Shelter Island Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 31 - Aug 1
Tomorrow
Aug 1 - Aug 2
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Shelter Island hotels

Pier Blue Inn Old Saybrook - Essex
Welcome to Pier Blue Guesthouse, surrounded by lush greenery and vibrant flowers.

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1002)
"Great location. "
The price is P4,594
P5,283 total
includes taxes & fees
Aug 4 - Aug 5
Pier Blue Inn Old Saybrook - Essex
Liberty Inn
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Liberty Inn

2.0 star property
7.4 out of 10, Good, (612)
"Great property owner…Clean and well located for the Old Saybrook area…"
The price is P5,110
P5,876 total
includes taxes & fees
Aug 3 - Aug 4
Liberty Inn
Quality Inn Old Saybrook - Westbrook
Relax by the oval-shaped pool surrounded by lounge chairs and a high ceiling with a grid-like pattern.

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1001)
"Great location and pool, close to a wonderful restaurant "
The price is P6,337
P7,288 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn Old Saybrook - Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
Surrounded by lush greenery, a serene pond with a central fountain offers a peaceful escape.

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (439)
"Room was very comfortable. I would definitely use again."
The price is P4,618
P5,311 total
includes taxes & fees
Aug 6 - Aug 7
Econo Lodge Inn & Suites Old Saybrook Westbrook
Clinton Motel
Situated in a landscaped area, this single-story building offers a convenient parking space.

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (261)
"For the money this reservation was a real win Clean lovely pool area convenient to everything"
The price is P4,549
P5,232 total
includes taxes & fees
Aug 31 - Sep 1
Clinton Motel
Super 8 by Wyndham Old Saybrook
Surrounded by lush greenery, this parking area offers a serene escape.

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (888)
"A simple, affordable, conveniently located, and pleasant stay."
The price is P4,826
P5,716 total
includes taxes & fees
Aug 5 - Aug 6
Super 8 by Wyndham Old Saybrook
Shorewood Inn
Relax in a serene outdoor space surrounded by lush greenery, perfect for dining and socializing.

Shorewood Inn

2.5 star property
8.4 out of 10, Very Good, (663)
"Good place to stay"
Shorewood Inn
Lamplighter Motel - Clinton, Connecticut
Classic two-story motel with a symmetrical facade and central entrance.

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.2 out of 10, (206)
"Would stay again. "
The price is P4,301
P4,946 total
includes taxes & fees
Aug 3 - Aug 4
Lamplighter Motel - Clinton, Connecticut
The Niantic Inn
Guests can enjoy a beachside retreat with access to the ocean and scenic views of the surrounding landscape.

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is P14,288
P16,431 total
includes taxes & fees
Aug 12 - Aug 13
The Niantic Inn
Hampton's Vacation Inn
Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and stainless steel appliances.

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (293)
"Great place highly recommended. Quiet and cozy atmosphere. Pool, tennis court, volleyball court and onsite parking made the stay that much better. Amazing staff and super professional. "
The price is P13,734
P15,691 total
includes taxes & fees
Aug 3 - Aug 4
Hampton's Vacation Inn
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (148)
"Great place "
Greenporter Hotel
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is P67,097
P76,659 total
includes taxes & fees
Aug 10 - Aug 11
Wainscott Woods Retreat
The Bentley Hotel Southampton
Relax in this serene outdoor seating area with a round table, potted plant, and two chairs.

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (300)
"Great place!"
The price is P16,354
P20,328 total
includes taxes & fees
Aug 19 - Aug 20
The Bentley Hotel Southampton
Copper Beech Inn
Enjoy dining in this spacious room with a high ceiling and glass roof, featuring a dining area with wooden tables and chairs.

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (501)
"Tired, expensive needs update"
The price is P16,000
P18,400 total
includes taxes & fees
Aug 10 - Aug 11
Copper Beech Inn
The Captain Stannard
Cozy up by the fireplace in this stylish living room, featuring a comfortable sofa, armchair, and decorative artwork.

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard
Westbrook Inn B&B
Relax in the serene outdoor patio area, surrounded by lush greenery and comfortable seating options.

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (154)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is P14,496
P16,091 total
includes taxes & fees
Aug 6 - Aug 7
Westbrook Inn B&B
The Shoals Suites and Slips
Relax on a bench amidst lush surroundings, with a covered patio just steps away.

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (187)
"Would stay again. So beautiful and clean. "
The price is P21,321
P25,793 total
includes taxes & fees
Aug 11 - Aug 12
The Shoals Suites and Slips
Inn at Harbor Hill Marina
Relax in a serene outdoor space surrounded by lush greenery and beautifully manicured lawns.

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Really cute bed and breakfast! Great location on the marina. The food was good and the people were very friendly. "
The price is P16,574
P19,060 total
includes taxes & fees
Aug 3 - Aug 4
Inn at Harbor Hill Marina
Sea Haven Resort Motel
Escape to a serene cabin nestled in a lush, green landscape with a pathway and vibrant hydrangea bushes.

Sea Haven Resort Motel

2.0 star property
7.2 out of 10, Good, (21)
"Great staff"
The price is P13,836
P17,704 total
includes taxes & fees
Aug 3 - Aug 4
Sea Haven Resort Motel
Budget Host East End Hotel in Riverhead
Relax in a cozy seating area with a sofa and armchair, perfect for unwinding.

Budget Host East End Hotel in Riverhead

2.0 star property
6.6 out of 10, (728)
"Nice place"
The price is P5,936
P6,781 total
includes taxes & fees
Aug 10 - Aug 11
Budget Host East End Hotel in Riverhead
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island
Menantic Creek map

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach.

Silver Beach map

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Coecles Harbor map

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Whale's Tail and Gardiner's Bay Country Club, some noteworthy sights in the nearby area.

Hay Beach map

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.

Shorewood map

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Sunset Beach and Crescent Beach.

Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting, and beaches.

See all hotels in Shelter Island
Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Staff all very friendly and helpful"
Cynthia 1-night trip
Posted 13 hours ago
Hyatt Place Long Island East End

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 21 mi (33.9 km) from the heart of Shelter Island, Marram is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Quality Inn Old Saybrook - Westbrook and Montauk Yacht Club. See all available top hotels, or vacation rentals in Shelter Island.

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

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

Where can I learn more about changing or cancelling my trip to Shelter Island?

For additional details about picking new dates or cancelling your trip to Shelter Island, click here.

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

Sunset Beach Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

Where is the best hotel to stay with easy access to Mashomack Preserve?

The Harborfront Inn 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 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.

What about the best place to stay near Havens House?

One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.

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

What are some accommodations with pools in Shelter Island?

Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and sun loungers. Quality Inn Old Saybrook - Westbrook and Montauk Yacht Club are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best accommodation for staying close to 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 to stay in Shelter Island?

Visitors can enjoy all that Shelter Island has to offer including the parks, beaches, and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 93 hotels and other accommodations to choose from. Find out more about Shelter Island.

What should I see while I'm in Shelter Island?

Natural beauty is on display at Sunset Beach, Crescent Beach, and Wades Beach. A couple of additional sights to add to your agenda are Shelter Island Whale's Tail and Gardiner's Bay Country Club. Check out what more to see and do in Expedia's Shelter Island guide.

What's the weather like in Shelter Island?

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 is 57 inches.