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.
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is AED 1,230 per night from Feb 10 to Feb 11
AED 1,230
AED 1,686 total
10 Feb - 11 Feb
includes taxes & fees
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...
8.2/10 Very Good! (719 reviews)
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !
Reviewed on 12 January 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
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. ...
7.8/10 Good! (1,000 reviews)
I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!
Reviewed on 23 January 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AED 493 per night from Feb 2 to Feb 3
AED 493
AED 668 total
2 Feb - 3 Feb
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (608 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on 10 January 2026
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 aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,287 reviews)
Everyone was perfect for our stay at the Montauk Manor!!! The lobby is beautiful and clean. The staff was friendly and very welcoming. We enjoyed massages with Amy, which I highly recommend. Breakfast was delicious at Monte’s (restaurant in the lobby). We loved our room it was immaculate and had ...
Reviewed on 26 January 2026
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton NY
Book a stay at this family-friendly vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and ...
9.8/10 Exceptional! (32 reviews)
The perfect spot for our niece’s wedding weekend.The property is spacious and well appointed. Close to everything but still feels private. Comfortable beds and sitting areas. The pool was amazing and a great spot to relax between wedding events. We had 7 adults stay there was plenty of room for everyone. ...
Reviewed on 26 September 2025
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Hampton Bays NY
Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Meschutt Beach and Good ...
9.4/10 Exceptional! (129 reviews)
We absolutely loved the place and had a great time. There was plenty of space for the kids to spread out and enjoyed the indoor fireplace. The sunrise views were amazing and it's always special to stay on the water. Communication with the owner was great. We hope to visit again.
Reviewed on 11 January 2026
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
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
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.
Menhadden Lane Beach
Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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
- Menhadden Lane Beach
- Shelter Island Country Club
- Sylvester Manor
- The Hamptons Beaches
- Ocean Beach Park
- Cooper's Beach
- Hammonasset Beach State Park
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Hither Hills State Park
- Shinnecock Hills Golf Course
- Essex Steam Train
- Orient Point County Park
- Connecticut River
- Ditch Plains Beach
- Pleasure Beach
- Montauk Downs State Park Golf Course
- Parrish Art Museum
- Raphael Winery
- Macari Vineyards
- Jamesport Vineyards
- Rocky Neck State Park
- Shinnecock Nation Cultural Center and Museum
- Clinton Crossing Premium Outlets
- Katharine Hepburn Cultural Arts Center
- The Jewish Center of the Hamptons
- Lake Montauk
- 67 Steps Beach
- Hole-in-the-Wall Beach
- Sag Harbor Marine Park
