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17 Aug - 18 Aug
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Top hotels and accommodation in Shelter Island

Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1004)
"Hotel was very clean, reasonable price, and convenient traveling"
The price is NZ$152
includes taxes & fees
26 Aug - 27 Aug
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1008)
"The staff was great, older hotel but in good shape. "
The price is NZ$188
includes taxes & fees
16 Sept - 17 Sept
Quality Inn Old Saybrook - Westbrook
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (264)
"For the money this reservation was a real win Clean lovely pool area convenient to everything"
The price is NZ$153
includes taxes & fees
1 Sept - 2 Sept
Clinton Motel
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (618)
"Service at front desk was very good!"
The price is NZ$168
includes taxes & fees
17 Sept - 18 Sept
Liberty Inn
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (443)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is NZ$148
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Inn & Suites Old Saybrook Westbrook
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (892)
"This was convenient to the highway and to a wedding we were attending at Water's Edge."
The price is NZ$157
includes taxes & fees
19 Aug - 20 Aug
Super 8 by Wyndham Old Saybrook
Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (675)
"Good place to stay"
Shorewood Inn
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (175)
"Great location, clean, staff very nice"
Greenporter Hotel
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (238)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (315)
"Great place!"
The price is NZ$476
includes taxes & fees
9 Sept - 10 Sept
The Bentley Hotel Southampton
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is NZ$366
includes taxes & fees
9 Sept - 10 Sept
The Niantic Inn
Lamplighter Motel - Clinton, Connecticut
Exterior

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.2 out of 10, (212)
"Would stay again. "
The price is NZ$134
includes taxes & fees
7 Sept - 8 Sept
Lamplighter Motel - Clinton, Connecticut
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (70)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Ruschmeyers Hotel
Exterior

Ruschmeyers Hotel

3.0 star property
8.0 out of 10, Very good, (65)
"Great place! Be back in Aug"
The price is NZ$1,346
includes taxes & fees
5 Sept - 6 Sept
Ruschmeyers Hotel
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (157)
"Charming, beautiful inn; excellent food and service."
The price is NZ$386
includes taxes & fees
2 Sept - 3 Sept
Westbrook Inn B&B
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (73)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is NZ$474
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek
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 NZ$2,257
includes taxes & fees
24 Aug - 25 Aug
Wainscott Woods Retreat
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (299)
"Property maintain nice and very clean and private."
The price is NZ$460
includes taxes & fees
1 Sept - 2 Sept
Hampton's Vacation Inn
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (113)
"Wonderful location and hotel "
Silver Sands Motel & Beach Bungalows
Aqualina Inn Montauk
Seasonal outdoor pool, pool loungers

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (468)
"Great location walkable to beach shopping & restaurants."
The price is NZ$373
includes taxes & fees
14 Sept - 15 Sept
Aqualina Inn Montauk
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
Menantic Creek map

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 Crescent Beach.

Silver Beach map

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 Crescent Beach and Sunset Beach.

Coecles Harbor map

Coecles Harbor

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

Hay Beach map

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 map

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 Sunset Beach and Crescent Beach.

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
Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"The staff was knowledgeable and courteous. The cleaning crew cleaned the room exceptionally well. The view of the ocean from the room was breathtaking. I will definitely go back. "
Kimberly 2-night trip
Posted 1 day ago
Beachcomber Resort at Montauk

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 traveller data. Other good choices for your stay in the area are Beachcomber Resort at Montauk and Sound View Greenport. 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?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Shelter Island 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.

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?

Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Beachcomber Resort at Montauk and Sound View Greenport 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 93 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, Crescent Beach and Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Gardiner's Bay Country Club. 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.