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.
Activities
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
AU$276
per adult
76% of travellers recommend
Our pick of the best The Heights Hotel Deals
The Chequit
23 Grand Ave Shelter Island Heights NY
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 ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 10 Oct 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
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! (1,004 reviews)
Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later.
Reviewed on 28 Nov 2025
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is AU$302 per night from 7 Dec to 8 Dec
AU$302
7 Dec - 8 Dec
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! (1,009 reviews)
Amazing customer service!!
Reviewed on 4 Dec 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$351 per night from 7 Dec to 8 Dec
AU$351
7 Dec - 8 Dec
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! (596 reviews)
Great room with amazing views! Staff was fantastic and the food was great too
Reviewed on 28 Nov 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is AU$176 per night from 10 Dec to 11 Dec
AU$176
10 Dec - 11 Dec
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! (1,014 reviews)
Convenient location, quick check-in and out. The front desk ladies are nice and helpful. It's a little old but good value for the money.
Reviewed on 29 Nov 2025
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is AU$538 per night from 7 Dec to 8 Dec
AU$538
7 Dec - 8 Dec
includes taxes & fees
Stay at this 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 their reviews. ...
9.4/10 Exceptional! (1,014 reviews)
Excellent food, in addition to friendly and helpful staff.
Reviewed on 1 Dec 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.
