Shelter Island

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

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

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 Wades Beach and Sunset Beach.

Montclair Colony
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
Fully refundableReserve now, pay when you stay
The price is RM1,228 per night from 15 Sept to 16 Sept
RM1,228
RM2,197 total
15 Sept - 16 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point ...
8.6/10 Excellent! (210 reviews)
"Food was amazing, bed was so comfy and clean, overall 10/10"

Reviewed on 13 Aug 2025

Marram
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
Stay at this 3-star hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (567 reviews)
"Everything was perfect"

Reviewed on 14 Aug 2025

Get rates
Beachcomber Resort at Montauk
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is RM1,219 per night from 9 Sept to 10 Sept
RM1,219
RM1,599 total
9 Sept - 10 Sept
includes taxes & fees
Stay at this 4-star 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! (560 reviews)
"Feels like a remote vacation destination just a couple of hours from home. Self-contained property with private beach and pool away from crowds and tourists, but close to town."

Reviewed on 13 Aug 2025

Sound View Greenport
See all 4,716 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! (1,233 reviews)
"Lovely and very clean"

Reviewed on 13 Aug 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 WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.4/10 Very Good! (405 reviews)
Great place
"The Staff is great and super helpful. I have stayed there many times."

Reviewed on 11 Aug 2025

Montauk Oceanside Suites
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 Montauk Point and South Edison Beach ...
8.6/10 Excellent! (270 reviews)
"The front desk was great !!"

Reviewed on 10 Aug 2025

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

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

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

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

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

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 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

Things to do

Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

RM595
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Shelter Island