The Heights Travel Guide
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! (1,000 reviews)
Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question.
Reviewed on 22 Feb 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is Rp2.569.736 per night from 18 Mar to 19 Mar
Rp2.569.736
Rp3.415.732 total
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! (616 reviews)
The hotel was exceptional! We love staying at soundview during the winter months!
Reviewed on 23 Feb 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is Rp3.283.162 per night from 2 Mar to 3 Mar
Rp3.283.162
Rp4.065.436 total
2 Mar - 3 Mar
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)
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 Rp2.189.894 per night from 4 Mar to 5 Mar
Rp2.189.894
Rp2.518.782 total
4 Mar - 5 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 Rp1.699.320 per night from 5 Mar to 6 Mar
Rp1.699.320
Rp1.954.218 total
5 Mar - 6 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! (1,001 reviews)
I frequent this hotel on a regular basis during the winter time as its within walking distance to my job. The staff is always friendly. The rooms are spotless and the General Manager Joe is always very accomodating. I recommend this hotel to anyone staying in the area and looking for a very clean ...
Reviewed on 25 Feb 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is Rp4.855.200 per night from 12 Mar to 13 Mar
Rp4.855.200
Rp6.003.480 total
12 Mar - 13 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! (1,000 reviews)
Staff were so welcoming, knowledgeable and helpful! Room was gorgeous with a perfect view of the marina and the light house; the fireplace and cozy chairs with blankets were great - best to enjoy with a cup of delicious coffee and cake - which we did! We had the best salmon and pork chop of our lives!!! ...
Reviewed on 17 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.
