Shelter Island, NY

Travel Guide

Central Park summer
Central Park summer
View of Dering Harbor
Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in.  A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
A beach cafe was airlifted from the South of France and dropped onto this sandy beach on Shelter Island -- complete with pouty-lipped, summer turtle-neck-wearing, aloof, and decorative French serving girls and bar tenderesses.  It's quite a see and be scene with a rooftop driftwood bar and dining.  Pâté, gzpacho, moule frite, and a cold glass of summer Rosé.  It's worth a boat ride from Sag Harbor.

Where to stay in Shelter Island

Center console boat on Long Island, NY. Photographed by drone.

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 Crescent Beach and Sunset Beach.

Silver Beach
Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

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 Crescent Beach.

Menantic Creek
A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.

Coecles Harbor

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

Coecles Harbor
view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water

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
Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Shell Beach and Mashomack Preserve.

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
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 ₩474,861 per night from Feb 22 to Feb 23
₩474,861
₩651,042 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...
8.2/10 Very Good! (722 reviews)
Room was spotless, staff were great and the resort is top notch!!

Reviewed on Feb 2, 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions South Edison Beach and Kirk Park Beach ...
9.2/10 Wonderful! (188 reviews)
Great view of sunrise and sunset

Reviewed on Jan 19, 2026

Montauk Blue Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is ₩198,230 per night from Feb 19 to Feb 20
₩198,230
₩268,208 total
Feb 19 - Feb 20
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on Jan 10, 2026

Sound View Greenport
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 aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,291 reviews)
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic

Reviewed on Feb 1, 2026

Montauk Manor
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway Montauk NY
Book a stay at this beach condo in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Walking Dunes Trailhead and Hither Hills ...
8.8/10 Excellent! (236 reviews)
The room was beautiful and very clean. The pool was wonderful and so warm. We also used the tennis courts. I would highly recommend this hotel!!!!

Reviewed on Oct 1, 2025

Driftwood Resort
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

Cities near Shelter Island