The Heights Travel Guide
Tourist Guide
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.
Our pick of the best The Heights Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is NZ$329 per night from 15 Mar to 16 Mar
NZ$329
15 Mar - 16 Mar
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 ...
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. ...
8/10 Very Good! (1,001 reviews)
Room was clean and warm and the staff was very friendly
Reviewed on 1 Feb 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is NZ$400 per night from 24 Feb to 25 Feb
NZ$400
24 Feb - 25 Feb
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! (1,003 reviews)
Great amenities, Beautiful view, and Caring Staff.
Reviewed on 12 Feb 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is NZ$192 per night from 24 Feb to 25 Feb
NZ$192
24 Feb - 25 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 ...
7.8/10 Good! (1,001 reviews)
Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area.
Reviewed on 28 Jan 2026
The Harbor Front Inn
209 Front St Greenport NY
The price is NZ$284 per night from 17 Feb to 18 Feb
NZ$284
17 Feb - 18 Feb
includes taxes & fees
Stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (566 reviews)
Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return!
Reviewed on 6 Feb 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is NZ$240 per night from 24 Feb to 25 Feb
NZ$240
24 Feb - 25 Feb
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! (435 reviews)
Great place to stay
Reviewed on 11 Feb 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.
