5/5 - Excellent
Verified traveler
Aug 6, 2019Very serene and quiet.
Where to stay in Shelter Island Heights
The Heights
4.5/5(10 area reviews)
If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.
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.
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is ₩108,703 per night from Jun 10 to Jun 11
₩108,703
per night
Jun 10 - Jun 11
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! (787 reviews)
"Very clean room, nice view of the costal area from balcony. They are under remodling so some areas were umderstamdaly rough. Bit the awesome staff find us the perfect room was appreciated. We will stay there again soon."
Reviewed on May 31, 2024
The Rams Head Inn
108 South Rams Island Drive, Shelter Island Heights, NY
The price is ₩370,163 per night from Jun 6 to Jun 7
₩370,163
per night
Jun 6 - Jun 7
Stay at this 4-star inn in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mashomack Preserve and Gardiner's Bay ...
9.2/10 Wonderful! (7 reviews)
"It's traditional, quaint, serene, and the air is fresh"
Reviewed on Apr 27, 2024
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is ₩139,189 per night from Jun 11 to Jun 12
₩139,189
per night
Jun 11 - Jun 12
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 pool ...
7.4/10 Good! (966 reviews)
"Great hotel for the money, though it's a little off the beaten path (I had no idea where to find Old Saybrook from the hotel location). Still, it was perfect for my needs. They had a nice (free) continental breakfast and the pool area was great."
Reviewed on May 28, 2024
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.
Windward Shores Ocean Resort
2062 Montauk Highway, PO Box 7031, Amagansett, NY
Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (238 reviews)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
Reviewed on May 12, 2024
Montauk Manor
236 Edgemere St., Montauk, NY
Stay at this 3.5-star spa aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. ...
9/10 Wonderful! (1,007 reviews)
"Best affordable hotel in Montauk"
Reviewed on May 13, 2024
The Surf Club
20 Surfside Avenue, Montauk, NY
Stay at this 3.5-star beach aparthotel in Montauk. Enjoy free WiFi, a beach locale, and room service. Popular attractions South Edison Beach and Kirk Park Beach ...
8.4/10 Very Good! (218 reviews)
"Very nice location and nice condo"
Reviewed on Nov 16, 2023
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.
Check Shelter Island Heights hotel availability
Popular places to visit
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.
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.
Reviews of Shelter Island Heights
4.7
Top Destination
5/5 - Excellent
Verified traveler
Jul 2, 2019love the island and the local very friendly will go back but not stay at the pridwin, we did eat dinner there was very disappointing food was dry and overdone
5/5 - Excellent
Verified traveler
Sep 30, 2018We loved the area, the people, the food, the ferry. We came to celebrate our anniversary and we will be back.
5/5 - Excellent
Jennifer
Sep 2, 2018Wonderful, peaceful place to visit. Easy to get to from NYC. I'd go back in a heartbeat.
5/5 - Excellent
Phil
Sep 1, 2018Over rated and expensive