A pebbled beach with a sunset and a distant bridge.

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Check availability on Shelter Island Heights Beach Resorts & Hotels

Tonight
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Shelter Island Heights beach hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, white building with multiple windows and a prominent tree in the foreground.
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.

1. The Chequit

The Chequit
The Heights
฿9,685
฿11,065 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 sign for 'House on Chase Creek' with a duck illustration.
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
฿8,135
฿9,295 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 swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.
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.
฿17,691
฿22,233 total
includes taxes & fees
15 Sept - 16 Sept
The Pridwin Hotel

4. Shelter Island House

Shelter Island House
Shelter Island Heights
฿10,471
฿11,964 total
includes taxes & fees
1 Sept - 2 Sept
Shelter Island House
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A backyard with a large chessboard, outdoor furniture, and a house.
A bathroom with a shower, a bathtub, a window with a view of trees, a framed picture on the wall, and a potted plant.
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
฿10,380
฿11,860 total
includes taxes & fees
1 Sept - 2 Sept
West Neck Guesthouse
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 restaurant with a signboard listing its hours of operation.

6. Zey Hotel

Zey Hotel
Greenport
฿6,705
฿7,660 total
includes taxes & fees
1 Sept - 2 Sept
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 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.

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.
฿13,079
฿14,943 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 balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

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.
฿8,584
฿10,753 total
includes taxes & fees
1 Oct - 2 Oct
The Harbor Front Inn

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.
฿10,001
฿14,377 total
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.
A cozy interior with a wooden bench, a sofa, and a bar area.
A cozy interior with a bar area, seating, and a fireplace.
A bedroom with a bed, bedside tables, a nightstand, a lamp, a painting, a robe, and a bathroom door.

10. Oyster Estate

Oyster Estate
Greenport
฿10,778
฿13,579 total
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Everything"
Theresa 2-night trip
Posted 1 hour ago
Saybrook Point Resort & Marina
Montauk Yacht Club

Montauk Yacht Club

8/10 Good
"Resort is beautiful, small lake, beautiful harbor, restaurants and hotel stunning. Room had a couple dirty, worn areas…lampshades, shower but overall nice."
mahsa 1-night trip
Posted 5 hours ago
Montauk Yacht Club
Budget Host East End

Budget Host East End

10/10 Excellent
"The place and room was clean and safe. The staff was nice but not friendly however the cleaning lady was amazing. WiFi worked and was easy to connect to. The AC worked perfect so I was comfortable the entire stay which was 4 days. I would stay again."
radesky 3-night trip
Posted 2 days ago
Budget Host East End
Marram

Marram

10/10 Excellent
"none"
ITALO 1-night trip
Posted 2 days ago
Marram
The Pridwin Hotel

The Pridwin Hotel

8/10 Good
"lovely place. Had an issue with my AC and there was nobody around to fix it"
Harris 2-night trip
Posted 5 days ago
The Pridwin Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."
mathea 1-night trip
Posted 8 days ago
Pier Blue Inn Old Saybrook - Essex

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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