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Shelter Island Flight + Hotel packages

Shelter Island Hotels

See all 280 Hotels in Shelter Island
Dering Harbor Inn

Dering Harbor Inn

13 WINTHROP ROAD, Shelter Island Heights
3.0 out of 5.0

Situated near the beach in Shelter Island, this condo resort is close to Sylvester Manor, Shelter Island Country Club and Shelter Island Whale's Tail. Also nearby ...

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk
4.5 out of 5.0
4.4 out of 5 (5 reviews)

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. Fort Pond ...

$270

$270
Southampton Inn

Southampton Inn

91 Hill Street, Southampton
3.0 out of 5.0
4.7 out of 5 (3 reviews)

This family-friendly Southampton hotel is located by the ocean, within a 5-minute walk of Agawam Park and Southampton Cultural Center. Southampton Historical ...

$160

$160
Hyatt Place Long Island East End

Hyatt Place Long Island East End

451 East Main Street, Riverhead
3.5 out of 5.0
4.3 out of 5 (21 reviews)

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 ...

$108

$108
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive, Montauk
2.5 out of 5.0
4.7 out of 5 (3 reviews)

Situated near the airport, this motel is 0 mi (0.1 km) from Montauk Marine Basin and within 3 mi (5 km) of Montauk Downs State Park and Montauk Downs State Park ...

$101

$101
Copper Beech Inn

Copper Beech Inn

46 Main Street, Ivoryton
4.5 out of 5.0
4.0 out of 5 (1 reviews)

Situated near the beach, this romantic hotel is within 1 mi (2 km) of Ivoryton Playhouse and Museum of Fife and Drum. Essex Steam Train and Essex Plaza Shopping ...

$179

$179
Saybrook Point Inn, Marina and Spa

Saybrook Point Inn, Marina and Spa

2 Bridge St, Old Saybrook
4.0 out of 5.0
5.0 out of 5 (1 reviews)

Situated on the waterfront, this spa hotel is 1.5 mi (2.4 km) from General William Hart House and 1.7 mi (2.7 km) from Katharine Hepburn Cultural Arts Center. ...

$233

$233
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton
5.0 out of 5.0

Situated near the airport, this bed & breakfast is steps from North Main Street Historic District and Old Hook Mill.

$250

$250
Niantic Motel

Niantic Motel

265 Flanders Road, Niantic
2.5 out of 5.0
2.3 out of 5 (23 reviews)

Situated near the beach, this motel is 0.7 mi (1.2 km) from Flanders Plaza Shopping Center and within 3 mi (5 km) of Cedar Ridge Golf Course and Childrens Museum ...

$70

$70
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook
4.0 out of 5.0
4.3 out of 5 (3 reviews)

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 ...

$150

$150
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* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.