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
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.
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! (31 reviews)
"we loved it!"
Reviewed on 9 July 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is SAR 415 per night from Aug 3 to Aug 4
SAR 415
SAR 477 total
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,006 reviews)
"Just a little tired looking, but very nice staff. Everything went well. Thank you. Good value for everything."
Reviewed on 21 July 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is SAR 301 per night from Jul 30 to Jul 31
SAR 301
SAR 346 total
30 Jul - 31 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! (1,001 reviews)
"Very convenient to the beaches and very clean room. I had some trouble with the door lock but nothing major. I'm a doofus. Will definitely return."
Reviewed on 16 July 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is SAR 1,746 per night from Aug 21 to Aug 22
SAR 1,746
SAR 2,188 total
21 Aug - 22 Aug
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! (542 reviews)
"Every room comes with an ocean view, steps down to the beach. Activities at night. Band at the ocean on certain nights. Will be back every year! Help with bags and getting to room by golf cart."
Reviewed on 22 July 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is SAR 1,319 per night from Aug 12 to Aug 13
SAR 1,319
SAR 1,592 total
12 Aug - 13 Aug
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! (1,008 reviews)
"Rooms were large and spacious but quite dark. The Choo Choo lounge and the outside bar were very pleasant. The onsite dining restaurant was disappointing, food was below expectations and did not live up to their rating. Staff were all very pleasant. Parking was a difficult but it is high season."
Reviewed on 21 July 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
The price is SAR 1,872 per night from Aug 8 to Aug 9
SAR 1,872
SAR 2,233 total
8 Aug - 9 Aug
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (883 reviews)
Yes
"Great"
Reviewed on 23 July 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.
- Shelter Island Country Club
- The Hamptons Beaches
- Cooper's Beach
- Hammonasset Beach State Park
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Orient Point County Park
- Essex Steam Train
- Hither Hills State Park
- Kontokosta Winery
- Connecticut River
- 67 Steps Beach
- Harvey's Beach
- Rocky Neck State Park
- Sag Harbor Marine Park
- Sunset Beach
- Shinnecock Hills Golf Course
- Clinton Crossing Premium Outlets
- Macari Vineyards
- Shinnecock Nation Cultural Center and Museum
- Pindar Vineyards
- The Jewish Center of the Hamptons
- Raphael Winery
- Hole-in-the-Wall Beach
- Ponquogue Beach
- Harbes Family Farm
- Jamesport Vineyards
- Georgica Beach
- Guild Hall
- Hammonasset Beach
- Meschutt Beach
- Westbrook Town Beach