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Find Hotels in Shelter Island Heights, NY

SEVEN - Shelter Island Guest House
3.5 out of 5
7 Stearns Point Road, P.O. Box 561, Shelter Island Heights, NY
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0.95 mi from city center
4.9/5Exceptional! (54 reviews)

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

Reviewed on Oct 15, 2019

SEVEN - Shelter Island Guest House
Dering Harbor Inn
2.5 out of 5
13 Winthrop Road, Shelter Island Heights, NY
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0.6 mi from city center
4.6/5Wonderful! (12 reviews)

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

Reviewed on Aug 28, 2019

Dering Harbor Inn
Shelter Island House
3.5 out of 5
11 Stearns Point Rd, Shelter Island Heights, NY
The price is $275 per night
0.93 mi from city center
4.3/5Excellent! (34 reviews)

"Pet friendly and very nice hotel and property. Staff was friendly and very helpful."…"

Reviewed on Sep 11, 2019

Shelter Island House
House on Chase Creek
2.5 out of 5
3 Locust Avenue, Shelter Island Heights, NY
The price is $251 per night
0.7 mi from city center
4.8/5Exceptional! (26 reviews)

"Gorgeous location. Super quiet. Big room suitable for longer stay."…"

Reviewed on Dec 1, 2019

House on Chase Creek
West Neck Guesthouse
3.5 out of 5
31 W Neck Rd, Shelter Island Heights, NY
The price is $225 per night
0.68 mi from city center
3.5/5Good! (13 reviews)

"It was a lovely location and easy to deal with check in and check out. Only complaint was the bed was a bit uncomfortable."…"

Reviewed on Oct 7, 2019

West Neck Guesthouse
The Pridwin Hotel
3 out of 5
81 Shore Road, Shelter Island Heights, NY
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1.73 mi from city center
3.9/5Very Good! (35 reviews)
Nelson Brown

"The bathrooms in the guest rooms need to be updated. Everything else was just fine"…"

Reviewed on Jul 18, 2019

The Pridwin Hotel
Waterfront Home on Beautiful Shelter Island W/large Deep Water Dock
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1.04 mi from city center
4.7/5Exceptional! (9 reviews)
Beautiful Shelter Island get away

"Our stay was wonderful with a large family and many kids . The home is very nice with lots of bedrooms and bathrooms. The location was wonderful and beautiful. I was able to get my boat with a 5' draft to the dock. The owner John were excellent with communication."…"

Reviewed on Aug 12, 2019

Waterfront Home on Beautiful Shelter Island W/large Deep Water Dock
Peaceful Shelter Island Sanctuary With Heated Gunite Saltwater Pool
Waterview Victorian Summer Cottage in Park -like- Setting ,steps to Harbor
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0.9 mi from city center
5/5Exceptional! (2 reviews)
Wonderful vacation

"Eden Roc is a magical house. We all loved sitting on the beautiful porch looking at the water and the osprey. The decor is perfect and it's location in the heart of the village allowed us to walk to restaurants and shops. One of the best vacation houses ever!"…"

Reviewed on Aug 11, 2016

Waterview Victorian Summer Cottage in Park -like- Setting ,steps to Harbor
New Listing: High-end 8-acre, 2-home Estate on Shelter Island w/ Manicured Gardens & Heated Pool
4.7/5Exceptional! (6 reviews)
Beautiful Property

"I recently stayed at the property with my family and young children. We had an amazing stay at the property. The grounds were beautiful, pool amazing, and house clean. Great location to the beach. House had everything we needed. We were all so sad to go."…"

Reviewed on Jun 29, 2020

New Listing: High-end 8-acre, 2-home Estate on Shelter Island w/ Manicured Gardens & Heated Pool
New Listing: On Quiet Street, Heated Swimming Pool, Near Public and Private Association Beaches
Resort Style Home- Family Friendly
Shelter Island Heights, NY
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1.77 mi from city center
5/5Exceptional! (1 review)
A true resort style home to say the least

"This house is terrific. It offers everything a family needs and more to enjoy a relaxing getaway. Excellently open and laid out floor plan. The pool is great, and given the nature of Shelter Island, everything is reasonably close given driving distance. This was our first time on Shelter Island, ..."…"

Reviewed on Aug 18, 2013

Resort Style Home- Family Friendly
New Listing: Rustic Chic Designer Home on Dering Harbor, Private Dock & Deck Overlooking Water
Relax By The Pool, Or Walk To The Beach And Restaurants
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0.52 mi from city center
5/5Exceptional! (4 reviews)
We had a terrific time - the house was perfect for us.

"We really enjoyed our stay. Diana was extremely responsive and everything was perfectly set up. The house is truly a “home” and the location is great - very central to everything - beaches, Marie Eiffel, IGA etc. The pool and outdoor shower were key for our family! We will be back for sure :)"…"

Reviewed on Aug 27, 2019

Relax By The Pool, Or Walk To The Beach And Restaurants
Lovely Property Near Beaches and Amenities
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1.72 mi from city center
Lovely Property Near Beaches and Amenities
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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.

Visiting Shelter Island Heights

Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's opera houses, golf courses, and entertainment choices.

  • There are 15 hotels and other accommodations in Shelter Island Heights
  • The closest major airport is in East Hampton, NY (HTO), 9.3 mi (15 km) from the city center
  • The next closest is in Fishers Island, NY (FID-Elizabeth Field), 20.5 mi (32.9 km) away

Sightseeing and Staying in Shelter Island Heights

The city's natural setting is picturesque, including the beaches and these places to visit: Sunset Beach, Crescent Beach, and Menhadden Lane Beach. A couple of additional sights to add to your agenda are Sylvester Manor and Shelter Island Whale's Tail.

As you plan your vacation, you'll find 15 hotels and other lodging options available to select from in Shelter Island Heights. These are top ones based on our user reviews:

  • SEVEN - Shelter Island Guest House - This 3.5-star bed & breakfast features free breakfast, free WiFi, and free parking.
  • The Chequit Inn - Our customers like the dining options and breakfast at this hotel. This 4-star hotel features free breakfast, a restaurant, and free WiFi.
  • Shelter Island House - With a stay at this 3.5-star hotel, guests can enjoy access to a restaurant and free parking, along with free WiFi. Expedia customers like its dining options and beach locale.

Dressing for Shelter Island Heights

  • Between January and March, you can expect the daytime average to be around 54°F and the nighttime average to be 20°F
  • From April to June, temperatures average about 84°F during the day and 35°F at night
  • July through September averages 85°F during the day and 49°F at night
  • In October-December, the average temperature is 68°F during the day and 22°F at night
  • About 51.10 inches of rain falls on Shelter Island Heights each year
  • Hottest months are usually July and August with an average temperature of 83°F, while the coldest months are January and February with an average of 22°F

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
House on Chase Creek is ranked highly by Expedia customers. This B&B offers free breakfast and free WiFi. Shelter Island House is another top choice for your trip based on reviews.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Enter dates in and click on “Search”, then you can filter by “free cancellation” to review the top deals on offer in Shelter Island Heights.
Where can I learn more about changing or cancelling my trip to Shelter Island Heights?
For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.
What's the best place to stay for a family trip to Shelter Island Heights?
SEVEN - Shelter Island Guest House is a top 3.5-star B&B on Expedia for families, and features free parking and free breakfast. Other good choices for your stay with the kids include Shelter Island House and The Pridwin Hotel. Attractions like Shelter Island Tennis Club and Shelter Island Whale’s Tail are also fun for kids of all ages.
What's the best hotel for couples in Shelter Island Heights?
The Pridwin Hotel is a favorite 3-star hotel for couples, and features in-room massages and a private beach.
What's the best pet-friendly hotel in Shelter Island Heights?
SEVEN - Shelter Island Guest House is a top B&B for people traveling with their pets, and offers concierge services and free WiFi for its human guests.
Where is the best hotel to stay near Sunset Beach?
Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a short distance include The Chequit Inn and West Neck Guesthouse.
What about the best place to stay close to Crescent Beach?
One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. Shelter Island House and SEVEN - Shelter Island Guest House are two other good choices in the immediate area.
What's the best hotel to stay near the beach in Shelter Island Heights?
House on Chase Creek is a top 3-star beachfront hotel with a seasonal outdoor pool and free breakfast. Other good choices for your stay near the beach include House on Chase Creek and SEVEN - Shelter Island Guest House. To enjoy some time by the water, head to Sunset Beach or Crescent Beach.
What's the best hotel for a golf vacation in Shelter Island Heights?
House on Chase Creek is a top B&B that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include SEVEN - Shelter Island Guest House and Shelter Island House. You can tee off at Shelter Island Country Club or Gardiner’s Bay Country Club while you’re in town.
What are some accommodations with pools in Shelter Island Heights?
Dering Harbor Inn is a top condo resort with an outdoor pool, a children’s pool, and free WiFi. A couple of other options that offer an onsite pool include Shelter Island House and The Pridwin Hotel.

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