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Town Doctors' House and Site Custer Observatory Henry W. Prince Building Southold LIRR Station Bedell's Vineyards Joseph Nelson Hallock House Osprey's Dominion Vineyards Goldsmith's Inlet Park Horton Point Light Old House David Tuthill Farmstead Shelter Island Country Club Union Chapel Congregation Tifereth Israel Synagogue Fort Corchaug Archeological Site Greenport Farmers' Market Manhanset Chapel Island's End Golf and Country Club Foster Memorial Beach

144 hotels

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Historic White Blossom HouseSouthold- Show on map

Garden
Wi-Fi

Sunset BeachShelter Island Heights- Show on map

6.0

(133reviews)

Room service
Pet friendly
Private beach
Babysitting
Wi-Fi

North Fork Guest HouseCutchogue- Show on map

Exceptional, 9.9

(129reviews)

Wi-Fi

Southold Beach MotelSouthold- Show on map

6.8

(80reviews)

Garden
Wi-Fi

Avg. price/night

$181

Wickham-Prince Bed and BreakfastSouthold- Show on map

Garden

North Fork Bayview Vacation Rental Southold- Show on map

Fitness center
Spa

Heron Suites at Port of Egypt MarineSouthold- Show on map

Very Good, 8.0

(146reviews)

Swimming pool
Wi-Fi

Avg. price/night

$233

Sound View GreenportSouthold- Show on map

Very Good, 8.4

(735reviews)

Restaurant
Fitness center
Swimming pool
Spa
Private beach
Wi-Fi
Parking

Avg. price/night

$280

The Cliffside Resort CondominiumsGreenport West- Show on map

Very Good, 8.1

(267reviews)

Pet friendly
Swimming pool
Private beach
Wi-Fi

Avg. price/night

$338

A Walk in the Woods Bed and BreakfastSouthold- Show on map

Very Good, 8.0

(20reviews)

Bicycle rental
Wi-Fi

Avg. price/night

$301

The Pridwin HotelShelter Island Heights- Show on map

Good, 7.3

(275reviews)

Bar
Swimming pool
Babysitting
Wi-Fi

Shorecrest Bed and BreakfastSouthold- Show on map

Exceptional, 10.0

(13reviews)

Pet friendly
Private beach
Garden
Concierge
Bicycle rental
Wi-Fi

Avg. price/night

$687

Sweet Dreams Bed and Breakfast Cutchogue Cutchogue- Show on map

Sannino Vineyard B&B Cutchogue- Show on map

West Neck GuesthouseShelter Island Heights- Show on map

Superb, 9.4

(8reviews)

Room service
Garden
Wi-Fi

Harbor Knoll Bed and BreakfastGreenport- Show on map

Swimming pool
Wi-Fi

Avg. price/night

$476

The Inn at Harbor Knoll Greenport- Show on map

Avg. price/night

$432

House on Chase CreekShelter Island Heights- Show on map

Superb, 9.3

(20reviews)

Room service
Garden
24-Hour reception
Bicycle rental
Wi-Fi

Avg. price/night

$128

Greenporter HotelGreenport- Show on map

Very Good, 8.0

(348reviews)

Avg. price/night

$199

The Menhaden Hotel Greenport- Show on map

24-Hour reception
Wi-Fi

Avg. price/night

$441

The ChequitShelter Island Heights- Show on map

Superb, 9.2

(180reviews)

Garden
24-Hour reception
Wi-Fi
Parking

Shelter Island HouseShelter Island Heights- Show on map

Fabulous, 8.7

(25reviews)

Room service
Swimming pool
Spa
Garden
Wi-Fi

Avg. price/night

$401

Seven - a boutique B&B on Shelter IslandShelter Island Heights- Show on map

Exceptional, 9.9

(94reviews)

Swimming pool
Garden
Bicycle rental
Parking

Avg. price/night

$382

The Harborfront InnGreenport- Show on map

Superb, 9.0

(304reviews)

Room service
Swimming pool
Concierge
Elevator / Lift
24-Hour reception
Wi-Fi

Avg. price/night

$243

Greenport Captain's House Greenport- Show on map

Ruby's Cove Greenport- Show on map

American Beech HotelGreenport- Show on map

Very Good, 8.3

(53reviews)

Wi-Fi

Avg. price/night

$352

Gallery Hotel Greenport Greenport- Show on map

Wi-Fi

Avg. price/night

$256

Fordham HouseGreenport- Show on map

Exceptional, 10.0

(235reviews)

Wi-Fi

Cancel Sag Harbor Sag Harbor- Show on map

Avg. price/night

$362

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