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.
Things to do
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM
฿10,664
per adult
Top hotels in The Heights
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿4,212 per night from 21 Jan to 22 Jan
฿4,212
฿5,709 total
21 Jan - 22 Jan
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! (606 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on 10 Jan 2026
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! (1,003 reviews)
muy limpias
Reviewed on 8 Jan 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿7,191 per night from 19 Jan to 20 Jan
฿7,191
฿8,811 total
19 Jan - 20 Jan
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! (1,007 reviews)
Great place!
Reviewed on 31 Dec 2025
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ฿3,804 per night from 29 Jan to 30 Jan
฿3,804
฿4,377 total
29 Jan - 30 Jan
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 ...
9.4/10 Exceptional! (419 reviews)
The rooms were so nice! Definitely gonna be back!
Reviewed on 2 Jan 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is ฿2,803 per night from 15 Feb to 16 Feb
฿2,803
฿3,223 total
15 Feb - 16 Feb
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! (1,001 reviews)
Clean and supplied
Reviewed on 9 Jan 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is ฿8,761 per night from 9 Feb to 10 Feb
฿8,761
฿10,860 total
9 Feb - 10 Feb
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! (1,003 reviews)
Perfect ❤️
Reviewed on 8 Jan 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.
