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Shelter Island Vacation Packages

Take a trip to Shelter Island, which you’ll find 45 miles (72 kilometers) to the northeast of Long Island. A popular spot for visitors, Shelter Island is approximately 30 miles (48 kilometers) from Tweed - New Haven Regional Airport.

Shelter Island is near many of Long Island’s well-known sights. Havens House and Mashomack Preserve are amongst the many popular places to visit. Two other interesting attractions that are located nearby Shelter Island are the Old Whaler's Church and the Horton Point Park.

If the weather is good, follow the lead of the locals who know the area best and head outside to the nearby parks and reserves. To see the native flora and fauna, head out to the Orient Beach State Park in Southold.

To experience this region’s leafier side, head for the greens at the Noyac Golf Club in Noyack.

When you’re ready to relax after a day spent exploring the charms of Shelter Island, check in to one of the many local short and long stay accommodation options. For a good night’s sleep check out the Blue Inn at North Fork, East Marion, the Forever Bungalows, Sag Harbor, and the Pridwin Hotel, Shelter Island Heights.


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See all 212 Hotels in Shelter Island
Dering Harbor Inn

Dering Harbor Inn

13 WINTHROP ROAD, Shelter Island Heights
4.0
of 5, from 2 reviews
2.5 out of 5.0

Situated on the waterfront, this condominium resort is within 1 mi (2 km) of Shelter Island Country Club and Sylvester Manor. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also within 2 mi (3 km).

$267
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk
4.3
of 5, from 140 reviews
4.0 out of 5.0

Situated in Montauk, this spa resort is 1 mi (1.6 km) from Hither Woods Preserve and within 3 mi (5 km) of Second House Museum and Kirk Park Beach. Walking Dunes Trailhead is 3.1 mi (5 km) away.

$189
Montauk Yacht Club Resort And Marina

Montauk Yacht Club Resort And Marina

32 Star Island Rd, Montauk
4.2
of 5, from 514 reviews
3.5 out of 5.0

Nestled on the beach, this Montauk hotel is within 2 mi (3 km) of Montauk Marine Basin, Montauk Downs State Park Golf Course, and Montauk Downs State Park. Gin Beach and Ditch Plains Beach are also within 3 mi (5 km).

$85
Sleep Inn & Suites

Sleep Inn & Suites

5 King Arthur Dr, Niantic
4.1
of 5, from 624 reviews
2.5 out of 5.0

Situated in Niantic, this hotel is 0.7 mi (1.1 km) from Flanders Plaza Shopping Center and within 3 mi (5 km) of Cedar Ridge Golf Course and Childrens Museum of Southeastern Connecticut. McCook Point Beach and Waterford Speedbowl are also within 6 mi (10 km).

$123
Hyatt Place Long Island East End

Hyatt Place Long Island East End

451 East Main Street, Riverhead
4.4
of 5, from 718 reviews
3.0 out of 5.0

Located in central Riverhead, Hyatt Place Long Island East End overlooks the Peconic River. It's next to Long Island Aquarium & Exhibition Center and Treasure Cove Resort Marina. Long Island's wine country is 5 miles (8 km) away, and it’s 20 miles (32 km) to the beaches of the Hamptons.

The Griswold Inn

The Griswold Inn

36 Main Street, Essex
4.0
of 5, from 70 reviews
3.0 out of 5.0

Situated in the historical district, this inn is steps from Essex Island Marina and Connecticut River Museum. Pratt House and Essex Library are also within 15 minutes.

$50
Motel 6 New London - Niantic

Motel 6 New London - Niantic

269 Flanders Rd, Niantic
3.4
of 5, from 334 reviews
2.0 out of 5.0

Situated by the ocean, this motel is 0.7 mi (1.1 km) from Flanders Plaza Shopping Center and within 3 mi (5 km) of Cedar Ridge Golf Course and Childrens Museum of Southeastern Connecticut. McCook Point Beach and Waterford Speedbowl are also within 6 mi (10 km).

$120
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook
4.1
of 5, from 114 reviews
3.5 out of 5.0

This Westbrook resort is on the beach, 1.7 mi (2.8 km) from Tanger Outlets, and within 6 mi (10 km) of Harvey's Beach and Indian River Marina. General William Hart House and Katharine Hepburn Cultural Arts Center are also within 6 mi (10 km).

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