Shelter Island Heights

Travel Guide
Photo by Erisa Dilo
Photo by Erisa Dilo

Where to stay in Shelter Island Heights

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

The Heights
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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.

Hay Beach
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is CA $134 per night from Jun. 3 to Jun. 4
CA $134
CA $154 total
includes taxes & fees
Jun 3 - Jun 4
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! (964 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

Quality Inn Old Saybrook - Westbrook
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is CA $770 per night from Jun. 2 to Jun. 3
CA $770
CA $1,049 total
includes taxes & fees
Jun 2 - Jun 3
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (570 reviews)
"Great time beautiful property"

Reviewed on May 21, 2024

Gurney's Montauk Resort & Seawater Spa
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
The price is CA $251 per night from Jun. 3 to Jun. 4
CA $251
CA $346 total
includes taxes & fees
Jun 3 - Jun 4
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (76 reviews)
"Large room recently updated, didn’t hear other guests"

Reviewed on May 29, 2024

The Bentley Hotel Southampton
See all 4,851 properties in Shelter Island Heights
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.
Montauk Manor
Montauk Manor
3.5 out of 5
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! (1,022 reviews)
"Best affordable hotel in Montauk"

Reviewed on May 13, 2024

Montauk Manor
Windward Shores Ocean Resort
Windward Shores Ocean Resort
3 out of 5
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! (234 reviews)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"

Reviewed on May 12, 2024

Windward Shores Ocean Resort
The Surf Club
The Surf Club
3.5 out of 5
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! (217 reviews)
"Very nice location and nice condo"

Reviewed on Nov. 16, 2023

The Surf Club
See all properties in Shelter Island Heights
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.

Popular places to visit

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Sunset Beach

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.

Sunset Beach
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Crescent Beach

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.

Crescent Beach
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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.

Shelter Island Country Club

Things to do

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Private Hamptons Tour with Outlet Center Shopping

CA $1,623
Per adult
Private Hamptons Tour with Outlet Center Shopping
See all activities in Shelter Island Heights

Cities near Shelter Island Heights

Shelter Island

Shelter Island

Photo by Benny Goh

East Marion