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Compare 4,705 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1013)
"Perfect spot for my visit"
The price is ₩137,025
₩157,578 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Old Saybrook - Westbrook
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (269)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is ₩109,365
₩125,770 total
includes taxes & fees
Sep 1 - Sep 2
Clinton Motel
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1013)
"Good budget friendly hotel"
The price is ₩110,888
₩127,528 total
includes taxes & fees
Sep 1 - Sep 2
Pier Blue Inn Old Saybrook - Essex
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (623)
"Service at front desk was very good!"
The price is ₩123,347
₩141,856 total
includes taxes & fees
Sep 1 - Sep 2
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, (445)
"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 ₩105,254
₩121,042 total
includes taxes & fees
Sep 9 - Sep 10
Econo Lodge Inn & Suites Old Saybrook Westbrook
Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
The price is ₩171,939
₩196,442 total
includes taxes & fees
Sep 1 - Sep 2
Shorewood Inn
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (896)
"It was clean and quiet"
The price is ₩108,396
₩128,400 total
includes taxes & fees
Sep 14 - Sep 15
Super 8 by Wyndham Old Saybrook
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (196)
"Close to town and pool was great!"
Greenporter Hotel
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The price is ₩409,912
₩515,158 total
includes taxes & fees
Sep 21 - Sep 22
The Pridwin Hotel
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | 1 bedroom, in-room safe, individually decorated, individually furnished

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (54)
"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!"
The price is ₩153,997
₩175,943 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Bays Hotel on Main
Southampton Long Island Hotel
Desk, free WiFi, bed sheets

Southampton Long Island Hotel

2.5 star property
8.6 out of 10, Excellent, (198)
"Good location. Nice people!! "
The price is ₩242,265
₩288,918 total
includes taxes & fees
Sep 1 - Sep 2
Southampton Long Island Hotel
Lamplighter Motel - Clinton, Connecticut
Exterior

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.2 out of 10, (214)
"Would stay again. "
The price is ₩95,522
₩109,850 total
includes taxes & fees
Sep 7 - Sep 8
Lamplighter Motel - Clinton, Connecticut
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (324)
"Great place!"
The price is ₩311,483
₩395,364 total
includes taxes & fees
Sep 29 - Sep 30
The Bentley Hotel Southampton
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

2.0 star property
8.4 out of 10, Very Good, (418)
"Very accommodating friendly people! "
The price is ₩216,792
₩280,196 total
includes taxes & fees
Sep 1 - Sep 2
Hamlet Inn
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is ₩271,973
₩312,770 total
includes taxes & fees
Sep 8 - Sep 9
The Niantic Inn
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (244)
"Everything was fantastic, will stay again!"
The price is ₩296,837
₩329,494 total
includes taxes & fees
Sep 21 - Sep 22
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (160)
"Charming, beautiful inn; excellent food and service."
The price is ₩307,261
₩341,053 total
includes taxes & fees
Sep 23 - Sep 24
Westbrook Inn B&B
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
The price is ₩222,399
₩254,101 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Vista Resort
Aqualina Inn Montauk
Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (472)
"The room was very clean and the staff accommodating ! "
The price is ₩178,584
₩226,580 total
includes taxes & fees
Sep 29 - Sep 30
Aqualina Inn Montauk
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is ₩386,239
₩444,175 total
includes taxes & fees
Sep 1 - Sep 2
Copper Beech 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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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most.
Center console boat on Long Island, NY. Photographed by drone.

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming neighborhood features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes center stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The neighborhood provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.

Coecles Harbor

Coecles Harbor offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island neighborhood balances authentic maritime character with vacation amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes center stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

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
Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

More cheap stays in Shelter Island

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT
The price is ₩137,025 per night from Sep 15 to Sep 16
₩137,025
₩157,578 total
Sep 15 - Sep 16
includes taxes & fees
7.6/10 Good! (1,010 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 13.4 mi (21.5 km) from the heart of Shelter Island, The Atlantic Hotel 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 Marram. 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?

The Atlantic Hotel: Features 2 outdoor tennis courts, a seasonal outdoor pool, and continental. Quality Inn Old Saybrook - Westbrook and Marram 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 94 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.