Where to stay in Shelter Island

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.

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.

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.

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.

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.

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.

The Atlantic Hotel

1655 County Road 39, Southampton, NY

Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

7/10 Good! (913 reviews)

"Nice place. Recommend."

Reviewed on 18 Aug 2025

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Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

Fully refundableReserve now, pay when you stay

€100

15 Sept - 16 Sept

includes taxes & fees

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 ...

7.6/10 Good! (1,011 reviews)

"Perfect spot for my visit"

Reviewed on 17 Aug 2025

Marram

21 Oceanview Terrace, Montauk, NY

€448

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 and South Edison Beach are ...

8.6/10 Excellent! (213 reviews)

"Small, but comfortable room. Excellent location right on the beach. There was a mix up with our dinner at the hotel one night and my husband’s dinner came out much later than mine. It wasn’t a big deal, but the hotel comped our meal, brought us a free dessert, and comped our post-dinner drinks at ..."

Reviewed on 19 Aug 2025

See all 4,711 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.

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

Shelter Island

Stay at this property in Shelter Island. Enjoy air conditioning. Popular attractions Wades Beach and Shelter Island Historical Society are located nearby.

Waterfront House With Dock And Private Beach

Shelter Island

Stay at this vacation home in Shelter Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mashomack Preserve and Wades Beach are located ...

10/10 Exceptional! (14 reviews)

"Beautiful house. We loved the location and the view was amazing. We loved using the kayak and just relaxing here."

Reviewed on 13 Aug 2025

Montauk Manor

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! (1,236 reviews)

"Immaculate restored hotel with kitchens in every unit. The property grounds were beautiful and very peaceful. A great place to stay in Montauk!"

Reviewed on 16 Aug 2025

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.

Check Shelter Island hotel availability

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.

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.

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.

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.

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.

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.

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

€128

per adult

From Mattituck: North Fork Area Bike Tour with Food Tasting

€120

per adult

See all activities in Shelter Island

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Shelter Island

Travel Guide

Visit Shelter Island

Where to stay in Shelter Island

Menantic Creek

Silver Beach

Coecles Harbor

Hay Beach

Shorewood

Montclair Colony

The Atlantic Hotel

Quality Inn Old Saybrook - Westbrook

Marram

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

Waterfront House With Dock And Private Beach

Montauk Manor

Check Shelter Island hotel availability

Popular places to visit

Gardiner's Bay Country Club

Shelter Island Whale's Tail

Mashomack Preserve

Wades Beach

Shell Beach

Shelter Island Historical Society

Things to do

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

From Mattituck: North Fork Area Bike Tour with Food Tasting

East Hampton

Shelter Island Heights

Southold

East Marion