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! (58 reviews)
"WELL APPOINTED"
Reviewed on 18 May 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 ...
8.6/10 Excellent! (29 reviews)
"Excellent"
Reviewed on 10 November 2024
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is AED 320 per night from Jun 30 to Jul 1
AED 320
AED 367 total
30 Jun - 1 Jul
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (966 reviews)
"The quiet, the cleanliness, the comfort, and staff friendliness."
Reviewed on 4 June 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! (1,191 reviews)
"Manager was awful. Her name was Janice nessel . We had no water for showers and we were told by her that once one person takes a shower it takes 20 minutes for the tank to get warm. She said we don’t tell our guests that. That is disgraceful. She was rude also and offered no compensation. Ironic ..."
Reviewed on 3 June 2025
Windward Shores Ocean Resort
2062 Montauk Highway, PO Box 7031, Amagansett, NY
Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (284 reviews)
"Mother’s Day weekend for a family of 4. From start to finish, the stay was amazing. The check-in was so simple. The room was exactly how the photos showed. It was clean and roomy. The beach is a very short walk away. Even though the pool was not officially open yet, it looked wonderful. We have already ..."
Reviewed on 12 May 2025
Offshore Montauk
71 S Emerson Ave, Montauk, NY
Stay at this 4-star beach aparthotel in Montauk. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Montauk Point Lighthouse and Montauk ...
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.
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
- Sunset Beach
- Crescent Beach
- Shelter Island Country Club
- Sylvester Manor
- Menhadden Lane Beach
- Ocean Beach Park
- Cooper's Beach
- The Hamptons Beaches
- East Hampton Main Beach
- Hammonasset Beach State Park
- Wolffer Estates Vineyard
- Essex Steam Train
- Hither Hills State Park
- Rocky Neck State Park
- Orient Point County Park
- Ditch Plains Beach
- Connecticut River
- Clinton Crossing Premium Outlets
- 67 Steps Beach
- Sag Harbor Marine Park
- Harvey's Beach
- Kontokosta Winery
- Jamesport Vineyards
- Shinnecock Nation Cultural Center and Museum
- Lake Montauk
- Shinnecock Hills Golf Course
- Harkness Memorial State Park
- The Jewish Center of the Hamptons
- Hole-in-the-Wall Beach
- South Edison Beach
- Ponquogue Beach
- Macari Vineyards