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Our top choices for Shelter Island hotels

Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1002)
"The room was spotless, spacious and unique."
United States
Melissa
Pier Blue Inn Old Saybrook - Essex
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (713)
"If you only want a clean room and good nights sleep I would highly recommend this inn."
United States
Marilyn
Travelling with partner
Shorewood Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Rooms were up to date and clean"
United States
holly
Travelling with partner
The price is AU$169
includes taxes & fees
6 Jan - 7 Jan
Hamlet Inn
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (299)
"The bed was incredibly comfortable"
United States
Adam
Travelling solo
The price is AU$131
includes taxes & fees
6 Jan - 7 Jan
Clinton Motel
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
"Beautiful setting and big rooms close to ferry and town center."
United States
Diane
The price is AU$178
includes taxes & fees
6 Jan - 7 Jan
House on Chase Creek
Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (882)
"Very nice room, comfortable bed, friendly staff"
United States
Louis
Travelling for leisure
Kenny's Tipperary Inn
Ocean View 2 Queens
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93)
"The room we stayed in was clean and appealing."
United States
Adrienne
The price is AU$284
includes taxes & fees
19 Jan - 20 Jan
Offshore Montauk
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (465)
"Definitely an older property, but staff were helpful people and our room was clean and quiet."
United States
Diane
Travelling for leisure
The price is AU$115
includes taxes & fees
11 Jan - 12 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1003)
"Great staff, easy check in, nice room and has a pool."
United States
Macy
The price is AU$167
includes taxes & fees
11 Jan - 12 Jan
Quality Inn Old Saybrook - Westbrook
Front of property – evening/night
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1279)
"The King size bed was very nice to sleep on for my back"
United States
John
Travelling with partner
The price is AU$266
includes taxes & fees
6 Jan - 7 Jan
Montauk Manor
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (558)
"We enjoy staying here because the room is very clean and staff very nice."
United States
Lori
Travelling for leisure
The price is AU$273
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front Inn
Property grounds
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1003)
"Really cute bed and breakfast!"
United States
Julie
Travelling for leisure
The price is AU$273
includes taxes & fees
6 Jan - 7 Jan
Inn at Harbor Hill Marina
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
"And I got upgraded to a suite. which had a large and nice sitting area"
United States
Helga
Travelling for leisure
The price is AU$187
includes taxes & fees
6 Jan - 7 Jan
Southampton Long Island Hotel
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Loved the location, staff and size of the room."
United States
Lorraine
The price is AU$181
includes taxes & fees
20 Jan - 21 Jan
Hyatt Place Long Island East End
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"All rooms come with a private outdoor area, which was perfect for relaxing with our pet."
United States
Andressa
Travelling with pet
Aqua by American Beech - Adults Only
Standard Studio, 1 King Bed, Non Smoking
The Niantic Inn

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (133)
"The location was superb in close proximity to the "boardwalk" and all the great restaurants in town."
United States
Kevin
Travelling with partner
The price is AU$198
includes taxes & fees
12 Jan - 13 Jan
The Niantic Inn
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (603)
"Amazing views and comfy bed and room."
United States
Colleen
Travelling with partner
The price is AU$313
includes taxes & fees
14 Jan - 15 Jan
Sound View Greenport
Garden Suite King
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (234)
"The room was beautiful and clean."
United States
Alison
Travelling for leisure
The price is AU$275
includes taxes & fees
11 Jan - 12 Jan
The Shoals Suites and Slips
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178)
"Beautiful old house with warm decor and nicely appointed room."
United States
Deborah
Travelling with partner
The price is AU$311
includes taxes & fees
2 Feb - 3 Feb
Westbrook Inn B&B
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162)
"Room was comfortable and immaculate."
United States
Carolyn
Travelling with family
The price is AU$512
includes taxes & fees
6 Jan - 7 Jan
The 1770 House Restaurant & Inn
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.
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Our guide on where to stay in Shelter Island

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

Silver Beach

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

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Mashomack Preserve.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Sunset Beach are some notable places to visit nearby.

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.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Sunset Beach.

Stay near popular Shelter Island attractions

Colorful pebbles and shells on a beach

Shell Beach

This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
See properties
Man watching sailboat on Long Island Sound

Wades Beach

Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
See properties

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
Central Park summer

Top Shelter Island Hotel Reviews

Recent Reviews in Shelter Island

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Always a great stay"
Shane 2-night trip
Posted 1 day ago
Offshore Montauk

More cheap accommodation in Shelter Island

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

30 Lake Avenue Riverhead NY
The price is AU$160 per night from 6 Jan to 7 Jan
AU$160
6 Jan - 7 Jan
includes taxes & fees
6.6/10 (786 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Water's Edge Resort & Spa and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Shelter Island.
What are some of the best holiday rentals that Shelter Island has to offer?
Work and Play Special! Extended Stay Discount: This highly rated holiday home rental in Shelter Island is located near the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden. See all vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
What's the best dog-friendly accommodation option in Shelter Island?
Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
What's the best hotel 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 accommodation options with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa and Montauk Blue Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.
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 97 hotels and other accommodation options 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, Mashomack Preserve and Crescent Beach. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shelter Island Historical Society. Take a look at what more there is to see and do in Expedia's Shelter Island guide.
What's the seasonal weather in Shelter Island?
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 is 1452 mm.

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