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Our top choices for Shelter Island hotels

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (326 reviews)
"Loved the stay"
United States
Elena
The price is NT$5,124
NT$5,855 total
includes taxes & fees
Jun 29 - Jun 30
Zey Hotel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (317 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is NT$2,815
NT$3,238 total
includes taxes & fees
Jun 18 - Jun 19
Clinton Motel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (236 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is NT$2,499
NT$2,874 total
includes taxes & fees
Jun 16 - Jun 17
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, (1,004 reviews)
"Friendly staff, clean room, nice location"
United States
Freddy
The price is NT$3,234
NT$3,720 total
includes taxes & fees
Jul 2 - Jul 3
Pier Blue Inn Old Saybrook - Essex

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (23 reviews)
"Great stay & great staff!"
United States
James
The price is NT$9,252
NT$10,571 total
includes taxes & fees
Jun 17 - Jun 18
North Fork Resort

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (173 reviews)
"Great staff."
United States
Grant
The price is NT$6,035
NT$6,941 total
includes taxes & fees
Jun 16 - Jun 17
The Niantic Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (652 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is NT$2,593
NT$2,982 total
includes taxes & fees
Jun 16 - Jun 17
Liberty Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (762 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is NT$3,559
NT$4,066 total
includes taxes & fees
Jun 22 - Jun 23
Shorewood Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,010 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is NT$3,576
NT$4,112 total
includes taxes & fees
Jun 21 - Jun 22
Quality Inn Old Saybrook - Westbrook

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (80 reviews)
"Very nice property"
United States
Steven
The price is NT$8,430
NT$9,631 total
includes taxes & fees
Jul 6 - Jul 7
The Penny Lane

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (900 reviews)
"Great place, walk to restaurants, great staff."
United States
Charles
The price is NT$5,341
NT$6,347 total
includes taxes & fees
Jun 22 - Jun 23
Kenny's Tipperary 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, (478 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 NT$2,547
NT$2,929 total
includes taxes & fees
Jun 21 - Jun 22
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (80 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is NT$6,202
NT$7,086 total
includes taxes & fees
Jun 29 - Jun 30
Hampton Bays Hotel on Main

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (502 reviews)
"pool and ping pong, staff was great, the motel is very clean"
United States
Cathy
The price is NT$10,913
NT$12,468 total
includes taxes & fees
Jul 7 - Jul 8
Ocean Resort Inn

Barlume Beach Montauk

Barlume Beach Montauk
2.0 star property
Montauk
The price is NT$9,331
NT$11,727 total
includes taxes & fees
Jun 16 - Jun 17
Barlume Beach Montauk

Marina Bay Cottages

Marina Bay Cottages
2.0 star property
Waterford
9.6 out of 10, Exceptional, (88 reviews)
"Cute clean cabins. Pass given for nearby beaches. Close to Downton Mystic and historic areas"
United States
Emma
The price is NT$6,802
NT$7,823 total
includes taxes & fees
Jun 22 - Jun 23
Marina Bay Cottages

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (928 reviews)
"We only stay for one day, we had a very clean room and the manager was so helpful and nice!!!"
United States
Carmen
The price is NT$2,815
NT$3,335 total
includes taxes & fees
Jun 21 - Jun 22
Super 8 by Wyndham Old Saybrook

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (196 reviews)
"I like the environment of the hotel very much. The room is comfortable and the scenery outside is very beautiful. The staff is kind. This hotel is a very good choice. I hope to come again next year."
United States
Xiahong
The price is NT$6,115
NT$8,017 total
includes taxes & fees
Jun 16 - Jun 17
Breakers Montauk

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (265 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is NT$7,399
NT$8,213 total
includes taxes & fees
Jun 16 - Jun 17
The Captain Stannard

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (256 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is NT$5,883
NT$8,096 total
includes taxes & fees
Jun 16 - Jun 17
Cliffside Resort Condominiums
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.

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.

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.

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.

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

Hotels in Shelter Island with star-rating

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches and scenic landscapes, perfect for relaxation and outdoor activities.
  • Outdoor Adventures: Enjoy wildlife spotting, leisurely beach strolls, and various outdoor pursuits in a serene setting.
  • Vibrant Nightlife: Experience live music and a lively atmosphere, ideal for a romantic evening out.
  • Rich Cultural Experiences: Explore historic buildings and charming neighborhoods that reflect the island's unique heritage.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to luxurious hotels, catering to every traveler's needs.

Find great hotels near Shelter Island

Discover the charm of Shelter Island with a variety of accommodation options tailored to your needs. From cozy bed & breakfasts to luxurious stays, the area offers pet-friendly and family-friendly hotels perfect for an adventurous getaway. Whether you seek a quaint agritourism property or the best luxury accommodations, Shelter Island has something for everyone to enjoy a memorable vacation experience.

  • Sound View Greenport: Nestled 6.4km from Shelter Island, Sound View Greenport is an ideal choice for families and business travelers seeking a beach getaway. This 3.5-star hotel boasts direct access to a beautiful sandy beach, perfect for sunbathing and water activities. Families will appreciate the child-friendly amenities, including free cribs and window guards for safety. With its serene atmosphere and proximity to local attractions, it offers a comfortable retreat for both relaxation and productivity.
  • The Harbor Front Inn: Located just 4.8km from Shelter Island, The Harbor Front Inn is a 3.5-star hotel that welcomes pets, making it a great choice for travelers who prefer to bring their furry friends along. Offering amenities such as permitted in-room pets and a waived fee for service animals, this inn strikes a balance between comfort and convenience. Business travelers will find the location and services suited to their needs, while the scenic waterfront views add a charming touch to any stay.
  • Sag Harbor Inn: Situated 8.0km from Shelter Island, Sag Harbor Inn is a 3.5-star property that caters primarily to business travelers. With its strategic location, guests can easily access local corporate hubs and enjoy a peaceful retreat after a busy day. The inn provides essential amenities and comfortable accommodations, ensuring a productive and pleasant stay. Its proximity to Sag Harbor's vibrant dining and shopping scene makes it a convenient base for exploring the area.

Where to stay near Shelter Island

Escape to Shelter Island, a serene destination perfect for a romantic beach vacation or a peaceful getaway. Explore its stunning water views and scenic landscapes, ideal for outdoor adventures. Nearby Long Island offers family-friendly excursions and a relaxing atmosphere, making it a memorable spot for travelers. Discover the rich history and charming neighborhoods that make Shelter Island a unique retreat, ensuring your trip is filled with unforgettable experiences.

  • Hamptons: A mere 14.5km from Shelter Island, the Hamptons is a quintessential summer getaway known for its stunning beaches and vibrant social scene. This area attracts visitors primarily during the peak months of June to August, making it a bustling hub for beach lovers and outdoor enthusiasts. In addition to sunbathing on pristine shores, you can enjoy activities like golfing, attending music concerts, and exploring recreational areas. Local landmarks such as family-friendly beaches and serene lakes make it a perfect spot for romantic strolls and family outings.
  • Greenport: Located just 4.8km from Shelter Island, Greenport is a charming village with a rich maritime history. This destination sees a moderate influx of travelers, particularly from June to August. Known for its outdoor adventures and romantic atmosphere, Greenport offers visitors a variety of activities, including golf, music concerts, and leisurely days at the beach. With beautiful parks and family beaches nearby, it’s an ideal location for those looking to unwind and soak up the picturesque surroundings.
  • Sag Harbor: Only 8.0km from Shelter Island, Sag Harbor is a historic whaling village that combines coastal charm with artistic flair. This city experiences a seasonal flow of visitors, with the summer months being the most popular. Outdoor lovers will appreciate the beautiful beaches and recreational opportunities, while couples can enjoy the romantic ambiance. Golfing and winter sports add to the variety of activities available, and local attractions like lighthouses and family beaches provide memorable experiences for all ages.

Things to do in and around Shelter Island

Shelter Island is perfect for a romantic beach getaway, offering a range of outdoor activities. Visitors can enjoy memorable stays, vibrant nightlife, and live music, along with opportunities to explore the natural beauty of the area. Outdoor experiences abound, from wildlife spotting to leisurely beach strolls, making it an ideal destination for relaxation and adventure alike.

Shopping

The Greenport Farmers' Market, 4.8km from Shelter Island, offers a vibrant local shopping experience with fresh produce and artisan goods. The Style Bar and BookHampton, both 8.0km away, provide unique fashion and literary finds. If you're up for a drive, check out additional shops in nearby towns.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience perfect for families, featuring adventurous themes and sports vibes. For golf enthusiasts, Noyac Golf Club, located 9.7km away, provides an outdoor sporting atmosphere. Meanwhile, Cedar Point County Park, 8.0km away, invites you to unwind in a tranquil, relaxing setting.

Adventure

Splish Splash Water Park, located 37.0km from Shelter Island, offers thrilling water slides and wave pools for an exhilarating day of fun. For a scenic adventure, explore the Walking Dunes Trailhead, situated 25.7km away, featuring stunning landscapes and outdoor exploration. Don't miss the excitement at Riverhead Raceway, 35.4km away, for adrenaline-pumping motor racing experiences.

Nightlife

Experience the enchanting Greenport Carousel just 4.8km away for family-friendly fun. For a romantic evening, catch a show at Bay Street Theatre or Guild Hall, both offering captivating performances just 5 and 17.7km away, respectively, in a vibrant cultural atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Shelter Island

To save money on your trip to Shelter Island, visit between January and March for the lowest hotel rates, and consider booking your stay on a Tuesday. Avoid Fridays for the highest prices. Use Expedia to find deals by filtering for your budget and preferences, and look for Eco-certified hotels for sustainable options. Combining your hotel, flight, and activities into one package can lead to great savings. Lastly, explore the island on foot to enjoy free activities and avoid transportation costs.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to tailor your results according to your preferences, such as your budget, desired location, and the type of hotel you're looking for. For instance, selecting the Eco-certified option will highlight sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island is perfect for a romantic beach vacation, offering a range of outdoor activities and cultural experiences. Visitors can explore beautiful beaches, urban parks, and historic buildings, making it ideal for families and culture enthusiasts alike. Don't miss the chance to see the Shelter Island whale and enjoy the stunning views at Sunset Beach. This charming destination is sure to provide unforgettable memories for all who visit.

  • 67 Steps Beach: Located 6.4km from Shelter Island, 67 Steps Beach offers a relaxing seaside experience. With its picturesque views and tranquil atmosphere, it's perfect for sunbathing, swimming, and enjoying the natural beauty of the coastline.
  • Orient Point County Park: About 12.9km away, this urban park is ideal for families and outdoor enthusiasts. It features walking trails, picnic areas, and stunning views of the Long Island Sound, making it a great spot for a day of fun and relaxation in a natural setting.
  • Gardiner's Bay Country Club: Situated within Shelter Island, this country club offers a scenic golf course experience. Enjoy a round of golf surrounded by beautiful landscapes and take advantage of the club’s amenities for a perfect day out.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyLowAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island

Traveling to Shelter Island, New York, offers several airport options. New Haven, CT (HVN-Tweed - New Haven Regional) is 51.5km away, with nearby hotels such as the Omni New Haven Hotel at Yale, The Blake Hotel, and Graduate by Hilton New Haven, all 4.8km from the airport. East Hampton, NY (HTO) is only 14.5km away, featuring the luxurious Mill House Inn, Topping Rose House, and The Roundtree, Amagansett, each within 9.7km. Additionally, Fishers Island, NY (FID-Elizabeth Field) is 33.8km away, with accommodations like Mystic Marriott Hotel and Spa, Whitehall Mansion Inn, and Ocean House, all located within 16.1km of the airport.

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 traveler data. Other good choices for your trip to the area are Montauk Manor and The Atlantic Hotel. 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?
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 The Atlantic Hotel 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 104 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 Gardiner's Bay Country Club and Shelter Island Historical Society. 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.

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