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.
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 Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and ...
8.6/10 Excellent! (29 reviews)
"Excellent"
Reviewed on 10 Nov 2024
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is 2.278.965 ₫ per night from 29 Jun to 30 Jun
2.278.965 ₫
2.620.810 ₫ total
29 Jun - 30 Jun
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.6/10 Good! (978 reviews)
"Great location."
Reviewed on 19 Jun 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is 8.438.719 ₫ per night from 13 Jul to 14 Jul
8.438.719 ₫
10.605.475 ₫ total
13 Jul - 14 Jul
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (255 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."
Reviewed on 21 Jun 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,002 reviews)
"One of the best location on the planet"
Reviewed on 23 Jun 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is 11.502.748 ₫ per night from 20 Jul to 21 Jul
11.502.748 ₫
14.488.575 ₫ total
20 Jul - 21 Jul
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (531 reviews)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
Reviewed on 22 Jun 2025
Sag Harbor Inn
45 West Water Street, Sag Harbor, NY
The price is 11.001.900 ₫ per night from 29 Jun to 30 Jun
11.001.900 ₫
12.569.671 ₫ total
29 Jun - 30 Jun
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (526 reviews)
"Great hotel. Clean and comfortable with doors opening to a terrace with pool view. Breakfast was good and staff were friendly. Walk to town"
Reviewed on 10 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
- Hammonasset Beach State Park
- Essex Steam Train
- Hither Hills State Park
- Orient Point County Park
- Connecticut River
- Clinton Crossing Premium Outlets
- 67 Steps Beach
- Sag Harbor Marine Park
- Harvey's Beach
- Kontokosta Winery
- Shinnecock Nation Cultural Center and Museum
- Shinnecock Hills Golf Course
- Hole-in-the-Wall Beach
- Sunset Beach
- Ponquogue Beach
- Macari Vineyards
- Raphael Winery
- Pindar Vineyards
- Guild Hall
- Pollock-Krasner House and Study Center
- Greenport Carousel