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Gay and Gay-friendly Hotels in Shelter Island

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Welcoming
Hotel Moraine
Hotel Moraine
Hotel Moraine
Hotel Moraine
Hotel Moraine
Approval 
Instant
Hotel room **** • 3.5 miles from Shelter Island
★ 5 (1)
Hotel Moraine
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Welcoming
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
Approval 
Instant
Hotel room **** • 3.4 miles from Shelter Island
★ 5 (1)
The Shoals Suites & Slips
🏆 Pride Points x3
Wi-Fi • Parking • Bar
Welcoming
Rams Head Inn
Rams Head Inn
Rams Head Inn
Rams Head Inn
Rams Head Inn
Approval 
Instant
Hotel room ** • Shelter Island
★ 4.64 (1)
Rams Head Inn
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Welcoming
Historic White Blossom House
Historic White Blossom House
Historic White Blossom House
Historic White Blossom House
Historic White Blossom House
Approval 
Instant
Hotel room ** • 5 miles from Shelter Island
★ 4.64 (1)
Historic White Blossom House
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Welcoming
The Pridwin Hotel
The Pridwin Hotel
The Pridwin Hotel
The Pridwin Hotel
The Pridwin Hotel
Approval 
Instant
Hotel room **** • Shelter Island
★ 5 (1)
The Pridwin Hotel
🏆 Pride Points x3
Wi-Fi • Pool • Spa
Welcoming
Sag Harbor Inn
Sag Harbor Inn
Sag Harbor Inn
Sag Harbor Inn
Sag Harbor Inn
Approval 
Instant
Hotel room *** • 5.1 miles from Shelter Island
★ 4.84 (1)
Sag Harbor Inn
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Welcoming
The Harbor Front Inn
The Harbor Front Inn
The Harbor Front Inn
The Harbor Front Inn
The Harbor Front Inn
Approval 
Instant
Hotel room *** • 2.6 miles from Shelter Island
★ 4.76 (1)
The Harbor Front Inn
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Welcoming
Sound View Greenport
Sound View Greenport
Sound View Greenport
Sound View Greenport
Sound View Greenport
Approval 
Instant
Hotel room *** • 3.5 miles from Shelter Island
★ 4.6 (1)
Sound View Greenport
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Best rated LGBTQ+ hosts by our community in Shelter Island
#1
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
LGBTQ Flag
J Mickey
Private room • East Hampton
★ 5 (2)
Acorn Room at Ober Oaks
Air conditioning • Heating • Dryer
#2
Hamptons Beach House with Pool
Hamptons Beach House with Pool
Hamptons Beach House with Pool
Hamptons Beach House with Pool
Hamptons Beach House with Pool
LGBTQ Flag
Carl and David
Private room • Hampton Bays
★ 5 (1)
Hamptons Beach House with Pool
Parking • Air conditioning • Kitchen
#3
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
LGBTQ Flag
John
Private room • Southold
★ 5 (1)
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
Breakfast included • Dedicated workspace • Hot tub
Welcoming
The Menhaden Hotel
The Menhaden Hotel
The Menhaden Hotel
The Menhaden Hotel
The Menhaden Hotel
Approval 
Instant
Hotel room **** • 2.6 miles from Shelter Island
★ 5 (1)
The Menhaden Hotel
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Welcoming
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Approval 
Instant
Hotel room **** • 2.6 miles from Shelter Island
★ 5 (1)
Silver Sands Motel & Beach Bungalows
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Welcoming
American Beech Hotel
American Beech Hotel
American Beech Hotel
American Beech Hotel
American Beech Hotel
Approval 
Instant
Hotel room **** • 2.7 miles from Shelter Island
★ 4.88 (1)
American Beech Hotel
🏆 Pride Points x3
Wi-Fi • Pets allowed • Restaurant
Welcoming
Baron's Cove
Baron's Cove
Baron's Cove
Baron's Cove
Baron's Cove
Approval 
Instant
Hotel room **** • 5.1 miles from Shelter Island
★ 4.8 (1)
Baron's Cove
🏆 Pride Points x3
Breakfast included • Wi-Fi • Pool
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