Find hotels in Shelter Island, NY from ฿2,580

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Our top choices for Shelter Island hotels

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (308 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is ฿2,536
฿2,916 total
includes taxes & fees
11 May - 12 May
Clinton Motel

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ฿7,110
฿8,123 total
includes taxes & fees
14 May - 15 May
North Fork Cottages & RV Resort

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (155 reviews)
"Perfect hotel: nice huge bedroom, clean, microwave, fridge, nice location and great staff."
United States
Emilia
The price is ฿5,179
฿5,956 total
includes taxes & fees
18 May - 19 May
The Niantic Inn

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (232 reviews)
"Would stay again. "
United States
pamela
The price is ฿2,243
฿2,580 total
includes taxes & fees
6 May - 7 May
Lamplighter Motel - Clinton, Connecticut

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, (1,002 reviews)
"Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!"
United States
John
The price is ฿2,675
฿3,076 total
includes taxes & fees
7 May - 8 May
Pier Blue Inn Old Saybrook - Essex

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (738 reviews)
"Perfect option great staff"
United States
Jamie
The price is ฿3,043
฿3,477 total
includes taxes & fees
5 May - 6 May
Shorewood Inn

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (195 reviews)
"Great view of sunrise and sunset "
United States
Christopher
The price is ฿5,733
฿7,798 total
includes taxes & fees
12 May - 13 May
Montauk Blue Hotel

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (73 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is ฿4,634
฿5,294 total
includes taxes & fees
6 May - 7 May
Hampton Bays Hotel on Main

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (34 reviews)
"I was very impressed by the kind attention paid to me by the manager, who upgraded my room and showed me to the cottage and parking place. The room and bathroom were clean. The bathroom window showed a little wear and tear, but it wasn't a big deal. While the motel might not be as fancy as other places, it makes up for it in location and charm of the staff."
United States
Caitlin
The price is ฿4,715
฿6,033 total
includes taxes & fees
3 May - 4 May
Sea Haven Resort Motel

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (645 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is ฿2,893
฿3,328 total
includes taxes & fees
3 May - 4 May
Liberty Inn

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, (472 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is ฿2,618
฿3,011 total
includes taxes & fees
6 May - 7 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (487 reviews)
"Great friendly start, excellent location and lovely place to stay "
United Kingdom
Phillip
The price is ฿4,064
฿4,643 total
includes taxes & fees
3 May - 4 May
Ocean Resort Inn

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is ฿5,823
฿6,652 total
includes taxes & fees
3 May - 4 May
The Penny Lane

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (242 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is ฿7,634
฿8,474 total
includes taxes & fees
4 May - 5 May
The Scranton Seahorse Inn

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
"Beautiful resort in a great location "
United States
Nikki
The price is ฿6,579
฿14,070 total
includes taxes & fees
1 May - 2 May
Marram

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (473 reviews)
"Cute property"
United States
sabrina
The price is ฿3,953
฿5,109 total
includes taxes & fees
12 May - 13 May
Hamlet Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Convenient location for an affordable price "
United States
Jonathan
The price is ฿3,873
฿4,454 total
includes taxes & fees
26 May - 27 May
Quality Inn Old Saybrook - Westbrook

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (695 reviews)
"Great place to stay"
United States
Mitchell
The price is ฿5,777
฿6,601 total
includes taxes & fees
6 May - 7 May
The Hampton Maid

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (235 reviews)
"Great location, amazing view, clean, friendly and helpful staff."
United States
Sandra
The price is ฿4,556
฿5,206 total
includes taxes & fees
5 May - 6 May
Ocean Surf Resort

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Exceeded my expectations. Very cozy, staff was incredibly welcoming and accommodating, and the breakfast was incredible. I would highly recommend to anyone and will stay here again soon. "
United States
Cyrus
The price is ฿6,795
฿7,814 total
includes taxes & fees
6 May - 7 May
Inn at Harbor Hill Marina
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 for the activities you enjoy most.

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming area 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.

Coecles Harbor

Coecles Harbour 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 area balances authentic maritime character with holiday 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.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes centre 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 area 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.

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 centre 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.

Stay near popular Shelter Island attractions

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.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

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 Montauk Manor 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! 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: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor and Montauk Yacht Club 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 101 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 Shell Beach. 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.