Popular places to visit
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.
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.
The Heights Hotel Deals
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! (36 reviews)
"Always a sold stay on Shelter Island"
Reviewed on 23 August 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is AED 294 per night from Sep 23 to Sep 24
AED 294
AED 338 total
23 Sep - 24 Sep
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. ...
7.8/10 Good! (1,008 reviews)
"We were in town for a party. Very convenient location and friendly staff."
Reviewed on 14 September 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is AED 1,003 per night from Sep 29 to Sep 30
AED 1,003
AED 1,326 total
29 Sep - 30 Sep
includes taxes & fees
Stay at this 4-star 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! (571 reviews)
"Clean and beautiful view"
Reviewed on 16 September 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AED 1,288 per night from Oct 14 to Oct 15
AED 1,288
AED 1,573 total
14 Oct - 15 Oct
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,005 reviews)
"Very pleasant property with friendly staff in all areas we experienced. We had a very good stay and can recommend the property."
Reviewed on 15 September 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7/10 Good! (938 reviews)
"clean and ok! Beds ok. Service nice. not top rank, but good equivalent for the price!!!"
Reviewed on 16 September 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is AED 653 per night from Sep 28 to Sep 29
AED 653
AED 850 total
28 Sep - 29 Sep
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (338 reviews)
"Rooms are large and set up nicely Clean"
Reviewed on 15 September 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.
Other neighborhoods around The Heights
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 Heights, NY
- Shelter Island Country Club
- The Hamptons Beaches
- 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
- 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
- Sunset Beach
- Macari Vineyards
- Pindar Vineyards
- Raphael Winery
- The Jewish Center of the Hamptons
- Shinnecock Nation Cultural Center and Museum
- Hole-in-the-Wall Beach
- Harbes Family Farm
- Ponquogue Beach
- Jamesport Vineyards
- Georgica Beach
- Guild Hall
- Hammonasset Beach
- Goose Island
- Meschutt Beach
