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
4.5/5(9 reviews)
Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
Crescent Beach
4.5/5(4 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
The Heights Hotel Deals
The Chequit
23 Grand Ave, Shelter Island Heights, NY
The price is AED 1,162 per night from Apr 27 to Apr 28
AED 1,162
AED 1,327 total
includes taxes & fees
27 Apr - 28 Apr
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! (29 reviews)
"Excellent"
Reviewed on 10 November 2024
Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
The price is AED 621 per night from May 6 to May 7
AED 621
AED 777 total
includes taxes & fees
6 May - 7 May
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,000 reviews)
"Quick impromptu perfect get away the night before Easter. I've stayed here before in the main building, and wasn't a huge fan..... Staying in the building on the LI sound was spectacular! It was beautiful, updated, and had all the luxury comforts of home. Full size kitchen, washer and dryer, wine ..."
Reviewed on 22 April 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is AED 290 per night from Apr 27 to Apr 28
AED 290
AED 334 total
includes taxes & fees
27 Apr - 28 Apr
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. ...
"Great night’s sleep."
Reviewed on 18 April 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is AED 869 per night from Apr 27 to Apr 28
AED 869
AED 1,092 total
includes taxes & fees
27 Apr - 28 Apr
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! (226 reviews)
"Everyone was so kind and helpful during our stay! We absolutely loved our room and will return!"
Reviewed on 23 April 2025
The Harbor Front Inn
209 Front St, Greenport, NY
The price is AED 684 per night from Apr 27 to Apr 28
AED 684
AED 874 total
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (451 reviews)
2 day getaway
"The experience was very good. everything was what I expected. only thought was the $25 parking was a bit much"
Reviewed on 15 April 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is AED 859 per night from May 8 to May 9
AED 859
AED 1,098 total
includes taxes & fees
8 May - 9 May
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (519 reviews)
"It was amazing. The staff were friendly and accommodating, the room was very comfortable and the views were spectacular. I upgraded the room to include a sitting area and it was huge. Like a one bedroom. Fifty Area restaurants were very nice and affordable and tasty. Very relaxing getaway and I will ..."
Reviewed on 19 April 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 neighborhoods around The Heights
Hay Beach
Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.
- Shelter Island Country Club
- Cooper's Beach
- The Hamptons Beaches
- East Hampton Main Beach
- Hammonasset Beach State Park
- Wolffer Estates Vineyard
- Hither Hills State Park
- Essex Steam Train
- Orient Point County Park
- Sag Harbor Marine Park
- Rocky Neck State Park
- Connecticut River
- 67 Steps Beach
- Harvey's Beach
- Shinnecock Hills Golf Course
- Pleasure Beach
- Amagansett Beach
- Westbrook Town Beach
- Jamesport Vineyards
- Kontokosta Winery
- Clinton Crossing Premium Outlets
- Shinnecock Nation Cultural Center and Museum
- The Jewish Center of the Hamptons
- Harbes Family Farm
- Essex Island Marina
- Ponquogue Beach
- Macari Vineyards
- Georgica Beach
- Orient Beach State Park
- Hole-in-the-Wall Beach
- Sunset Beach
- Greenport Carousel