5/5 - Excellent
Verified traveler
Very serene and quiet.
Shelter Island Heights, NY
Travel Guide
Visit Shelter Island Heights
Where to stay in Shelter Island Heights
The Heights
4.5/5(10 area reviews)
If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.
Hay Beach
Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.
The Pridwin Hotel
81 Shore Road, Shelter Island Heights, NY
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (83 reviews)
Overall the places is nice, clean and great views
Reviewed on Oct 21, 2025
The Chequit
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on Oct 10, 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
Fully refundableReserve now, pay when you stay
$359 nightly
The price is $410 total per night from Nov 30 to Dec 1
$410 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (679 reviews)
Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely
Reviewed on Oct 26, 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.
Montauk Manor
236 Edgemere St., Montauk, NY
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,258 reviews)
Always excellent, even suring my eleventh stay.
Reviewed on Oct 26, 2025
Montauk Oceanside Suites
115 South Emerson Avenue, Montauk, NY
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.4/10 Very Good! (415 reviews)
Property was clean and nice but did not smell good inside, it need candles and air freshener, also think something was off about the sewage system
Reviewed on Sep 16, 2025
Cliffside Resort Condominiums
61475 Route 48 (North Road), Greenport, NY
Stay at this 3-star beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
8.8/10 Excellent! (244 reviews)
Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in.
Reviewed on Oct 11, 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
Sunset Beach
4.5/5(9 reviews)
Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
Crescent Beach
4.5/5(4 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
Shelter Island Country Club
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
Things to do
Long Island Wine and Food Day Trip with Sommelier host from NYC
$148
per adult
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
$179
per adult
76% of travellers recommend
Reviews of Shelter Island Heights
4.7
Top Destination
5/5 - Excellent
Verified traveler
love the island and the local very friendly will go back but not stay at the pridwin, we did eat dinner there was very disappointing food was dry and overdone
5/5 - Excellent
Verified traveler
We loved the area, the people, the food, the ferry. We came to celebrate our anniversary and we will be back.
5/5 - Excellent
Jennifer
Wonderful, peaceful place to visit. Easy to get to from NYC. I'd go back in a heartbeat.
5/5 - Excellent
Phil
Over rated and expensive
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- Sunset Beach
- Crescent Beach
- Shelter Island Country Club
- Sylvester Manor
- Menhadden Lane Beach
- Ocean Beach Park
- Cooper's Beach
- Hammonasset Beach State Park
- East Hampton Main Beach
- Essex Steam Train
- Wolffer Estates Vineyard
- Orient Point County Park
- Hither Hills State Park
- Ditch Plains Beach
- Kontokosta Winery
- Connecticut River
- 67 Steps Beach
- Shinnecock Hills Golf Course
- Harvey's Beach
- Clinton Crossing Premium Outlets
- Sag Harbor Marine Park
- Rocky Neck State Park
- Macari Vineyards
- Pindar Vineyards
- Raphael Winery
- Harkness Memorial State Park
- Lake Montauk
- The Jewish Center of the Hamptons
- Shinnecock Nation Cultural Center and Museum
- Hole-in-the-Wall Beach
- Harbes Family Farm