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 ₹52,549 per night from 9 Jun to 10 Jun
₹52,549
₹60,037 total
9 Jun - 10 Jun
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! (37 reviews)
"A cozy room with great pillows and quiet. Perfect little place."
Reviewed on 10 Oct 2025
House on Chase Creek
3 Locust Avenue Shelter Island Heights NY
The price is ₹26,216 per night from 9 Jun to 10 Jun
₹26,216
₹29,952 total
9 Jun - 10 Jun
includes taxes & fees
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! (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
Reviewed on 11 May 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ₹21,277 per night from 28 Jun to 29 Jun
₹21,277
₹26,682 total
28 Jun - 29 Jun
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.2/10 Good! (1,006 reviews)
"Hotel is fine if you are just there for a night, maybe two, but the room, especially the carpet, need some major updates."
Reviewed on 4 Jun 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is ₹9,420 per night from 15 Jun to 16 Jun
₹9,420
₹10,833 total
15 Jun - 16 Jun
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! (1,005 reviews)
"Like most of the hotels in Ct. Old, but this clean and well maintained. I recommend it if you travel to This Ct shore area"
Reviewed on 6 Jun 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ₹43,493 per night from 16 Jun to 17 Jun
₹43,493
₹52,065 total
16 Jun - 17 Jun
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! (518 reviews)
"Very spacious rooms. Would recommend putting a screen on the patio door so you can have the fresh air in room. Also some of the light switches were normal but others were bothersome to put on since you had to keep pushing them to get them to stay on. Beds were spacious and comfortable. The people ..."
Reviewed on 6 Jun 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ₹23,922 per night from 9 Jun to 10 Jun
₹23,922
₹29,148 total
9 Jun - 10 Jun
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! (1,000 reviews)
"The location and the amenities provided by the hotel was first classed"
Reviewed on 27 May 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.
