Photo by Brian V. Rowe

Beach Resorts in Shelter Island Heights

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Heights Beach Resorts

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Shelter Island Heights beach hotels

Restaurant
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is S$154
includes taxes & fees
6 Jan - 7 Jan, 2026
House on Chase Creek
Exterior
The Rams Head Inn

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Lobby
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (451)
"Easy check in and check out, comfortable bed, clean"
United States
Eric
The price is S$137
includes taxes & fees
29 Dec - 30 Dec
Best Western Niantic - New London/Mystic Area
Premium bedding, pillow-top beds, blackout curtains, 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 S$245
includes taxes & fees
4 Jan - 5 Jan, 2026
Offshore Montauk
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, (1007)
"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
Seasonal outdoor pool, pool umbrellas, pool 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, (1271)
"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 S$230
includes taxes & fees
23 Dec - 24 Dec
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 S$132
includes taxes & fees
23 Dec - 24 Dec
The Niantic 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, (463)
"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 traveller
The price is S$100
includes taxes & fees
4 Jan - 5 Jan, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Lobby lounge
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (548)
"Awesome stay!!! Great Location "
United States
Bryan
The price is S$261
includes taxes & fees
23 Dec - 24 Dec
The Harbor Front 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 Heights 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 2 days ago
Water's Edge Resort & Spa

Frequently asked questions

What is Shelter Island Heights like for travellers who love the beach?
Known for its beaches and island views, Shelter Island Heights offers a lot for the traveller booking a beach holiday.
What's the best accommodation option for a beach holiday in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach .
When's the best time for a beach holiday in Shelter Island Heights?
You can plan your beach trip with this snapshot of year-round temperatures in Shelter Island Heights: The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.
What is there to see and do around Shelter Island Heights?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you're excited to scope out the beaches, spend a relaxing day by the water at Menhadden Lane Beach or 67 Steps Beach. Discover the area's island views, and make time for local attractions such as Sunset Beach and Crescent Beach. For more things to see and do, consider visiting Shelter Island Country Club or Sylvester Manor.
What's the best way to get to my beach hotel in Shelter Island Heights?
Here's some information to help you get to and around your beach accommodation in Shelter Island Heights with ease. To get to Shelter Island Heights, you can fly into East Hampton, NY (HTO), the closest major airport, which is located 10.2 mi (16.4 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia