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

Shelter Island Beach Resorts from RM934

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Check availability on Shelter Island Beach Resorts

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Shelter Island beach hotels

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.
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.

1. House on Chase Creek

House on Chase Creek
The Heights
RM992
RM1,134 total
includes taxes & fees
14 Sept - 15 Sept
House on Chase Creek
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 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.

2. The Chequit

The Chequit
The Heights
RM1,181
RM1,350 total
includes taxes & fees
9 Sept - 10 Sept
The Chequit

3. Shelter Island House

Shelter Island House
Shelter Island Heights
RM1,277
RM1,459 total
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House
A two-story house with a balcony, outdoor seating area, and a variety of plants.
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.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

4. Zey Hotel

Zey Hotel
Greenport
RM818
RM934 total
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel
A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.
A person sitting on a bench with a drink, overlooking a waterfront with a flag and a view of the water.

5. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
  • Unwind on a private sandy shoreline with loungers and umbrellas at this bayside retreat, where ocean-view dining meets coastal tranquility.
RM2,161
RM2,716 total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin 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.
RM1,595
RM1,823 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A bathroom with a tiled wall, a showerhead, a handrail, and a set of toiletries.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

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.
RM1,116
RM1,482 total
includes taxes & fees
8 Sept - 9 Sept
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 light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

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.
RM1,176
RM1,445 total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

9. 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.
RM1,238
RM1,774 total
includes taxes & fees
7 Sept - 8 Sept
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

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Clean and comfortable."
Margo 1-night trip
Posted 6 hours ago
Hampton's Vacation Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"I liked the property. It was nice. The spa was sort of interesting. My boyfriend gets a little sea sick on boats"
David 5-night trip
Posted 12 hours ago
Montauk Yacht Club
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 13 hours ago
Budget Host East End
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Catherine 2-night trip
Posted 2 days ago
Sound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Clean and comfortable room. Very dated furniture."
Leon 1-night trip
Posted 3 days ago
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"I booked through Expedia because I believed the price I was quoted would be the final cost other than incidentals. Additional resort fees and tax were added to the final bill. Over 130.00 in unexpected cost. Be aware when booking."
Debra 1-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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