
US$ 450
/night
The Pridwin HotelHotel
View on map2.7 mi from Southold2.7 mi from City Center
Featuring a private pool and views of the bay, the property offers guests to enjoy American meals and take advantage of its location in Shelter Island.
8.2
Great7 reviews
From
US$ 572
/night
380 InnHotel
View on map12.2 mi from Southold12.2 mi from City Center
There are rooms facing the garden and the hotel is set close to South Fork Natural History Museum.
7.4
Very good7 reviews
From
US$ 215
/night
Sound View GreenportHotel
View on map2.7 mi from Southold2.7 mi from City Center
Located just 2.6 km from Fireboat Firefighter Museum, this hotel features a sunbathing terrace, a shared lounge and a golf course for guests' convenience.
8.0
Great5 reviews
From
US$ 295
/night
Sweet Dreams Bed And Breakfast CutchogueBed & Breakfast
View on map5.1 mi from Southold5.1 mi from City Center
There are rooms facing the garden and the hotel is set close to The East End Mushroom Company.
From
US$ 275
/night
Bridgehampton InnHotel
View on map10.8 mi from Southold10.8 mi from City Center
There are rooms facing the garden and the hotel is set close to Madoo Conservancy.
8.0
Great6 reviews
From
US$ 335
/night
White Fences InnBed & Breakfast
View on map11.5 mi from Southold11.5 mi from City Center
Offering garden views, the venue is placed close to Our Lady of Poland Catholic Church, and boasts a private pool.
From
US$ 324
/night
American Beech HotelHotel
View on map4.4 mi from Southold4.4 mi from City Center
Offering convenient proximity to Nova Constellatio Gallery, the hotel is also close to Kontokosta Winery.
8.0
Great6 reviews
From
US$ 422
/night
The Stirling House B&B GreenportBed & Breakfast
View on map4.6 mi from Southold4.6 mi from City Center
Situated in a beach area of Greenport, this hotel features a summer terrace and a shared lounge.
7.6
Very good6 reviews
From
US$ 372
/night
The Chequit InnHotel
View on map3.9 mi from Southold3.9 mi from City Center
The hotel offers easy access to East End Seaport Maritime Museum, boasting 14 rooms in the heart of Shelter Island Heights.
8.6
Great5 reviews
From
US$ 288
/night
The GalleryHotel
View on map4.4 mi from Southold4.4 mi from City Center
Located 1 km from the center of the city, the hotel offers a playroom and board games for children.
8.0
Great6 reviews
From
US$ 290
/night
The Bridge InnHotel
View on map11.0 mi from Southold11.0 mi from City Center
The hotel offers easy access to South Fork Natural History Museum, boasting 10 rooms in the heart of Bridgehampton.
6.2
Nice3 reviews
From
US$ 302
/night
Quintessentials Bed And Breakfast And SpaBed & Breakfast
View on map6.1 mi from Southold6.1 mi from City Center
Featuring Turkish bath and massage treatments, this business hotel is located less than 2.3 km from Kontokosta Winery.
7.6
Very good8 reviews
From
US$ 336
/night
Topping Rose HouseHotel
View on map10.9 mi from Southold10.9 mi from City Center
Located steps from Round Swamp Farm in Bridgehampton, this 22-room hotel with antique décor boasts a summer terrace, a library and a golf course.
8.0
Great13 reviews
From
US$ 560
/night
Baron'S CoveHotel
View on map7.9 mi from Southold7.9 mi from City Center
The hotel is set close to North Haven Village Park, and boasts a salt water swimming pool as well as patio views.
8.0
Great7 reviews
From
US$ 422
/night
North Fork Guest HouseApartment
View on map3.4 mi from Southold3.4 mi from City Center
There are rooms facing the terrace and the hotel is set close to Peconic Bay Winery.
From
US$ 275
/night
View on map4.2 mi from Southold4.2 mi from City Center
Our Lady of Ostrabama Roman Catholic Church is 2.5 miles from this villa that offers 3 bedrooms along with a fully-fitted kitchen.
Harbor Knoll Bed & BreakfastBed & Breakfast
View on map4.0 mi from Southold4.0 mi from City Center
There are rooms facing the sea and the hotel is set close to Sylvester Manor Educational Farm.
7.4
Very good6 reviews
From
US$ 400
/night
View on map6.1 mi from Southold6.1 mi from City Center
This property is 3.3 km from Camera Obscura and welcomes its guests to enjoy mini golf and fishing.
From
US$ 430
/night
Seven - A Boutique B&B On Shelter IslandBed & Breakfast
View on map3.5 mi from Southold3.5 mi from City Center
The hotel was built in 1902 in a natural area of Shelter Island, and nowadays has 44.
8.4
Great7 reviews
From
US$ 698
/night
Arbor View House Bed And BreakfastBed & Breakfast
View on map6.2 mi from Southold6.2 mi from City Center
One can feel the benefits of aromatherapy and massage, while staying in this property, placed in a busy area of East Marion and close to Oysterponds Historical Society.
9.0
Perfect32 reviews
From
US$ 349
/night
Orient InnBed & Breakfast
View on map8.9 mi from Southold8.9 mi from City Center
This historical hotel overlooks the garden boasting its location in busy area.
From
US$ 295
/night
Forever BungalowsHotel
View on map9.7 mi from Southold9.7 mi from City Center
Set in the centre of Sag Harbor, the property offers 14 rooms overlooking the city.
7.0
Very good1 review
From
US$ 565
/night
View on map10.2 mi from Southold10.2 mi from City Center
There are rooms facing the garden and the hotel is set close to Skiff Guide.
View on map6.4 mi from Southold6.4 mi from City Center
Offering a fully equipped kitchen complete with a microwave, a dishwasher and a refrigerator, this villa is located close to Bible Baptist Church.
From
US$ 383
/night
Shelter Island HouseHotel
View on map3.5 mi from Southold3.5 mi from City Center
Located next to Shelter Island Tours & Transportation, the venue comprises 9 rooms with garden views.
8.6
Great6 reviews
From
US$ 500
/night
The Wells HouseApartment
View on map4.5 mi from Southold4.5 mi from City Center
The budget hotel is a good starting point to Greenport' sights including Greenport Farmers' Market and Fireboat Firefighter Museum.
From
US$ 429
/night
View on map10.9 mi from Southold10.9 mi from City Center
A few meters away you can enjoy Pelletreau Silver Shop.
View on map10.6 mi from Southold10.6 mi from City Center
The hotel has an outdoor pool and lies close to Conscience Point Historic Site which is worth visiting.
8.2
Great4 reviews
Ram'S Head InnHotel
View on map7.0 mi from Southold7.0 mi from City Center
Located a few steps from Manhansett Chapel Museum, the hotel features 13 rooms with views over the garden.
From
US$ 398
/night
The Menhaden HotelHotel
View on map4.2 mi from Southold4.2 mi from City Center
The luxury hotel is a good starting point to Greenport' sights including Kontokosta Winery and Congregation Tifereth Israel.
From
US$ 623
/night
West Neck GuesthouseBed & Breakfast
View on map3.7 mi from Southold3.7 mi from City Center
A few meters away you can enjoy Shelter Island Craft Brewery.
From
US$ 250
/night
House On Chase CreekBed & Breakfast
View on map4.0 mi from Southold4.0 mi from City Center
There are rooms facing the garden and the hotel is set close to Railroad Museum of Long Island.
From
US$ 297
/night
A Room At The BeachHotel
View on map11.0 mi from Southold11.0 mi from City Center
There are rooms facing the garden and the hotel is set close to South Fork Natural History Museum.
From
US$ 491
/night
Fordham HouseApartment
View on map4.5 mi from Southold4.5 mi from City Center
Featuring free self parking and a picnic area, this property is situated a short distance from Greenport Farmers' Market.
Shinn Estate Vineyards And FarmhouseApartment
View on map6.5 mi from Southold6.5 mi from City Center
Located close to Shinn Estate Vineyards, the apartment features an designer bathroom with bathrobes, toiletries and slippers.
View on map4.5 mi from Southold4.5 mi from City Center
Situated in East Marion next to Greenport Fire, this property features cots, playpens and board games for families with children.
From
US$ 1 250
/night
View on map10.9 mi from Southold10.9 mi from City Center
This 4-bedroom property includes a private swimming pool, and lies in proximity to South Fork Natural History Museum.
One Bedroom Duplex FarmhouseApartment
View on map7.4 mi from Southold7.4 mi from City Center
Set within 20 minutes' walk of the city center, the apartment offers a fully furnished kitchen along with a terrace.
From
US$ 350
/night
View on map11.0 mi from Southold11.0 mi from City Center
Situated 32 km from Montauk Park in Bridgehampton, this venue features a private pool.
From
US$ 5 722
/night
View on map5.5 mi from Southold5.5 mi from City Center
Villa Nostro PalazzoVilla
View on map11.0 mi from Southold11.0 mi from City Center
Situated a 20-minute drive to North Main Street Historic District, this villa features a balcony and a terrace.
From
US$ 2 380
/night
View on map4.3 mi from Southold4.3 mi from City Center
From
US$ 328
/night
View on map7.8 mi from Southold7.8 mi from City Center
Offering a fully-fitted kitchen equipped with a microwave, a fridge and a cooktop, this villa is set near Old Whalers Church of Sag.
View on map9.1 mi from Southold9.1 mi from City Center
Offering a fully equipped kitchen equipped with a microwave, a dishwasher and a fridge, this villa is set near Bay Street Theatre.
View on map4.5 mi from Southold4.5 mi from City Center
Placed 1.6 miles from Our Lady of the Isle Church, the property consists of 1 bedrooms, 1 bathrooms and a kitchen.
From
US$ 285
/night
View on map4.5 mi from Southold4.5 mi from City Center
Located in Greenport, and a short stroll from Greenport Harbor Brewing Company, this venue includes a fully furnished kitchen with a microwave and a dishwasher, as well as 1 bathrooms.
From
US$ 299
/night
View on map3.0 mi from Southold3.0 mi from City Center
Offering a fully-fitted kitchen equipped with a microwave oven, a dishwasher and a fridge, this villa is set near The Village Blacksmith.
View on map3.0 mi from Southold3.0 mi from City Center
This beachfront villa with 4 bedrooms is available for 10 guests in proximity of Manhansett Chapel Museum.
View on map4.0 mi from Southold4.0 mi from City Center
This is a 3-bedroom villa, set in proximity to Camera Obscura.
View on map7.7 mi from Southold7.7 mi from City Center
This is a 3-bedroom villa, set in proximity to Hallockville Museum Farm.
View on map6.4 mi from Southold6.4 mi from City Center
Offering a fully equipped kitchen complete with a dishwasher, a refrigerator and a washing machine, this villa is located close to Ark Project Inc.
Villa KeylimeVilla
View on map9.2 mi from Southold9.2 mi from City Center
Offering a kitchen equipped with a microwave oven, a dishwasher and a fridge, this villa is set near Out of the Closet.
From
US$ 1 278
/night
Villa MachisVilla
View on map6.6 mi from Southold6.6 mi from City Center
Conscience Point Historic Site is 7 km from this villa that offers 5 bedrooms along with a kitchen.
From
US$ 2 088
/night
Villa Red HutVilla
View on map8.0 mi from Southold8.0 mi from City Center
Offering a fully equipped kitchen complete with a microwave oven, a dishwasher and a refrigerator, this villa is located close to The Hampton Classic.
From
US$ 2 156
/night
View on map8.1 mi from Southold8.1 mi from City Center
Offering a kitchen equipped with a microwave oven, coffee/tea making facilities and an oven, this villa is set near Children's Museum of The East End.
View on map11.0 mi from Southold11.0 mi from City Center
This is a 5-bedroom villa, set in proximity to Nancy + Co..
From
US$ 3 875
/night
Villa VajraVilla
View on map10.2 mi from Southold10.2 mi from City Center
Atlantic Avenue Beach is 16 km from this villa that offers 5 bedrooms along with a full kitchen.
From
US$ 1 380
/night
1815 Sawyer Palm PlaceApartment
View on map5.4 mi from Southold5.4 mi from City Center
Set 36 km from Orlando International Airport, this 6-bedroom property boasts a private pool.
From
US$ 287
/night
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