The Heights Travel Guide
Shelter Island Heights
Visit The Heights
Stay near popular The Heights attractions
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is £289 per night from 6 Jul to 7 Jul
£289
6 Jul - 7 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
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is £80 per night from 9 Jul to 10 Jul
£80
9 Jul - 10 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! (1,005 reviews)
"While the staff were very friendly and helpful. The property itself was like strolling back into 1980. It was not at all what I was expecting to find upon my arrival. Things were clean enough, but very outdated. I will say that the bed was actually very comfortable. The impression I gathered from ..."
Reviewed on 3 Jul 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is £466 per night from 28 Jul to 29 Jul
£466
28 Jul - 29 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! (661 reviews)
"Amazing views Rooms were just right People were pleasant BEach chairs and towels readily available Otherwise had a great time Service at the restaurant very slow"
Reviewed on 2 Jul 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is £288 per night from 12 Jul to 13 Jul
£288
12 Jul - 13 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! (1,000 reviews)
"Beautiful property. Sunday Brunch was excellent. Staff is friendly."
Reviewed on 1 Jul 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is £412 per night from 19 Jul to 20 Jul
£412
19 Jul - 20 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! (541 reviews)
"Great place to stay. I enjoyed it very much. Clean and friendly staff"
Reviewed on 30 Jun 2026
Zey Hotel
439 Main Street Greenport NY
The price is £208 per night from 27 Jul to 28 Jul
£208
27 Jul - 28 Jul
includes taxes & fees
Stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on-site and daily housekeeping. Popular attractions Greenport Harbor Brewing Company ...
9.2/10 Wonderful! (342 reviews)
"Wonderful restaurants and nearby shopping"
Reviewed on 3 Jul 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.
