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
S$204
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 S$128 per night from 29 Jun to 30 Jun
S$128
29 Jun - 30 Jun
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! (972 reviews)
"Our check in was friendly and quick. VJ was pleasant and interested. There are many dining options nearby. Lovely, family owned and operated."
Reviewed on 9 Jun, 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is S$625 per night from 16 Jun to 17 Jun
S$625
16 Jun - 17 Jun
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! (251 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too"
Reviewed on 11 Jun, 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is S$527 per night from 15 Jun to 16 Jun
S$527
15 Jun - 16 Jun
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! (1,002 reviews)
"Room was super clean, beautiful & spacious. Bed and pillows very comfy. Indoor pool was heated! Everything was great!"
Reviewed on 9 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! (112 reviews)
"This was our second time at the property and we just love it! It’s so close to restaurants, the ferry to shelter island and quaint shops. Will stay there again! Love the free parking. Love the bikes to travel throughout town. So eclectic and charming."
Reviewed on 13 Jun, 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! (860 reviews)
"Thank you for everything! Like always see you next year 😊"
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.