The Heights
Shelter Island Heights
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.
Top hotels in The Heights
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)
Not fancy but very cute. Clean. Super nice staff. Cozy, delicious Indian restaurant right next door.
Reviewed on 1 Mar, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is S$257 per night from 18 Mar to 19 Mar
S$257
18 Mar - 19 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 ...
8.4/10 Very Good! (618 reviews)
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!
Reviewed on 1 Mar, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is S$268 per night from 1 Apr to 2 Apr
S$268
1 Apr - 2 Apr
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)
The staff throughout our stay was amazing. Our room was spotless and so comfortable. Beautiful view from the balcony. The spa was beautiful. We had relaxing massages. We ate in the main dining room. Our waiter was great and the food was amazing. We had so much fun using the jacuzzi and the pool which ...
Reviewed on 24 Feb, 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is S$195 per night from 9 Mar to 10 Mar
S$195
9 Mar - 10 Mar
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! (440 reviews)
Nice
Reviewed on 24 Feb, 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is S$147 per night from 8 Mar to 9 Mar
S$147
8 Mar - 9 Mar
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! (1,002 reviews)
Room was ok. One floor lamp was about to fall apart. TV remote was dirty and sticky. Overpowering smell of week on our floor
Reviewed on 2 Mar, 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is S$414 per night from 9 Mar to 10 Mar
S$414
9 Mar - 10 Mar
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. ...
9.6/10 Exceptional! (1,002 reviews)
Great room clean and comfortable.
Reviewed on 27 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.
