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

Beach Resorts in Shelter Island

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Check availability on Shelter Island Beach Resorts

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 staircase with wooden balusters and a white wall.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

1. The Chequit

The Chequit
The Heights
S$218
includes taxes & fees
1 Nov - 2 Nov
The Chequit
Front of property – evening/night
Property amenity
Terrace/patio
Bar (on property)

2. Shelter Island House

Shelter Island House
Shelter Island Heights
S$294
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House
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 grassy area with trees and a view of a body of water.

3. 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$413
includes taxes & fees
20 Oct - 21 Oct
Silver Sands Motel & Beach Bungalows
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 bathroom with a bathtub, green tiled walls, and windows with white blinds.
A restaurant with a signboard listing its hours of operation.

4. Zey Hotel

Zey Hotel
Greenport
S$246
includes taxes & fees
4 Oct - 5 Oct
Zey Hotel
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 modern living room with a blue sofa, a round coffee table, and a unique chair.
A storefront with a sign reading "THE SHOALS".

5. 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$327
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
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 hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A table with a vase of dried flowers, a bottle of champagne, and two glasses.

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.
S$258
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn
Beach
Living area
Room
Room

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodation at this tranquil seaside aparthotel.
S$389
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
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 building with a red facade, a green tree in front, and a sign reading "OPENSPACE".
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

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.
S$417
includes taxes & fees
4 Oct - 5 Oct
American Beech Hotel
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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Nice place !"
Donald 1-night trip
Posted less than an hour 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 4 hours ago
Ocean Resort Inn
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"Byłoby miło gdyby w pokoju oprócz kawy była także herbata."
Wojciech 1-night trip
Posted 7 hours ago
The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"They upgraded us to a balcony and there was a lot to do there. The pool and hot tub were nice too!"
Beth 1-night trip
Posted 14 hours ago
Water's Edge Resort & Spa
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beachcomber was wonderful loved it"
elizabeth 3-night trip
Posted 1 day ago
Beachcomber Resort at Montauk
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

8/10 Good
"The staff are very welcoming. A small point but the hot water in the bathroom is just warm and takes a time to arrive...."
David 2-night trip
Posted 1 day ago
Saybrook Point Resort & Marina
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 2 days ago
Montauk Yacht Club
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The beach was perfect"
Igor 1-night trip
Posted 2 days ago
Ocean Vista Resort

Frequently asked questions

What is Shelter Island like for travellers who love the beach?
Discover your ideal place to stay in Shelter Island, which has a lot to offer the traveller looking for a beach getaway.
What's the best place to stay 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 holiday in Shelter Island?
Plan your trip to the beach with this snapshot of year-round temperatures in Shelter Island: 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 is 1452 mm.
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 centre. If you'd like to venture out around the area, you may want to rent a car for your trip.

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