A pebbled beach with a sunset and a distant bridge.

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Check availability on Shelter Island Heights Beach Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Shelter Island Heights beach hotels

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (73 reviews)
The price is NT$5,895
NT$6,735 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.

2. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
The price is NT$6,024
NT$6,882 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
Front of property - evening/night

3. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 reviews)
The price is NT$11,060
NT$12,636 total
includes taxes & fees
Oct 31 - Nov 1
Shelter Island House
The entrance to The Harbor Front Inn with a double door and the address number 209.

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (668 reviews)
  • cleanliness
    Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
The price is NT$4,663
NT$6,258 total
includes taxes & fees
Nov 16 - Nov 17
The Harbor Front Inn
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (184 reviews)
  • cleanliness
    Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.
The price is NT$9,124
NT$10,425 total
includes taxes & fees
Nov 5 - Nov 6
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.

6. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (439 reviews)
The price is NT$5,279
NT$6,031 total
includes taxes & fees
Oct 28 - Oct 29
Zey Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

7. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (348 reviews)
  • cleanliness
    Rejuvenate on a private island with beach yoga and sunset views on the bay.
The price is NT$5,781
NT$7,419 total
includes taxes & fees
Oct 28 - Oct 29
The Shoals Suites and Slips
A cozy interior with a bar area, seating, and a fireplace.

8. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
The price is NT$6,892
NT$8,684 total
includes taxes & fees
Oct 28 - Oct 29
Oyster Estate
A modern interior with a central water feature, shelves with products, and a clothing rack.

9. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
  • cleanliness
    Relax by the shoreline at Greenport's charming American Beech Hotel, just a 3-minute drive to coastal bliss and hiking trails.
The price is NT$8,173
NT$10,641 total
includes taxes & fees
Oct 29 - Oct 30
American Beech Hotel
A balcony with a view of the ocean, a lawn, and a house in the background.

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
  • cleanliness
    Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodations at this tranquil seaside aparthotel.
The price is NT$5,508
NT$9,908 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at beach hotels in Shelter Island Heights

Pool
Breakfast included

Top Shelter Island Heights Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

8/10 Good
"Restaurant was excellent . Rooms needed repairs and resort fee should have been waived for broke room items"
Ana 1-night trip
Posted 13 hours ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What is Shelter Island Heights like for travelers who love the beach?
Known for its beaches and island views, Shelter Island Heights offers a lot for the traveler booking a beach vacation.
What's the best place for a beach vacation 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 vacation in Shelter Island Heights?
You can plan your beach trip with this snapshot of weather throughout the year in Shelter Island Heights: 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 Heights is 57 inches.
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 like 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 center. If you'd like to venture out around the area, you may want a rental car for your journey.

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