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 SAR 1,617 per night from May 8 to May 9
SAR 1,617
SAR 1,848 total
includes taxes & fees
8 May - 9 May
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 SAR 739 per night from May 11 to May 12
SAR 739
SAR 914 total
includes taxes & fees
11 May - 12 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! (1,003 reviews)
"I love this place. Next time I wish I could have a better view. I went there before the new rooms were added. Every time I went there, I stayed in the main building right upstairs from the check-in facing the water with my husband and I absolutely loved it. I was actually married there in the old ..."
Reviewed on 1 May 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is SAR 887 per night from May 6 to May 7
SAR 887
SAR 1,115 total
includes taxes & fees
6 May - 7 May
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! (237 reviews)
"Property is conveniently located to town of south harbor. Great bar and restaurant with music on weekends. Perfect spot to stay"
Reviewed on 3 May 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is SAR 334 per night from May 6 to May 7
SAR 334
SAR 384 total
includes taxes & fees
6 May - 7 May
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! (954 reviews)
"Friendly staff at check in. Easy, convenient parking and modest room that is comfortable."
Reviewed on 3 May 2025
Sag Harbor Inn
45 West Water Street, Sag Harbor, NY
The price is SAR 919 per night from May 6 to May 7
SAR 919
SAR 1,050 total
includes taxes & fees
6 May - 7 May
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (516 reviews)
Peaceful retreat
"Peaceful retreat"
Reviewed on 4 May 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is SAR 559 per night from May 6 to May 7
SAR 559
SAR 638 total
includes taxes & fees
6 May - 7 May
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (250 reviews)
"Fantastic suite in a fully renovated motel, in a very convenient location in the Hamptons. This was a very short visit but I would love to come back for more."
Reviewed on 4 May 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
- Rocky Neck State Park
- Orient Point County Park
- Sag Harbor Marine Park
- Connecticut River
- 67 Steps Beach
- Shinnecock Hills Golf Course
- Harvey's Beach
- Kontokosta Winery
- Jamesport Vineyards
- Amagansett Beach
- Westbrook Town Beach
- The Jewish Center of the Hamptons
- Clinton Crossing Premium Outlets
- Shinnecock Nation Cultural Center and Museum
- Essex Island Marina
- Hole-in-the-Wall Beach
- Harbes Family Farm
- Orient Beach State Park
- Ponquogue Beach
- Georgica Beach
- Sunset Beach
- Macari Vineyards
- Pindar Vineyards
- Greenport Carousel