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! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 10 October 2025
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! (1,006 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on 3 November 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is AED 372 per night from Nov 23 to Nov 24
AED 372
AED 427 total
23 Nov - 24 Nov
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! (1,002 reviews)
Hotel and furnishings could use some updating. Other than that nothing really to complain about.
Reviewed on 7 November 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AED 889 per night from Nov 30 to Dec 1
AED 889
AED 1,114 total
30 Nov - 1 Dec
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! (1,003 reviews)
Hospitality at its finest! Bed here was beyond comfortable❤️
Reviewed on 5 November 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! (965 reviews)
Clean room. Courteous staff
Reviewed on 29 October 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is AED 740 per night from Nov 26 to Nov 27
AED 740
AED 1,025 total
26 Nov - 27 Nov
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! (586 reviews)
Staff was amazing , room clean view phenomenal
Reviewed on 5 November 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
- East Hampton Main Beach
- Cooper's Beach
- Essex Steam Train
- Hammonasset Beach State Park
- Wolffer Estates Vineyard
- Kontokosta Winery
- Orient Point County Park
- Connecticut River
- 67 Steps Beach
- Shinnecock Hills Golf Course
- Hither Hills State Park
- Rocky Neck State Park
- Macari Vineyards
- Pindar Vineyards
- Raphael Winery
- Clinton Crossing Premium Outlets
- Guild Hall
- Hammonasset Beach
- Amagansett Beach
- Goose Island
- Orient Beach State Park
- Westbrook Town Beach
- Essex Island Marina
- Jamesport Vineyards
- Harvey's Beach
- The Jewish Center of the Hamptons
- McCook Point Beach
- Duck Walk Vineyards
- Bedell Cellars
- LongHouse Reserve
