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Top Rated Shelter Island Heights Hotels

Shelter Island House
Shelter Island House
3.5 out of 5.0 11 Stearns Point Rd, Shelter Island Heights, NY
$175
1.5/5 (2 reviews)

I was overcharge $111! I've been trying to contact the hotel, filed a claim/dispute with my bank, there was no reciept/reason given for this extra charge. Crazy, never had any problem like it!

Reviewed on Feb 28, 2019
Guests of Shelter Island House enjoy access to free WiFi in public areas, a meeting room, and a seasonal outdoor pool. There's free parking if you drive. Front-desk ...
The Chequit Inn
The Chequit Inn
4.0 out of 5.0 23 Grand Ave, Shelter Island Heights, NY
$245
3.3/5 (3 reviews)

Amazing place! Picture perfect and relaxing, wonderful personnel and accommodations

Reviewed on Nov 6, 2018
The Chequit Inn features free WiFi in public areas, a meeting room, and coffee in a common area. You can take advantage of free parking if you drive. Front-desk ...
House on Chase Creek
House on Chase Creek
2.5 out of 5.0 3 Locust Avenue, Shelter Island Heights, NY
$115
5.0/5 (1 reviews)
Guests staying at House on Chase Creek enjoy free WiFi in public areas, a terrace, and a garden. A stay here includes free parking. The front desk is staffed ...
SEVEN - Shelter Island Guest House
SEVEN - Shelter Island Guest House
3.5 out of 5.0 7 Stearns Point Road, P.O. Box 561, Shelter Island Heights, NY
$277
5.0/5 (2 reviews)

It was all great! No, really great. Pretty darn good.

Reviewed on Oct 15, 2019
Guests of SEVEN - Shelter Island Guest House enjoy access to free WiFi in public areas, a meeting room, and a 24-hour business center. You can take advantage ...
West Neck Guesthouse
West Neck Guesthouse
3.5 out of 5.0 31 W Neck Rd, Shelter Island Heights, NY
$160
Guests of West Neck Guesthouse enjoy free WiFi in public areas, coffee in a common area, and free use of bicycles. Free parking is included with your stay. Other ...
The Pridwin Hotel
The Pridwin Hotel
3.0 out of 5.0 81 Shore Road, Shelter Island Heights, NY
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The hotel is in need of a gut renovation, It’s very old! While showering, expect a shot of ice cold water every few seconds. While at the bar, expect to be attacked by fruit flys. While trying to sleep, expect a ton of noise coming from outside if you are facing the back where the air conditioning ...

Reviewed on Jul 25, 2018
A private beach, outdoor tennis courts, and free WiFi in public areas are featured at The Pridwin Hotel. You can take advantage of free parking, along with a ...
Dering Harbor Inn
Dering Harbor Inn
2.5 out of 5.0 13 Winthrop Road, Shelter Island Heights, NY
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5.0/5 (1 reviews)

Beautiful property, wonderful staff. So relaxing! Loved it!

Reviewed on Aug 28, 2019
Guests staying at Dering Harbor Inn enjoy an outdoor pool, a fitness center, and an outdoor tennis court. A stay here includes free parking. Staff members can ...
Peaceful Shelter Island Getaway-directly Across From Preserved Land
Peaceful Shelter Island Getaway-directly Across From Preserved Land
Shelter Island Heights, NY
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This vacation home is a smoke-free vacation home.
Beach Front, Renovated Summer Home in Picturesque Island
Beach Front, Renovated Summer Home in Picturesque Island
Shelter Island Heights, NY
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At this vacation home, guests have access to a garden.

Luxury Hotels in Shelter Island Heights

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Pet Friendly Shelter Island Heights Hotels

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Finding a Hotel in Shelter Island Heights


So you're considering a holiday to Shelter Island Heights? If you want a place to hang your hat that's located near some Shelter Island Heights attractions, just go to Orbitz, choose your travel dates, and voilà! Review the list of hotels and other accommodations to find those that are close to what you want to see while you're in the area.


Whether you want to find an apartment or a budget-friendly motel, Shelter Island Heights offers 20 lodging choices including:

  • 4 hotels
  • 3 B&Bs

We make it easy to find a convenient flight to East Hampton, NY (HTO), which is 9.3 mi (15 km) from the city center. Find the ideal flight in a flash by using the filters on our site to narrow down your search.


Accommodations in Shelter Island Heights


Orbitz can help you find lodging that has all the amenities you want in a hotel, whether that's free parking, a kitchen, or a swimming pool.

If you want a quick bite before hitting the road to explore the area, consider one of these Shelter Island Heights properties, known for their free breakfast:

  • SEVEN - Shelter Island Guest House
  • The Pridwin Hotel
  • West Neck Guesthouse

Take a dip when you stay at one of these Shelter Island Heights properties, liked for their pools.

  • Shelter Island House
  • The Pridwin Hotel
  • Dering Harbor Inn

What's the Weather Like in Shelter Island Heights?


Debating whether you'll need socks with your sandals while you're here? Shelter Island Heights is typically warmest in July and August, while it’s usually the chilliest in January and February. The rainiest months are October and June, while the driest months are normally February and September. Here's a summary of seasonal temps and rainfall so you'll be fully prepared for everything Mother Nature can deliver:


  • January to March: average temp during the day is 54°F and 20°F at night
  • April to June: average temp during the day is 84°F and 35°F at night
  • July to September: average temp during the day is 85°F and 49°F at night
  • October to December: average temp during the day is 68°F and 22°F at night
  • Annual rainfall average: 51.10 inches

Things to See and Do in Shelter Island Heights


Enjoy the natural setting of Shelter Island Heights and experience the beaches. Take in these notable tourist attractions during your trip:

  • Sylvester Manor
  • Shelter Island Whale's Tail
  • Shelter Island Country Club
  • Sunset Beach
  • Gardiner's Bay Country Club
  • Crescent Beach

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.