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 care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Crescent Beach
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Things to do
Long Island Wine and Food Day Trip with Sommelier host from NYC
€127
per adult
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
€153
per adult
76% of travellers recommend
Top hotels in The Heights
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 Oct 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is €79 per night from 29 Oct to 30 Oct
€79
29 Oct - 30 Oct
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! (1,000 reviews)
Always a great stay at Pier Blue. Comfy bed and plenty of room.
Reviewed on 26 Oct 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is €92 per night from 11 Nov to 12 Nov
€92
11 Nov - 12 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! (1,008 reviews)
It was a nice clean hotel.
Reviewed on 27 Oct 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is €259 per night from 6 Nov to 7 Nov
€259
6 Nov - 7 Nov
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! (1,004 reviews)
Beautiful hotel in the marine. CT summer playground.
Reviewed on 24 Oct 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is €240 per night from 10 Nov to 11 Nov
€240
10 Nov - 11 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! (584 reviews)
Beautiful Long Island Sound and sunset views.
Reviewed on 27 Oct 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! (961 reviews)
Perfect
Reviewed on 27 Oct 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 neighbourhoods around The Heights
Hay Beach
When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.
The Heights
- Cooper's Beach
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Orient Point County Park
- Hither Hills State Park
- Shinnecock Hills Golf Course
- Harvey's Beach
- Macari Vineyards
- Shinnecock Nation Cultural Center and Museum
- Hole-in-the-Wall Beach
- Harbes Family Farm
- Ponquogue Beach
- Georgica Beach
- Guild Hall
