Shelter Island Inns

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Inns in Shelter Island

The 1770 House Restaurant & Inn

143 Main Street East Hampton NY

$279 nightly

$363 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at The 1770 House Restaurant & Inn in East Hampton, you'll be by the ocean, just steps from Guild Hall and a 2-minute drive from The Hamptons Beaches.

American Beech Hotel

300 Main Street Greenport NY

$234 nightly

$267 total

Dec 7 - Dec 8

Total with taxes and fees

When you stay at American Beech Hotel in Greenport, you'll be in the historical district, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.

The Rams Head Inn

108 South Rams Island Drive Shelter Island Heights NY

$395 nightly

$451 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

With a stay at The Rams Head Inn in Shelter Island Heights, you'll be 4.9 mi (7.9 km) from Sunset Beach and 5.8 mi (9.3 km) from The Hamptons Beaches.

Old Lyme Inn

85 Lyme Street Old Lyme CT

With a stay at Old Lyme Inn in Old Lyme, you'll be a 2-minute walk from Florence Griswold Museum and 10 minutes by foot from Old Lyme Historical Society.

Bridgehampton Inn

2266 Main St Bridgehampton NY

$299 nightly

$342 total

Dec 8 - Dec 9

Total with taxes and fees

Located in Bridgehampton, Bridgehampton Inn is a 4-minute drive from Wolffer Estates Vineyard and 7 minutes from Mecox Bay.

Bee and Thistle Inn

100 Lyme Street Old Lyme CT

With a stay at Bee and Thistle Inn in Old Lyme, you'll be in the historical district, just a 1-minute walk from Florence Griswold Museum and 13 minutes by foot from Old Lyme Historical Society.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.