The Heights Travel Guide
Shelter Island Heights
Visit The Heights
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
The price is 15.017.621 ₫ per night from 30 Jun to 1 Jul
15.017.621 ₫
17.157.632 ₫ total
30 Jun - 1 Jul
includes taxes & fees
Stay at this hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
9/10 Wonderful! (38 reviews)
"Lovely inn, great staff, beautiful location."
Reviewed on 21 Jun 2026
House on Chase Creek
3 Locust Avenue Shelter Island Heights NY
Stay at this golf guesthouse in Shelter Island Heights. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Shelter Island Country Club ...
9.4/10 Exceptional! (83 reviews)
"It was a beautiful location. Didn’t have time to enjoy the island, but loved the area and location."
Reviewed on 22 Jun 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is 2.611.371 ₫ per night from 2 Jul to 3 Jul
2.611.371 ₫
3.002.998 ₫ total
2 Jul - 3 Jul
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. ...
8/10 Very good! (1,000 reviews)
"staff and parking"
Reviewed on 22 Jun 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is 14.885.656 ₫ per night from 8 Jul to 9 Jul
14.885.656 ₫
19.262.480 ₫ total
8 Jul - 9 Jul
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.4/10 Very good! (658 reviews)
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"
Reviewed on 20 Jun 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is 12.082.257 ₫ per night from 15 Jul to 16 Jul
12.082.257 ₫
14.462.053 ₫ total
15 Jul - 16 Jul
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 ...
9.6/10 Exceptional! (532 reviews)
"Nice page"
Reviewed on 21 Jun 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is 8.560.639 ₫ per night from 21 Jul to 22 Jul
8.560.639 ₫
10.298.806 ₫ total
21 Jul - 22 Jul
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,001 reviews)
"The spa was nice. The pool can be busy, but the beach side was calm."
Reviewed on 16 Jun 2026
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.
Where to stay in The Heights
Find the best The Heights areas for the activities you enjoy most.
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.
