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 ...
8.8/10 Excellent! (32 reviews)
"we loved it!"
Reviewed on 9 Jul 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is 7.591.504 ₫ per night from 9 Sept to 10 Sept
7.591.504 ₫
9.956.550 ₫ total
9 Sept - 10 Sept
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! (554 reviews)
"Amazing view and location. Room is clean overall but could use more shelves and drawers. Restaurant is not open daily. When opened, very hard to get seated."
Reviewed on 8 Aug 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is 9.217.730 ₫ per night from 26 Aug to 27 Aug
9.217.730 ₫
11.124.783 ₫ total
26 Aug - 27 Aug
includes taxes & fees
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! (1,003 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"
Reviewed on 9 Aug 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
Stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
7/10 Good! (901 reviews)
"Stay was amazing, staff is amazing, room was amazing.. only concern is driving off the property into the main road can be a bit dangerous."
Reviewed on 9 Aug 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is 2.897.421 ₫ per night from 17 Aug to 18 Aug
2.897.421 ₫
3.332.034 ₫ total
17 Aug - 18 Aug
includes taxes & fees
Stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.6/10 Good! (1,004 reviews)
"The staff was great, older hotel but in good shape."
Reviewed on 7 Aug 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is 5.139.316 ₫ per night from 3 Sept to 4 Sept
5.139.316 ₫
6.619.753 ₫ total
3 Sept - 4 Sept
includes taxes & fees
Stay at this business-friendly hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (306 reviews)
"Loved the decor, record player, pool, cleanliness, location. Very no frills place."
Reviewed on 7 Aug 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
- Orient Point County Park
- Hither Hills State Park
- Kontokosta Winery
- Connecticut River
- 67 Steps Beach
- Shinnecock Hills Golf Course
- Harvey's Beach
- Clinton Crossing Premium Outlets
- Sag Harbor Marine Park
- Sunset Beach
- Macari Vineyards
- Pindar Vineyards
- Raphael Winery
- Shinnecock Nation Cultural Center and Museum
- Hole-in-the-Wall Beach
- Harbes Family Farm
- Ponquogue Beach
- Guild Hall
- Meschutt Beach