Shelter Island Travel Guide

Tourist Guide

Photo by tom owens
Photo by Rich Barton

Where to stay in Shelter Island

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Coecles Harbor

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

Coecles Harbor
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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 Crescent Beach.

Menantic Creek
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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 Crescent Beach and Sunset Beach.

Silver 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 Sunset Beach and Crescent Beach.

Shorewood
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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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Montclair Colony

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

Montclair Colony
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 Rp5.483.610 per night from 4 Nov to 5 Nov
Rp5.483.610
Rp7.484.215 total
4 Nov - 5 Nov
includes taxes & fees
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 their reviews. ...
8.2/10 Very Good! (679 reviews)
Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely

Reviewed on 26 Oct 2025

Gurney's Montauk Resort & Seawater Spa
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 Rp1.331.022 per night from 2 Nov to 3 Nov
Rp1.331.022
Rp1.530.758 total
2 Nov - 3 Nov
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. ...
7.8/10 Good! (1,007 reviews)
Clean room excellent staff extremely helpful plenty of parking

Reviewed on 25 Oct 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 Rp1.977.423 per night from 9 Nov to 10 Nov
Rp1.977.423
Rp2.259.206 total
9 Nov - 10 Nov
includes taxes & fees
Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, a beach locale and parking (surcharge). Popular attractions Montauk Point and South Edison Beach are located ...
9/10 Wonderful! (174 reviews)
Great view of the ocean with nice balcony.

Reviewed on 26 Oct 2025

Montauk Blue Hotel
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! (1,258 reviews)
Always excellent, even suring my eleventh stay.

Reviewed on 26 Oct 2025

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 Wi-Fi, free parking and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.4/10 Very Good! (415 reviews)
Property was clean and nice but did not smell good inside, it need candles and air freshener, also think something was off about the sewage system

Reviewed on 16 Sept 2025

Montauk Oceanside Suites
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
Stay at this 3-star beach aparthotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
8.8/10 Excellent! (244 reviews)
Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in.

Reviewed on 11 Oct 2025

Cliffside Resort Condominiums
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

Things to do