Shelter Island Travel Guide

Tourist 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

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Shell Beach.

Menantic Creek
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Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Coecles Harbor
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Silver Beach

While Silver Beach may 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 Shell Beach.

Silver Beach
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Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Hay Beach
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Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Shell Beach and Mashomack Preserve.

Shorewood
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Montclair Colony

If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Shell Beach and Sunset Beach.

Montclair Colony
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the property condition in their ...
8.4/10 Very Good! (1,000 reviews)
"front desk was lovely !!"

Reviewed on 8 Jun 2025

Get rates
Montauk Yacht Club
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 Rp1.426.539 per night from 29 Jun to 30 Jun
Rp1.426.539
Rp1.640.520 total
29 Jun - 30 Jun
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.6/10 Good! (978 reviews)
"Great location."

Reviewed on 19 Jun 2025

Pier Blue Inn Old Saybrook - Essex
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is Rp5.722.553 per night from 26 Jun to 27 Jun
Rp5.722.553
Rp6.538.016 total
26 Jun - 27 Jun
includes taxes & fees
Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, a beach locale and parking (surcharge). Popular attractions Montauk Point Lighthouse and Montauk Point ...
9.2/10 Wonderful! (78 reviews)
"Such a lovely stay. From the oceanfront views to every member working the hotel, one of the loveliest Montauk stays we’ve ever experienced."

Reviewed on 22 Jun 2025

Montauk Blue Hotel
See all 4,803 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 Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,199 reviews)
"Great service. Room was very dated. Tennis was great. Will consider staying here again."

Reviewed on 19 Jun 2025

Montauk Manor
Offshore Montauk
Offshore Montauk
4 out of 5
71 S Emerson Ave, Montauk, NY
Stay at this 4-star beach aparthotel in Montauk. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Montauk Point Lighthouse and Montauk ...
4/10 (1 review)
"This is a newly completed/renovated property. Hopefully with time it will develop to a better condition and as it’s advertised, luxury. But right now expect minimal comfort and amenities. It’s like a motel and not a hotel; not worth the price tag."

Reviewed on 22 Jun 2025

Offshore Montauk
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 Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (285 reviews)
"Easy checking in and out Easy access few steps to beach from first floor unit"

Reviewed on 14 Jun 2025

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

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

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

Shell Beach

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

Shell Beach

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

Shelter Island Historical Society

You can spend time browsing 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

Wades Beach

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

Wades Beach

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

Rp2.595.993
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
See all activities in Shelter Island