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Top hotels and accommodation in Shelter Island Heights

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (77)
"Shelter Island is definitely a gem"
The Pridwin Hotel

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (36)
"Everyone was amazing "
The Chequit

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
The price is AU$376
includes taxes & fees
28 Oct - 29 Oct
House on Chase Creek

Shelter Island House

3.5 star property
8.4 out of 10, Very good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is AU$352
includes taxes & fees
29 Sept - 30 Sept
Shelter Island House

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (37)
"Great property! Close to beach and super clean. "
The price is AU$548
includes taxes & fees
2 Oct - 3 Oct
West Neck Guesthouse

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1250)
"I had the best time and highly recommend this hotel!"
The price is AU$255
includes taxes & fees
27 Oct - 28 Oct
Montauk Manor

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (668)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "
The price is AU$828
includes taxes & fees
30 Sept - 1 Oct
Gurney's Montauk Resort & Seawater Spa

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (593)
"Lovely stay and great staff! "
Beachcomber Resort at Montauk

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1011)
"Great place!! "
The price is AU$655
includes taxes & fees
27 Oct - 28 Oct
Saybrook Point Resort & Marina

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (205)
"The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again "
The price is AU$205
includes taxes & fees
1 Oct - 2 Oct
Ocean Surf Resort

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (50)
"The accommodations were beautifully modern & clean. The staff was very friendly & hospitable. We loved it! It was perfect for our getaway!"
The price is AU$435
includes taxes & fees
26 Oct - 27 Oct
Offshore Montauk

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1001)
"Very friendly and helpful staff."
The price is AU$141
includes taxes & fees
28 Sept - 29 Sept
Pier Blue Inn Old Saybrook - Essex

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (60)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main

Marram

4.0 star property
8.8 out of 10, Excellent, (227)
"We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well; and the food is amazing. The staff is very helpful and friendly!"
The price is AU$457
includes taxes & fees
21 Oct - 22 Oct
Marram

Best Western Niantic - New London/Mystic Area

2.5 star property
9.0 out of 10, Wonderful, (374)
"The rooms were super clean,comfortable and inviting! Would definitely stay again!"
The price is AU$178
includes taxes & fees
6 Oct - 7 Oct
Best Western Niantic - New London/Mystic Area

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very good, (1015)
"Nice place, have stayed here a few times, decent breakfast , clean and the bed was really comfortable "
The price is AU$148
includes taxes & fees
15 Oct - 16 Oct
Sleep Inn & Suites Niantic

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (362)
"Pet friendly "
The price is AU$517
includes taxes & fees
5 Oct - 6 Oct
The Preston House & Hotel

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1019)
"clean and quiet property, great views, amazing staff"
The price is AU$393
includes taxes & fees
6 Oct - 7 Oct
Water's Edge Resort & Spa

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great water front hotel. Perfect location for a stay in greenport. Ask for water view rooms!"
The price is AU$407
includes taxes & fees
21 Oct - 22 Oct
The Harbor Front Inn

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1011)
"Clean, quiet, friendly staff."
The price is AU$172
includes taxes & fees
26 Oct - 27 Oct
Quality Inn Old Saybrook - Westbrook
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Our guide on where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

Photo by Erisa Dilo
Open Photo by Erisa Dilo

Top Shelter Island Heights Hotel Reviews

More cheap accommodation in Shelter Island Heights

More cheap accommodation in Shelter Island Heights

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?

The Pridwin Hotel is ranked highly by Expedia customers. This hotel offers a full-service spa and a private beach. Other top choices based on reviews include The Chequit and West Neck Guesthouse. See all available top hotels, or vacation rentals in Shelter Island Heights.

What are some of the best holiday rentals that Shelter Island Heights has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Shelter Island Heights offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Shelter Island Heights.

If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.

What's the best family accommodation in Shelter Island Heights?

The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and Sag Harbor Whaling and Historical Museum are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.

What's the best dog-friendly accommodation option in Shelter Island Heights?

The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. Other good choices to stay with your pet include The Rams Head Inn and SEVEN - Shelter Island Guest House. See more pet-friendly hotel accommodations in Shelter Island Heights.

What's the best place to stay to stay near the beach 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 . See more stays near the beach in Shelter Island Heights.

What's the best accommodation for a golf trip to Shelter Island Heights?

Shelter Island House is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.

What are some accommodation options with pools in Shelter Island Heights?

The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. A couple of other options that feature an on-site pool include White Oak Cottage | The Pridwin Hotel and Cottages and Larch Cottage | The Pridwin Hotel and Cottages. View all hotels with pools in Shelter Island Heights.

What is the best spa hotel in Shelter Island Heights?

The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you’ll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.

How is it to stay in Shelter Island Heights?

Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 55 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.

What should I do while I'm visiting Shelter Island Heights?

Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.

What's the weather like 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.

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