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

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Our top choices for Shelter Island beach hotels

1. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (96 reviews)
  • cleanliness
    Unwind on a private sandy shoreline with loungers and umbrellas at this bayside retreat, where ocean-view dining meets coastal tranquility.
The price is Rp11.665.185
Rp14.660.199 total
includes taxes & fees
2 Sept - 3 Sept
The Pridwin Hotel

2. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (63 reviews)
The price is Rp5.699.458
Rp6.511.709 total
includes taxes & fees
4 Aug - 5 Aug
Shelter Island House

3. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (85 reviews)
The price is Rp6.979.380
Rp7.973.834 total
includes taxes & fees
4 Aug - 5 Aug
House on Chase Creek

4. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (43 reviews)
The price is Rp5.649.897
Rp6.455.120 total
includes taxes & fees
4 Aug - 5 Aug
West Neck Guesthouse

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (278 reviews)
  • cleanliness
    Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodation at this tranquil seaside aparthotel.
The price is Rp8.627.131
Rp11.463.254 total
includes taxes & fees
18 Aug - 19 Aug
Cliffside Resort Condominiums

6. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
The price is Rp6.893.415
Rp7.875.727 total
includes taxes & fees
4 Aug - 5 Aug
The Chequit

7. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (366 reviews)
The price is Rp4.379.346
Rp5.003.403 total
includes taxes & fees
2 Sept - 3 Sept
Zey Hotel

8. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (653 reviews)
The price is Rp9.173.198
Rp10.480.379 total
includes taxes & fees
9 Aug - 10 Aug
Sag Harbor Inn

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (186 reviews)
The price is Rp9.975.537
Rp12.117.993 total
includes taxes & fees
5 Aug - 6 Aug
The Menhaden

10. Oyster Estate

Oyster Estate
2.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
The price is Rp8.677.593
Rp10.933.294 total
includes taxes & fees
1 Sept - 2 Sept
Oyster Estate
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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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 Sunset Beach and Shelter Island Historical Society. For more things to see and do, consider visiting Shelter Island Whale's Tail 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.