A pebbled beach with a sunset and a distant bridge.

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Check availability on Shelter Island Heights Beach Resorts & Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Shelter Island Heights 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
฿9,615
฿10,985 total
includes taxes & fees
8 Sept - 9 Sept
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 house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

2. House on Chase Creek

House on Chase Creek
The Heights
฿8,077
฿9,228 total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek
A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.
A person sitting on a bench with a drink, overlooking a waterfront with a flag and a view of the water.
A deck with outdoor seating, overlooking a body of water with a sunset view.

3. 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.
฿17,563
฿22,072 total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

4. Shelter Island House

Shelter Island House
Shelter Island Heights
฿10,396
฿11,877 total
includes taxes & fees
7 Sept - 8 Sept
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 backyard with a large chessboard, outdoor furniture, and a house.
A hotel room with a large bed, a sofa, a TV on a shelf, and a window with curtains.

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
฿10,305
฿11,774 total
includes taxes & fees
23 Aug - 24 Aug
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 bar area with stools, a shelf with glasses, and decorative plants.
A restaurant with a signboard listing its hours of operation.

6. Zey Hotel

Zey Hotel
Greenport
฿6,657
฿7,605 total
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel
A beach with sun loungers and umbrellas, a sandy path, and a view of the 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.
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.

7. 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.
฿15,450
฿17,651 total
includes taxes & fees
20 Sept - 21 Sept
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 bathroom with a tiled wall, a showerhead, a handrail, and a set of toiletries.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.

8. 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.
฿9,148
฿12,154 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 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.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

9. 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.
฿9,630
฿11,830 total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

10. 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.
฿10,075
฿14,441 total
includes taxes & fees
9 Sept - 10 Sept
Cliffside Resort Condominiums
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

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Beautiful place"
Annmarie 1-night trip
Posted 3 hours ago
Montauk Yacht Club
Sound View Greenport

Sound View Greenport

8/10 Good
"Stayed here for 2 nights mid-August. Pool was nice (could have been a little cleaner). Restaurant, excellent. Valet staff, excellent. Front desk staff, good. Bar, nice. Breakfast included, very nice. Room, a bit dated but nicely renovated. Through the years I always wanted to stay here - glad I did. The view (and sunset) of the Long Island Sound from the shared balcony cannot be beat. Breathtaking."
Barbara 2-night trip
Posted 18 hours 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 21 hours 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 23 hours ago
Water's Edge Resort & Spa
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Great place to stay. The closing of the pool at 7pm is a bit early."
Theresa 4-night trip
Posted 2 days ago
Hampton's Vacation Inn
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"It was a great stay!"
Tynan 2-night trip
Posted 3 days 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.

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