
Shelter Island Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Brian V. Rowe
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island

Menantic Creek
While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Crescent Beach.
Top hotels in Shelter Island

The Atlantic Hotel
1655 County Road 39, Southampton, NY
7/10 Good! (913 reviews)
"Nice place. Recommend."
Reviewed on 18 Aug 2025

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is 2.660.872 ₫ per night from 15 Sept to 16 Sept
2.660.872 ₫
3.060.002 ₫ total
15 Sept - 16 Sept
includes taxes & fees
7.6/10 Good! (1,011 reviews)
"Perfect spot for my visit"
Reviewed on 17 Aug 2025

Marram
21 Oceanview Terrace, Montauk, NY
The price is 7.706.696 ₫ per night from 15 Sept to 16 Sept
7.706.696 ₫
13.787.031 ₫ total
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (212 reviews)
"Small, but comfortable room. Excellent location right on the beach. There was a mix up with our dinner at the hotel one night and my husband’s dinner came out much later than mine. It wasn’t a big deal, but the hotel comped our meal, brought us a free dessert, and comped our post-dinner drinks at ..."
Reviewed on 19 Aug 2025
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.
Popular places to visit
Mashomack Preserve
Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
Shelter Island Historical Society
You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.