A wooden gazebo by a pond with a large tree trunk nearby.

Beach Hotels in Shelter Island, New York

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Check availability on Shelter Island Beach Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Shelter Island beach hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
A large, white building with multiple windows and a prominent tree in the foreground.
A staircase with wooden balusters and a white wall.

1. The Chequit

The Chequit
The Heights
P9,336
P10,666 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A sign for 'House on Chase Creek' with a duck illustration.
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.

2. House on Chase Creek

House on Chase Creek
The Heights
P11,563
P13,211 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
Front of property - evening/night
Bar (on property)
Property amenity
Terrace/patio

3. Shelter Island House

Shelter Island House
Shelter Island Heights
P12,589
P14,382 total
includes taxes & fees
Oct 5 - Oct 6
Shelter Island House
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A restaurant with a signboard listing its hours of operation.
A bar area with stools, a shelf with glasses, and decorative plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

4. Zey Hotel

Zey Hotel
Greenport
P10,556
P12,060 total
includes taxes & fees
Oct 5 - Oct 6
Zey Hotel
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A kitchen with a large island, a bench, and a view of the lake.
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.
A bedroom with a large bed, a desk, a chair, and a view of the outdoors.

5. 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.
P20,329
P23,227 total
includes taxes & fees
Oct 12 - Oct 13
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A bathroom with a large mirror, a sink, a towel rack, and a shower area.
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 hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

6. 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.
P10,077
P13,299 total
includes taxes & fees
Nov 1 - Nov 2
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 storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, a round coffee table, and a unique chair.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

7. 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.
P12,625
P15,987 total
includes taxes & fees
Nov 1 - Nov 2
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.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

8. 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.
P15,688
P20,425 total
includes taxes & fees
Oct 5 - Oct 6
American Beech Hotel
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

9. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
P13,699
P15,651 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Beach
Terrace/patio
Room
Living area

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodations at this tranquil seaside aparthotel.
P10,573
P19,020 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
View all properties

Choose what matters most at beach hotels in Shelter Island

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Shelter Island Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Melanie 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Nice place !"
Donald 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Such a great spot! Clean, easy access, everything you need!!"
Christian 3-night trip
Posted 2 days ago
Ocean Resort Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 4 days ago
Montauk Yacht Club

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 Wades Beach or Crescent Beach for some quality time by the water. Discover a variety of local attractions, which include Mashomack Preserve and Sunset Beach. For more things to see and do, consider visiting Shelter Island Historical Society or Shell Beach.
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.

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