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
€135
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
€116
per adult
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 ...
8.6/10 Excellent! (30 reviews)
"we loved it!"
Reviewed on 9 Jul 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is €109 per night from 3 Aug to 4 Aug
€109
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! (1,010 reviews)
"Fitness center poor. Only 3 machines, 1 didn’t work. Weight bench but no weights. Very limited healthy breakfast options. But staff was pleasant, room was clean."
Reviewed on 13 Jul 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is €79 per night from 15 Jul to 16 Jul
€79
15 Jul - 16 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! (990 reviews)
"The roadside in exceeded my expectations in all areas"
Reviewed on 9 Jul 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is €370 per night from 16 Jul to 17 Jul
€370
16 Jul - 17 Jul
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)
"Fantastic!! Loved staying at this luxurious hotel"
Reviewed on 8 Jul 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! (873 reviews)
"Wonderful staff Excellent property for the price Always stay here for work and have a great pied a Terre in south Hampton Thank you Atlantic"
Reviewed on 13 Jul 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is €601 per night from 12 Aug to 13 Aug
€601
12 Aug - 13 Aug
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! (264 reviews)
"Really beautiful and clean property that is very convenient and great amenities."
Reviewed on 27 Jun 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.
- 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
- Shinnecock Nation Cultural Center and Museum
- Macari Vineyards
- Hole-in-the-Wall Beach
- Ponquogue Beach
- Georgica Beach
- Guild Hall
- Harbes Family Farm
- Pollock-Krasner House and Study Center