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.
Things to do
Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC
$154
Per adult
The Heights Hotel Deals
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is $238 per night from Jun 23 to Jun 24
$238
$296 total
includes taxes & fees
Jun 23 - Jun 24
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (87 reviews)
"After our hotel cancelled on us last minute, we rerouted to the Bentley Hotel. I’m glad we did. Staff were friendly, room was huge and grounds were well maintained. My family had a great Father’s Day weekend at this hotel."
Reviewed on Jun 18, 2024
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is $79 per night from Jun 24 to Jun 25
$79
$91 total
includes taxes & fees
Jun 24 - Jun 25
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! (797 reviews)
"Overall, this was a very good experience. The room was clean, including the bed and the bathroom. Everything worked as expected, and there was plenty of hot water for showering. The TV and the WiFi worked well. It felt safe. The property is convenient to all mid-shoreline activities. It was very ..."
Reviewed on Jun 17, 2024
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is $338 per night from Jun 26 to Jun 27
$338
$409 total
includes taxes & fees
Jun 26 - Jun 27
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9.4/10 Exceptional! (1,000 reviews)
"Terrific property."
Reviewed on Jun 17, 2024
The Atlantic Hotel
1655 County Road 39, Southampton, NY
The price is $307 per night from Jun 20 to Jun 21
$307
$375 total
includes taxes & fees
Jun 20 - Jun 21
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (779 reviews)
"We enjoyed our stay and felt it was good value for the area."
Reviewed on May 27, 2024
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is $101 per night from Jun 26 to Jun 27
$101
$116 total
includes taxes & fees
Jun 26 - Jun 27
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 pool ...
7.4/10 Good! (969 reviews)
"Very quiet. Easy access to 95"
Reviewed on Jun 9, 2024
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is $402 per night from Jun 25 to Jun 26
$402
$514 total
includes taxes & fees
Jun 25 - Jun 26
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the restaurant in our ...
8.4/10 Very Good! (438 reviews)
"We didn't have a table and chairs outside. We called the front desk and asked for them. They never came. We got our beach chairs out of our car to use."
Reviewed on May 29, 2024
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.
- Shelter Island Country Club
- Hammonasset Beach State Park
- Cooper's Beach
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Orient Point County Park
- Hither Hills State Park
- Essex Steam Train
- Rocky Neck State Park
- Harvey's Beach
- 67 Steps Beach
- Sag Harbor Marine Park
- Connecticut River
- Westbrook Town Beach
- Orient Beach State Park
- Clinton Crossing Premium Outlets
- Shinnecock Nation Cultural Center and Museum
- Jamesport Vineyards
- Sunset Beach
- Shinnecock Hills Golf Course
- Hole-in-the-Wall Beach
- Kontokosta Winery
- Ponquogue Beach
- Macari Vineyards
- The Jewish Center of the Hamptons
- Duck Walk Vineyards
- Pindar Vineyards
- Essex Island Marina
- Meschutt Beach
- Guild Hall