Shelter Island Resorts

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Resorts in Shelter Island

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk, NY

$354

includes taxes & fees

$310 per night

Nov 25 - Nov 26

Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State Park.

On private beach

Pool

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook, CT

$210

includes taxes & fees

$182 per night

Nov 24 - Nov 25

Free Cancellation

Reserve now, pay when you stay

With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.

Brand New Waterfront - Chic & Sophisticated Unit # 703

With a stay at this resort in Montauk (Culloden Shores), you'll be within a 5-minute walk of Lake Montauk and Montauk Marine Basin.

Brand New Waterfront - Chic & Sophisticated Unit # 704

With a stay at this resort in Montauk (Culloden Shores), you'll be within a 5-minute walk of Lake Montauk and Montauk Marine Basin.

Ocean Colony Beach and Tennis Club

2004 Montauk Hwy, Unit 1011, Amagansett, NY

When you a stay at Ocean Colony Beach and Tennis Club in Amagansett, you'll be on the beach, just steps from Napeague State Park and The Hamptons Beaches.

Brand New Waterfront - Chic & Sophisticated

With a stay at this resort in Montauk (Culloden Shores), you'll be within a 5-minute walk of Lake Montauk and Montauk Marine Basin.

Air conditioning

Gym

Brand New Waterfront - Chic & Sophisticated Unit # 702

With a stay at this resort in Montauk (Culloden Shores), you'll be within a 5-minute walk of Lake Montauk and Montauk Marine Basin.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

With a stay at this resort in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

Available July 21-28, 2023

With a stay at this resort in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Located in Westbrook (Westbrook Center), this resort is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Located in Westbrook (Westbrook Center), this resort is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Located in Westbrook (Westbrook Center), this resort is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

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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.