Shelter Island, NY

Travel Guide
Photo by tom owens
Photo by tom owens

Where to stay in Shelter Island

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Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Shelter Island Country Club.

Menantic Creek
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Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Silver Beach
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Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Shelter Island Historical Society, some noteworthy sights in the nearby area.

Coecles Harbor
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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
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Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Shell Beach and Shelter Island Historical Society.

Shorewood
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Montclair Colony

While Montclair Colony isn't home to many top sights, Shell Beach and Sunset Beach are some notable places to visit nearby.

Montclair Colony
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is AED91 per night from Jun 24 to Jun 25
AED91
per night
Jun 24 - Jun 25
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! (797 reviews)
"Overall, this was a very good experience. The room was clean, including the bed and the bathroom. Everything worked as expected, and there was plenty of hot water for showering. The TV and the WiFi worked well. It felt safe. The property is convenient to all mid-shoreline activities. It was very ..."

Reviewed on 17 Jun, 2024

Pier Blue Inn Old Saybrook - Essex
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 AED790 per night from Jun 23 to Jun 24
AED790
per night
Jun 23 - Jun 24
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! (578 reviews)
Montauk
"Love this town and gurneys for decades"

Reviewed on 18 Jun, 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 AED462 per night from Jul 17 to Jul 18
AED462
per night
Jul 17 - Jul 18
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! (93 reviews)
"Amazing hotel."

Reviewed on 19 Jun, 2024

The Bentley Hotel Southampton
See all 4,865 properties in Shelter Island
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! (1,028 reviews)
Montauk Manor is our New Favorite Place in Montauk
"Montauk Manor is a beautiful property and very well maintained. The views are spectacular. Monty's restaurant had delicious breakfasts and dinners. The pool was very nice. The accommodations were very clean. The outdoor patio was an added bonus. The staff were very pleasant and helpful."

Reviewed on 10 Jun, 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! (240 reviews)
"Access to the beach."

Reviewed on 13 Jun, 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! (219 reviews)
"Very nice location and nice condo"

Reviewed on 16 Nov, 2023

The Surf Club
See all properties in Shelter Island
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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Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club
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Shell Beach

Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Shell Beach
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Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

Shelter Island Whale's Tail
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Shelter Island Historical Society

4/5(1 review)

You can enjoy some culture when you stop by Shelter Island Historical Society in Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society
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Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Mashomack Preserve
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Wades Beach

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach