Find Beach Hotels in Shelter Island, NY

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Check availability on Shelter Island Beach Hotels

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Shelter Island beach hotels

Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (83)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is ￥18,315
￥29,936 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Offshore Montauk
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (879)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Lobby
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1270)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ￥21,864
￥28,067 total
includes taxes & fees
Dec 22 - Dec 23
Montauk Manor
Beach nearby
The Niantic Inn

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (128)
"Great location. Nice and clean room and property"
United States
Eric
The price is ￥14,055
￥16,164 total
includes taxes & fees
Dec 23 - Dec 24
The Niantic Inn
Free cribs/infant beds, rollaway beds, free WiFi, bed sheets
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is ￥12,305
￥14,151 total
includes taxes & fees
Dec 22 - Dec 23
Clinton Motel
Exterior
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1006)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex
Exterior
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (710)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn
Individually decorated, individually furnished, desk, laptop workspace
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (462)
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveler
The price is ￥10,574
￥12,160 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ￥11,995
￥30,501 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Stern at Soundview · Beach+Ocean+Sunrise
Private beach nearby, beach towels
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (444)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥15,617
￥20,185 total
includes taxes & fees
Dec 22 - Dec 23
Hamlet Inn
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.
View all properties

Top Shelter Island Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Everything was wonderful. Staff was friendly, very clean,we enjoyed it."
Donna 1-night trip
Posted 22 hours ago
Water's Edge Resort & Spa

Frequently asked questions

What is Shelter Island like for travelers who love the beach?
Discover your ideal place to stay in Shelter Island, which has a lot to offer the traveler looking for a beach getaway.
What's the best hotel to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach.
When's the best time for a beach vacation in Shelter Island?
Plan your trip to the beach with this snapshot of weather throughout the year in Shelter Island: The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.
What is there to see and do around Shelter Island?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can head straight to Crescent Beach or Wades Beach for some quality time by the water. Discover a variety of local attractions, which include Sunset Beach and Shelter Island Historical Society. For more things to see and do, consider visiting Shelter Island Whale's Tail or Mashomack Preserve.
What's the best way to get to my beach hotel in Shelter Island?
Here's some information to help you get to and around your beach accommodation in Shelter Island more easily: Make your way to Shelter Island with a flight to East Hampton, NY (HTO), the closest major airport which is located 8.8 mi (14.2 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.