A pebbled beach with a sunset and a distant bridge.

Beach Resorts in Shelter Island Heights

  • 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 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Shelter Island Heights beach hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A staircase with wooden balusters and a white wall.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
The Heights
S$293
includes taxes & fees
4 Oct - 5 Oct
The Chequit
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
A bedroom with a bed, a nightstand, a desk, a chair, a window with curtains, and a ceiling fan.
A sign for 'House on Chase Creek' with a duck illustration.

2. House on Chase Creek

House on Chase Creek
The Heights
S$314
includes taxes & fees
6 Oct - 7 Oct
House on Chase Creek

3. Shelter Island House

Shelter Island House
Shelter Island Heights
S$293
includes taxes & fees
6 Oct - 7 Oct
Shelter Island House
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A large, light blue two-story house with a steep roof, surrounded by greenery and a gravel driveway.
A hotel room with a large bed, a sofa, a TV on a shelf, and a window with curtains.
A bathroom with a shower, a bathtub, a window with a view of trees, a framed picture on the wall, and a potted plant.

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
S$457
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A restaurant with a signboard listing its hours of operation.
A bar area with stools, a shelf with glasses, and decorative plants.

5. Zey Hotel

Zey Hotel
Greenport
S$246
includes taxes & fees
27 Sept - 28 Sept
Zey Hotel
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.
A grassy area with trees and a view of a body of water.
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
  • Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.
S$403
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A large building with multiple floors, surrounded by a residential area with houses and a body of water.

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
S$382
includes taxes & fees
12 Oct - 13 Oct
The Harbor Front Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, a round coffee table, and a unique chair.

8. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
  • Rejuvenate on a private island with beach yoga and sunset views on the bay.
S$326
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

9. American Beech Hotel

American Beech Hotel
Greenport
  • Relax by the shoreline at Greenport's charming American Beech Hotel, just a 3-minute drive to coastal bliss and hiking trails.
S$400
includes taxes & fees
28 Sept - 29 Sept
American Beech Hotel
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.
A two-story hotel with a modern design, featuring a prominent black and white striped awning, large windows, and a well-maintained front garden with various plants and flowers.
A modern living room with a black sofa, a glass vase with green plants, and a large floral wall mural.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

10. The Menhaden

The Menhaden
Greenport
S$537
includes taxes & fees
29 Sept - 30 Sept
The Menhaden
View all properties

Choose what matters most at beach hotels in Shelter Island Heights

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Shelter Island Heights Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"The views from the upper level of Building 400 are the best! So tranquil with a clear view of the ocean! The room we stayed in this year was a little dated furniture and appliance wise. Bathroom was updated! The property is very well maintained and the heated pool is great! Would highly recommend staying at The Beachcomber!!"
Michael 2-night trip
Posted 5 hours ago
Beachcomber Resort at Montauk
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The sunsets are incredible, different each time and it’s like the whole property pauses for that moment, fantastic views."
KRIS E 1-night trip
Posted 6 hours ago
Sound View Greenport
The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"Wonderful- so charming and comfortable; upscale yet casual"
Ann 2-night trip
Posted 6 hours ago
The Pridwin Hotel
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Awesome location by the beach and friendly staff. Great place to stay for a beach getaway!"
Dan 2-night trip
Posted 9 hours ago
Ocean Vista Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Nice room,"
Russell 1-night trip
Posted 13 hours ago
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Beautiful property.The staff were very accommodating ,helpful and friendly.The only complaint to report was the lack of on site eating facilities .We arrived on a rainy Sunday and the outside venue for lunch was closed.The bar did not serve food until 3:30.The only option was the Sunday buffet which was priced at $59.00pp.Starbucks was limited to a grilled cheese or a ham egg sandwich.We were forced to leave the property to have lunch . The espresso martini was priced at &20.00 a tad high .Overall it was an enjoyable stay."
Mary 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Closest to beach and town"
john 1-night trip
Posted 1 day ago
Ocean Resort Inn

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