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 and Food Day Trip with Sommelier host from NYC
RM673
per adult
Half-Day Private Long Island Wine Tour Experience
RM1,231
per adult
Private Guided Wine Country Bike Tour in Mattituck
RM842
per adult
Private Professional Photoshoot in The Hamptons
RM1,113
per adult
Long Island North Fork Sights Bites & Flights, Half-Day Tour: AM
RM1,435
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
RM591
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.6/10 Excellent! (30 reviews)
"we loved it!"
Reviewed on 9 Jul 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is RM470 per night from 3 Aug to 4 Aug
RM470
RM540 total
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,007 reviews)
Excellent Place to Stay!!!...5 Stars & More!!
"We stayed 5 days! Customer service was great ;) Housekeeping was great, the cafe in the morning was excellent! Lounge area if you wanted to go out in the evening they had Pool, Darts, & Karaoke If you didn't want to go to the Beach, they had a Pool/Gym Right near the Highway & Route 1 We had a wonderful ..."
Reviewed on 10 Jul 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is RM340 per night from 15 Jul to 16 Jul
RM340
RM391 total
15 Jul - 16 Jul
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (992 reviews)
"The roadside in exceeded my expectations in all areas"
Reviewed on 9 Jul 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is RM1,526 per night from 16 Jul to 17 Jul
RM1,526
RM1,840 total
16 Jul - 17 Jul
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,003 reviews)
"Fantastic!! Loved staying at this luxurious hotel"
Reviewed on 8 Jul 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (871 reviews)
Great location & Updated Room
"We had an updated room. Refrigerator in the room was great! Comfortable beds & everything was clean on checkin. We were allowed to use the pool while waiting for our room to be ready. The room cleaning on the 2nd day left a lot to be desired. Beds were not made, dirty towels were left but a clean ..."
Reviewed on 5 Jul 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is RM2,376 per night from 12 Aug to 13 Aug
RM2,376
RM2,986 total
12 Aug - 13 Aug
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (264 reviews)
"Really beautiful and clean property that is very convenient and great amenities."
Reviewed on 27 Jun 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.
Other neighbourhoods around The Heights
Hay Beach
When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.