Photo by Erisa Dilo

Shelter Island Heights Hotels

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Top 10 trending Shelter Island Heights hotels

The Chequit

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

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 P11,713
P13,381 total
includes taxes & fees
Oct 5 - Oct 6
Shelter Island House

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 P12,519
P14,303 total
includes taxes & fees
Oct 16 - Oct 17
House on Chase Creek

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 P20,807
P23,771 total
includes taxes & fees
Oct 17 - Oct 18
West Neck Guesthouse

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (79)
"Shelter Island is definitely a gem"
The Pridwin Hotel

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (57)
"Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return."
The price is P8,723
P9,965 total
includes taxes & fees
Oct 5 - Oct 6
Carole's Place B & B

Harborside Motel

2.5 star property
8.8 out of 10, Excellent, (121)
"I loved this family owned hotel, they really made sure to make you feel at home and gave great recommendations as locals!"
The price is P10,767
P12,301 total
includes taxes & fees
Oct 5 - Oct 6
Harborside Motel

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.4 out of 10, (216)
"Would stay again. "
The price is P4,012
P4,614 total
includes taxes & fees
Oct 15 - Oct 16
Lamplighter Motel - Clinton, Connecticut

A Wave Inn

2.5 star property
7.4 out of 10, Good, (131)
"A block from the beach, shopping, and dining."
The price is P5,336
P10,639 total
includes taxes & fees
Oct 5 - Oct 6
A Wave Inn

Capri

3.5 star property
6.6 out of 10, (246)
"Excellent"
The price is P31,692
P38,427 total
includes taxes & fees
Oct 8 - Oct 9
Capri

Wainscott Woods Retreat

2.5 star property
7.0 out of 10, Good, (4)
"Our stay at Wainscott Woods Retreat was very comfortable. The location is convenient, the newly renovated room was very clean, and the staff were very friendly and helpful. Our only suggestion is that there needs to be some clear signage at the entrance to the property. We arrived in daylight and still had a very hard time finding the place. Overall, a wonderful stay. Thank you!"
The price is P13,367
P15,272 total
includes taxes & fees
Oct 21 - Oct 22
Wainscott Woods Retreat

Sea Haven Resort Motel

2.0 star property
7.6 out of 10, Good, (28)
"Great staff"
The price is P8,431
P10,789 total
includes taxes & fees
Nov 2 - Nov 3
Sea Haven Resort Motel

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (279)
"Great staff and clean rooms"
The price is P4,536
P5,216 total
includes taxes & fees
Oct 15 - Oct 16
Clinton Motel

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (234)
"Great place to stay for small family "
The price is P9,513
P12,763 total
includes taxes & fees
Oct 13 - Oct 14
Driftwood Resort

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (18)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
The price is P17,566
P19,498 total
includes taxes & fees
Oct 15 - Oct 16
James Pharmacy Bed & Breakfast

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (193)
"Beach view and cozy vibes"
The price is P10,467
P14,948 total
includes taxes & fees
Nov 2 - Nov 3
Hero Beach Club

Hartmans' Briney Breezes Beach Resort

2.5 star property
9.6 out of 10, Exceptional, (132)
"Property is beautiful and the staff and amenities were awesome. Would definitely stay here again!"
The price is P14,754
P16,856 total
includes taxes & fees
Oct 13 - Oct 14
Hartmans' Briney Breezes Beach Resort

Duryea's Sunset Cottages

2.5 star property
10.0 out of 10, Exceptional, (3)
"Absolutely beautiful property. Everything was perfect. The staff are amazing. This an incredible place."
The price is P84,332
P96,349 total
includes taxes & fees
Oct 6 - Oct 7
Duryea's Sunset Cottages

Beach Plum Resort

3.0 star property
9.0 out of 10, Wonderful, (154)
"Nice place to stay."
The price is P12,501
P15,549 total
includes taxes & fees
Oct 26 - Oct 27
Beach Plum Resort

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (141)
"Cute spot"
The price is P19,722
P22,532 total
includes taxes & fees
Oct 16 - Oct 17
Harpoon House
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas and neighborhoods 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

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Near an Attraction

Sunset Beach

Sunset Beach

Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

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 stays in Shelter Island Heights

More cheap stays 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.

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. Filter your search by fully refundable to find flexible hotel deals 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?

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 family trip. Attractions in the area like Railroad Museum of Long Island and Sag Harbor Whaling and Historical Museum are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.

What's the best pet-friendly hotel in Shelter Island Heights?

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

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 few miles include The Harborfront Inn and House on Chase Creek.

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. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.

What's the best hotel 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 hotel for a golf vacation in 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 accommodations 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. 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 center, 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.

What's the best hotel for staying near John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

What's it like staying in Shelter Island Heights?

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

What is there to see in 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 agenda are Shelter Island Country Club and Sylvester Manor. Check out what more 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 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.

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