Shelter Island, NY

Travel Guide
Photo by tom owens
Photo by tom owens
Photo by Rich Barton
Photo by Rich Barton

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 Shelter Island Historical Society and Sunset Beach.

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 Shelter Island Historical Society.

Silver Beach
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Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Historical Society and Sunset Beach, some noteworthy sights in the nearby area.

Coecles Harbor
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Shorewood

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

Shorewood
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Hay Beach

Hay Beach might not have many top sights, but Greenport Carousel and Greenport Farmers' Market are two attractions nearby that you can check out.

Hay Beach
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Montclair Colony

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

Montclair Colony
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
The price is AED 433 per night from Jan 21 to Jan 22
AED 433
AED 495 total
includes taxes & fees
21 Jan - 22 Jan
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,003 reviews)
"It’s a beautiful hotel in a convenient location in Riverhead. Most places are in walking distance. Hotel and rooms were very clean. And the staff were very welcoming"

Reviewed on 5 January 2025

Hyatt Place Long Island East End
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is AED 481 per night from Jan 8 to Jan 9
AED 481
AED 621 total
includes taxes & fees
8 Jan - 9 Jan
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,087 reviews)
"We have stayed at the Montauk Manor for the holidays many times and find it friendly, peaceful and comfortable."

Reviewed on 26 December 2024

Montauk Manor
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is AED 314 per night from Jan 9 to Jan 10
AED 314
AED 361 total
includes taxes & fees
9 Jan - 10 Jan
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 helpful ...
7.4/10 Good! (1,002 reviews)
"We like the conveniece of being near family and Mystic. Breakfast was fine."

Reviewed on 30 December 2024

Quality Inn Old Saybrook - Westbrook
See all 4,666 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 aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,087 reviews)
"We have stayed at the Montauk Manor for the holidays many times and find it friendly, peaceful and comfortable."

Reviewed on 26 December 2024

Montauk Manor
Montauk Oceanside Suites
Montauk Oceanside Suites
3 out of 5
115 South Emerson Avenue, Montauk, NY
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions South Edison Beach and Kirk Park Beach ...
8.4/10 Very Good! (349 reviews)
"Location, location..."

Reviewed on 31 December 2024

Montauk Oceanside Suites
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 clean rooms ...
8.6/10 Excellent! (261 reviews)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"

Reviewed on 5 December 2024

Windward Shores Ocean Resort
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

Shelter Island Historical Society

4/5(1 review)

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

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

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

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

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

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House