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 ...
8.6/10 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 SAR 327 per night from Jun 29 to Jun 30
SAR 327
SAR 376 total
29 Jun - 30 Jun
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! (972 reviews)
"Our check in was friendly and quick. VJ was pleasant and interested. There are many dining options nearby. Lovely, family owned and operated."
Reviewed on 9 June 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is SAR 1,280 per night from Jun 16 to Jun 17
SAR 1,280
SAR 1,609 total
16 Jun - 17 Jun
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (251 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too"
Reviewed on 11 June 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is SAR 1,280 per night from Jun 15 to Jun 16
SAR 1,280
SAR 1,547 total
15 Jun - 16 Jun
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! (1,001 reviews)
"Great all around costumer Service."
Reviewed on 13 June 2025
Greenporter Hotel
326 Front St, Greenport, NY
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (111 reviews)
"Staff is very friendly and accomodating. Location is perfect."
Reviewed on 11 June 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
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! (860 reviews)
"Thank you for everything! Like always see you next year 😊"
Reviewed on 10 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.
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
- 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
- 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
- Shinnecock Hills Golf Course
- The Jewish Center of the Hamptons
- Hole-in-the-Wall Beach
- Sunset Beach
- Ponquogue Beach
- Macari Vineyards
- Georgica Beach
- Amagansett Beach
- Pindar Vineyards
- Raphael Winery
- Guild Hall
- Westbrook Town Beach
- Hammonasset Beach
- Greenport Carousel