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
RM673
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! (29 reviews)
"Excellent"
Reviewed on 10 Nov 2024
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is RM370 per night from 30 Jun to 1 Jul
RM370
RM426 total
30 Jun - 1 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! (977 reviews)
"Great location."
Reviewed on 19 Jun 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
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! (253 reviews)
So beautiful
"My husband and i travel from Az to celebrate our 25th anniversary! Hotel was absolutely beautiful, clean comfortable and staff was super friendly. Would definitely recommend and will be staying again!"
Reviewed on 18 Jun 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is RM1,527 per night from 6 Jul to 7 Jul
RM1,527
RM1,842 total
6 Jul - 7 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! (1,000 reviews)
"Enjoyed. Pool"
Reviewed on 16 Jun 2025
Sag Harbor Inn
45 West Water Street, Sag Harbor, NY
The price is RM1,786 per night from 22 Jun to 23 Jun
RM1,786
RM2,041 total
22 Jun - 23 Jun
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, 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
Greenporter Hotel
326 Front St, Greenport, NY
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (116 reviews)
Staff is awesome!!
"The staff was the best part if the hotel. They were super nice and very helpful from before the arrival when our flight was canceled until departure on the last day! The unit was laid out well with minimalism. The beds were surprisingly comfortable for all of us. The lighting was a bit poor for our ..."
Reviewed on 20 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.