Best Southold NY hotels, motels and accommodations of 2020
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Heron Suites Southold61600 Main Road, Southold, United States, 11791View on map
1.4 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.
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- Off-site car park
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8.2
Great14 reviews
Price fromUS$ 256per night
Shorecrest Bed And Breakfast Southold54300 County Road, 48, Southold, United States, 11971View on map
1.9 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.
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+1The bed & breakfast has
- Free Wi-Fi in rooms
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- On-site car park
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Price fromUS$ 306per night
Southold Beach Motel53250 North Road, Southold, United StatesView on map
1.7 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 Breakfast9680 North Bayview Road, Southold, United States, 11971View on map
2.3 mi from City Center
There are rooms facing the mountain and the hotel is set close to Custer Institute & Observatory.
Price fromUS$ 270per night
Wickham Prince Bed And Breakfast1100 Youngs Avenue, Southold, United States, NY 11971View on map
200 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.
Price fromUS$ 267per night
Historic White Blossom House695 Pine Neck Road, Southold, United States, 11971View on map
1500 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.
Price fromUS$ 369per night
Southold Cottage W/Deck+Grill - Walk To BeachSouthold, Ny, 11971, Southold, United States, 11971View on map
1.9 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
The Greenporter Hotel326 Front Street, Greenport, United States, 11944View on map
4.1 mi from Southold4.1 mi from City Center
Within easy reach of Kontokosta Winery, this hotel comprises 30 rooms with en suite bathrooms.
8.8
Great3 reviews
Price fromUS$ 298per night
Sunset Beach35 Shore Road, Shelter Island, United States, 11965View on map
3.3 mi from Southold3.3 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 good21 reviews
Price fromUS$ 596per night
The Harborfront Inn209 Front Street, Greenport, United States, 11944View on map
4.2 mi from Southold4.2 mi from City Center
Set near Kontokosta Winery, this central venue is 10 minutes' walk of the city center.
9.6
Perfect1 review
Price fromUS$ 394per night
The Blue Inn At North Fork7850 Main Road, East Marion, United States, 11939View on map
6.0 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
Great9 reviews
Price fromUS$ 189per night
Topping Rose House1 Bridgehampton Sag Harbor Turnpike, Bridgehampton, United States, 11932View on map
10.9 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.
8.2
Great3 reviews
Price fromUS$ 1 555per night
The Pridwin Hotel81 Shore Road, Shelter Island Heights, United States, 11964View on map
2.7 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.
9.2
Perfect1 review
Price fromUS$ 679per night
Townsend Manor Inn714 Main Street, Greenport, United States, 11944View on map
4.5 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.
7.4
Very good6 reviews
Price fromUS$ 253per night
White Fences Inn371 Montauk Hwy, Water Mill, United StatesView on map
11.5 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.
Price fromUS$ 498per night
Quintessentials Bed And Breakfast And Spa8985 Main Road, P.O. Box 574, East Marion, United States, 11939View on map
6.1 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.
Price fromUS$ 331per night
Cliffside Resort Condominiums61475 Route 48, Greenport, United States, 11944View on map
3.1 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.
Price fromUS$ 433per night
380 Inn380 Montauk Hwy, Wainscott, United States, 11975View on map
12.2 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.
7.2
Very good6 reviews
Price fromUS$ 215per night
The Chequit Inn23 Grand Ave, Shelter Island Heights, United States, 11965View on map
3.9 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.
Price fromUS$ 288per night
Baron'S Cove31 W. Water Street, Sag Harbor, United States, 11963View on map
7.9 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.
9.6
Perfect1 review
Price fromUS$ 597per night
The Stirling House B&B Greenport104 Bay Avenue, Greenport, United States, 11944View on map
4.6 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.
Price fromUS$ 381per night
Bridge Inn2668 Montauk Highway , Bridgehampton, United States, 11932View on map
11.0 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
Price fromUS$ 302per night
Arbor View House Bed And Breakfast8900 Main Road, East Marion, United States, 11939View on map
6.2 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.
9.4
Perfect22 reviews
Price fromUS$ 349per night
Seven - A Boutique B&B On Shelter Island7 Stearns Point Road, Shelter Island, United States, 11965View on map
3.5 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.
9.8
Perfect2 reviews
Price fromUS$ 440per night
Forever Bungalows765 Rt 114, Sag Harbor, United States, 11963View on map
9.7 mi from Southold9.7 mi from City Center
Set in the centre of Sag Harbor, the property offers 14 rooms overlooking the city.
Price fromUS$ 565per night
American Beech Hotel300 Main Street, Greenport, United StatesView on map
4.4 mi from Southold4.4 mi from City Center
Offering convenient proximity to Nova Constellatio Gallery, the hotel is also close to Kontokosta Winery.
Price fromUS$ 466per night
Bridgehampton Inn2266 Main St, Bridgehampton, United StatesView on map
10.8 mi from Southold10.8 mi from City Center
There are rooms facing the garden and the hotel is set close to Madoo Conservancy.
Price fromUS$ 452per night
Sound View Greenport58775 Route 48, Greenport, United States, 11944View on map
2.7 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.
Price fromUS$ 459per night
Sweet Dreams Bed And Breakfast Cutchogue26755 Main Road P.O.Box 1038, Cutchogue, United States, NY 11935View on map
5.1 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.
Price fromUS$ 275per night
The Wells House530 Main Street, Greenport, United States, NY 11944View on map
4.5 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.
Price fromUS$ 429per night
Shelter Island House11 Stearns Point Road, Shelter Island Heights, United StatesView on map
3.5 mi from Southold3.5 mi from City Center
Located next to Shelter Island Tours & Transportation, the venue comprises 9 rooms with garden views.
Price fromUS$ 286per night
House On Chase Creek3 Locust Avenue, Shelter Island Heights, United StatesView on map
4.0 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.
Price fromUS$ 258per night
Harbor Knoll Bed & Breakfast424 4Th Street, Greenport, United States, NY 11944View on map
4.0 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.
Price fromUS$ 400per night
The Menhaden Hotel207 Front Street, Greenport, United States, NY 11944View on map
4.2 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.
Price fromUS$ 606per night
West Neck Guesthouse31 W Neck Rd, Shelter Island Heights, United States, NY 11965View on map
3.7 mi from Southold3.7 mi from City Center
A few meters away you can enjoy Shelter Island Craft Brewery.
Price fromUS$ 245per night
The Gallery439 Main Street, Greenport, United States, NY 11944View on map
4.4 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.
Price fromUS$ 266per night
A Room At The Beach2668 Montauk Highway, Bridgehampton, United States, NY 11937View on map
11.0 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.
Price fromUS$ 491per night
Charming Lakehouse In Southampton240 Big Fresh Pond Road, Southampton, United States, 11968View on map
10.2 mi from Southold10.2 mi from City Center
There are rooms facing the garden and the hotel is set close to Skiff Guide.
Fordham House817 Main Street, Greenport, United StatesView on map
4.5 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.
Hamptons House Of Gardens534 North Magee Street , Southampton, United States, 11968View on map
10.6 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.
Shinn Estate Vineyards And Farmhouse2000 Oregon Road, Mattituck, United StatesView on map
6.5 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.
English Country Cottage8485 Main Road, East Marion, United States, 11939View on map
6.1 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.
Price fromUS$ 450per night
Victorian Seasons Stirling857 Ny 25, Greenport, United States, 11939View on map
4.5 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.
Price fromUS$ 1 250per night
French Country Cottage8485 Main Road, East Marion, United States, 11939View on map
6.1 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.
Price fromUS$ 430per night
Villa Florencia - Luxuriant 11 Bedroom VillaHalsey Ln, Bridgehampton, United States, 11932View on map
11.0 mi from Southold11.0 mi from City Center
Situated 32 km from Montauk Park in Bridgehampton, this venue features a private pool.
Price fromUS$ 5 722per night
Villa Victoria - Cozy Hamptons Villa81 Bridgefield Rd, Bridgehampton, United States, 11932View on map
10.9 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.
North Fork Guest House35995 Main Road, Cutchogue, United States, 11935View on map
3.4 mi from Southold3.4 mi from City Center
There are rooms facing the terrace and the hotel is set close to Peconic Bay Winery.
Price fromUS$ 275per night
New! Nassau Point Home In Long Island Wine CountryCutchogue, NY, 11935, Cutchogue, United States, 11935View on map
4.2 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.
Southampton House W/Yard & Pool, Near Harbor!Southampton, NY, 11968, Southampton, United States, 11968View on map
9.0 mi from Southold9.0 mi from City Center
This is a 3-bedroom villa, set in proximity to Seven Ponds Orchard.
East Marion Home Walk To Beach-3 Mi To Greenport!East Marion, Ny, 11939, East Marion, United States, 11939View on map
6.4 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.
Price fromUS$ 383per night
Luxurious 'Shelter Island Hideaway' W/ Pool!Shelter Island, Ny, 11964, Shelter Island, United States, 11964View on map
3.0 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.
Greenport Home W/Furnished Patio - Walk Downtown!, Greenport, United States, 11944View on map
4.3 mi from Southold4.3 mi from City Center
Price fromUS$ 328per night
Romantic Shelter Island Cottage W/2 Pools & A PondShelter Island, Ny, 11964, Shelter Island, United States, 11964View on map
3.0 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.
Remodeled Greenport Apartment By Greenport HarborGreenport, Ny, 11944, Greenport, United States, 11944View on map
4.5 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.
Price fromUS$ 288per night
Sag Harbor House W/ 2 Decks - Walk To Beach!Sag Harbor, Ny, 11963, Sag Harbor, United States, 11963View on map
9.0 mi from Southold9.0 mi from City Center
Offering a full kitchen equipped with a microwave oven, a dishwasher and a refrigerator, this villa is set near Urban Zen.
Price fromUS$ 1 347per night
Downtown Greenport Apt W/Porch Near Shelter Island, Greenport, United States, 11944View on map
4.5 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.
Price fromUS$ 285per night
Converted Greenport Schoolhouse, 1 Mi To TownGreenport, NY, 11944, Greenport, United States, 11944View on map
4.3 mi from Southold4.3 mi from City Center
This is a 3-bedroom villa, set in proximity to Gardiner's Bay Country Club.
Price fromUS$ 465per night
Hamptons Home W/Solar-Heated Pool-Walk To Beach!Sag Harbor, NY, 11963, Sag Harbor, United States, 11963View on map
9.1 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.
Sag Harbor Home W/ Deck, Dock & Private Beach!Sag Harbor, NY, 11963, Sag Harbor, United States, 11963View on map
7.8 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.
Lavish Sag Harbor House W/Pool & Tennis Court!, Sag Harbor, United States, 11963View on map
6.4 mi from Southold6.4 mi from City Center
Offering a fully equipped kitchen complete with a microwave, a dishwasher and a washing machine, this villa is located close to Ark Project Inc.
Villa Nostro Palazzo75 S Breeze Dr, East Hampton, United States, NY 11937View on map
11.0 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.
Price fromUS$ 2 380per night
Casa Newmark Holiday Home 7 Beststayz.1112 Northwest Path, Bridgehampton, United States, 11968View on map
10.2 mi from Southold10.2 mi from City Center
Greenport Village Vacationer'S Delight, Greenport, United States, 11944View on map
4.0 mi from Southold4.0 mi from City Center
This is a 3-bedroom villa, set in proximity to Camera Obscura.
Boatman'S North Fork Paradise, Mattituck, United States, 11952View on map
7.7 mi from Southold7.7 mi from City Center
This is a 3-bedroom villa, set in proximity to Hallockville Museum Farm.
The Farm On The North Fork, Cutchogue, United States, 11935View on map
4.8 mi from Southold4.8 mi from City Center
This is a 3-bedroom villa, set in proximity to Alex Ferrone Gallery.
The Parkside Retreat In Noyac, Sag Harbor, United States, 11963View on map
6.4 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.
Sweet Dreams Bed And Breakfast Cutchogue26755 Main Road P.O.Box 1038, Cutchogue, United States, 11935View on map
5.1 mi from Southold5.1 mi from City Center
Lower Seven Ponds Haven, Water Mill, United States, 11976View on map
11.0 mi from Southold11.0 mi from City Center
Featuring a patio along with 3 bedrooms, this villa is set 3.6 km from Southampton History Museum.
Villa Florencia Luxuriant 11 Bedroom Villa106 Halsey Ln, Bridgehampton, United States, 11932View on map
11.0 mi from Southold11.0 mi from City Center
Set in Water Mill, this 8-room property is an ideal base for visits to Gibson Beach.
Villa Victoria Cozy Hamptons Villa81 Bridgefield Rd, Water Mill, United States, 11932View on map
12.2 mi from Southold12.2 mi from City Center
Villa Keylime3, Wilson Place, Sag Harbor, United States, 11963View on map
9.2 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.
Price fromUS$ 1 278per night
Villa Machis2765 Deerfield Rd, Sag Harbor, United States, 11963View on map
6.6 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.
Price fromUS$ 2 088per night
Villa Red Hut832 Millstone Road, Water Mill, United States, 11976View on map
8.0 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.
Price fromUS$ 2 156per night
Villa Charlotte - Elegant 7 Bedroom309 Old Sag Harbor Road, Southampton, United States, 11968View on map
8.1 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.
Villa Bridgehampton Village13 Ludlow Green, East Hampton, United States, 11932View on map
11.0 mi from Southold11.0 mi from City Center
This is a 5-bedroom villa, set in proximity to Nancy + Co..
Villa Vajra94 Beckeys Path, East Hampton, United States, 11932View on map
10.2 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.
Price fromUS$ 1 380per night
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