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
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (36 reviews)
"Always a sold stay on Shelter Island"
Reviewed on 23 Aug 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is 2.112.718 ₫ per night from 7 Oct to 8 Oct
2.112.718 ₫
2.429.758 ₫ total
7 Oct - 8 Oct
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. ...
7.8/10 Good! (1,001 reviews)
"Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids"
Reviewed on 30 Sept 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is 2.466.156 ₫ per night from 2 Nov to 3 Nov
2.466.156 ₫
2.836.079 ₫ total
2 Nov - 3 Nov
includes taxes & fees
Stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.6/10 Good! (1,012 reviews)
"We have stayed there before so have been pleased with it."
Reviewed on 29 Sept 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is 6.545.732 ₫ per night from 27 Oct to 28 Oct
6.545.732 ₫
8.769.492 ₫ total
27 Oct - 28 Oct
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (574 reviews)
"Clean and beautiful view"
Reviewed on 16 Sept 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
Stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
7/10 Good! (944 reviews)
"Really more of a motel not a hotel. Room was basic but adequate and clean. Close to Southampton. They were fully booked on one of the weekend days of our stay so rate that night was high for this type of lodging."
Reviewed on 30 Sept 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is 6.860.398 ₫ per night from 5 Nov to 6 Nov
6.860.398 ₫
8.548.990 ₫ total
5 Nov - 6 Nov
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,014 reviews)
"My husband used the spa and said it was excellent. The housekeeping staff was generally good - -forgot some tasks a couple of times. Front of the house staff excellent. Special shoutout to Jack!! Very surprised that there was no inroom safe. Bathroom needs a remodel -needs taller counters…as well ..."
Reviewed on 26 Sept 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.
The Heights Travel Guide
- Cooper's Beach
- Hammonasset Beach State Park
- Essex Steam Train
- Orient Point County Park
- Hither Hills State Park
- Kontokosta Winery
- Connecticut River
- 67 Steps Beach
- Shinnecock Hills Golf Course
- Harvey's Beach
- Clinton Crossing Premium Outlets
- Sag Harbor Marine Park
- Sunset Beach
- Macari Vineyards
- Pindar Vineyards
- Raphael Winery
- Shinnecock Nation Cultural Center and Museum
- Hole-in-the-Wall Beach
- Harbes Family Farm
- Ponquogue Beach
- Guild Hall
- Meschutt Beach
