Lodging Image

Shelter Island Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Shelter Island hotels

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (320 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is €89
includes taxes & fees
6 Jul - 7 Jul
Clinton Motel

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, (1,005 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is €85
includes taxes & fees
7 Jul - 8 Jul
Pier Blue Inn Old Saybrook - Essex

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (241 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is €79
includes taxes & fees
6 Jul - 7 Jul
Lamplighter Motel - Clinton, Connecticut

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (89 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 €171
includes taxes & fees
22 Jul - 23 Jul
Hampton Bays Hotel on Main

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (342 reviews)
"The hotel was very clean and updated in a great location."
United States
Jill
The price is €270
includes taxes & fees
27 Jul - 28 Jul
Zey Hotel

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (26 reviews)
"Great stay & great staff!"
United States
James
The price is €371
includes taxes & fees
8 Jul - 9 Jul
North Fork Resort

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (660 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is €90
includes taxes & fees
6 Jul - 7 Jul
Liberty Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (772 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is €163
includes taxes & fees
13 Jul - 14 Jul
Shorewood Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is €119
includes taxes & fees
27 Jul - 28 Jul
Quality Inn Old Saybrook - Westbrook

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (83 reviews)
"Very nice property"
United States
Steven
The price is €296
includes taxes & fees
14 Jul - 15 Jul
The Penny Lane

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, (482 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is €81
includes taxes & fees
12 Jul - 13 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (340 reviews)
"Place was very quiet. Staff is helpful if you had any questions. I would suggest have more lighting around because when we would take a walk at night, it was very dark. Hope to stay there again sometime"
United States
Iris
The price is €202
includes taxes & fees
19 Jul - 20 Jul
Hampton's Vacation Inn

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (931 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 €85
includes taxes & fees
26 Jul - 27 Jul
Super 8 by Wyndham Old Saybrook

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (182 reviews)
"Great staff."
United States
Grant
The price is €264
includes taxes & fees
7 Jul - 8 Jul
The Niantic Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is €227
includes taxes & fees
7 Jul - 8 Jul
The Captain Stannard

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (486 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is €258
includes taxes & fees
13 Jul - 14 Jul
Hamlet Inn

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (828 reviews)
"Beautiful property clean comfy rooms stayed a few times when out in Rverhead quiet stores on main street to go shopping.staff very nice you can barbecue pool to swim in highly recommend."
United States
Barbara
The price is €125
includes taxes & fees
7 Jul - 8 Jul
Budget Host East End

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (38 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is €356
includes taxes & fees
12 Jul - 13 Jul
The Chequit

Barlume Beach Montauk

Barlume Beach Montauk
2.0 star property
Montauk
8.0 out of 10, Very good, (1 review)
"We did enjoyed by staying here and the food at the Berlume Restaurant is good ."
United States
Vennie
The price is €418
includes taxes & fees
19 Jul - 20 Jul
Barlume Beach Montauk

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (90 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is €718
includes taxes & fees
6 Jul - 7 Jul
The Pridwin Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

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.

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.

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.

A wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches like Sunset Beach, perfect for relaxation and picturesque views.
  • Outdoor Adventures: Enjoy activities such as kayaking, golfing, and exploring local parks that highlight the island's natural beauty.
  • Rich History: Visit the Shelter Island Historical Society to learn about the area's heritage and cultural significance.
  • Romantic Getaways: The island offers idyllic settings for couples seeking a romantic escape amidst tranquil surroundings.
  • Diverse Accommodation: Choose from charming bed and breakfasts to intimate inns, catering to all tastes and preferences.

Find great hotels near Shelter Island

Discover the charm of Shelter Island, where a variety of accommodation options await you. From quaint bed and breakfasts to intimate inns, there’s something for every traveller. Emphasising pet-friendly amenities and adventure-filled family experiences, these lodgings provide a warm welcome. Whether you choose a guest house or the renowned Shelter Island House, you'll find comfort and convenience in this picturesque destination.

  • Sound View Greenport: This 3.5-star hotel offers a delightful beach getaway with a family-friendly atmosphere. Located 6.4km from Shelter Island, Sound View Greenport is particularly suitable for travellers seeking a blend of leisure and business travel experiences. Guests appreciate the direct access to the beach, allowing for sun-soaked days by the water. The property is equipped with amenities for children, including complimentary cribs and window guards, ensuring a safe environment for families. With its inviting ambiance and essential services, it stands out as an excellent choice for those looking to unwind by the coast.
  • Stirling House Bed & Breakfast: This charming 3-star bed and breakfast is situated a mere 4.8km from Shelter Island and boasts an impressive guest rating of 9.8 out of 10. Stirling House offers a warm, homely atmosphere, complete with complimentary full breakfast options and a relaxed bar and lounge area. For those looking to explore the local area, bicycle rentals are conveniently available nearby. Guests can enjoy various entertainment options, including a DVD player and premium television channels, as well as stunning views of the waterfront and bay, making it an idyllic retreat for those who appreciate a personalised touch.
  • Sag Harbor Inn: Located 8.0km from Shelter Island, Sag Harbor Inn is a well-rated 3.5-star hotel that caters to business travellers. With a guest rating of 9.4 out of 10, this inn combines comfort and convenience. The property is designed to meet the needs of those travelling for work, while still providing a pleasant and relaxing environment. Its strategic location allows guests easy access to local amenities and attractions, making it an excellent base for exploring the charming town of Sag Harbor.

Where to stay near Shelter Island

Embarking on a vacation to Shelter Island offers a delightful blend of outdoor adventures and romantic beach escapes. Explore the charming streets of Shelter Island, bask in the stunning views at Sunset Beach, and discover the rich history that permeates this scenic locale. Just a stone's throw away, Long Island presents family-friendly excursions and luxurious experiences, ensuring a memorable holiday filled with diverse atmospheres and picturesque surroundings.

  • Greenport: Positioned a mere 4.8km from Shelter Island, Greenport is a charming city that offers a delightful mix of outdoor and romantic experiences. This coastal gem sees a moderate flow of travellers, particularly from June to August when visitors flock to enjoy its pristine beaches and recreational areas. One of the highlights of Greenport is its vibrant music scene, with concerts taking place throughout the summer. Golf enthusiasts will also appreciate the local golf course, while families can spend quality time at the nearby parks and beaches, making it an ideal destination for a relaxed getaway.
  • Springs: Located 16.1km from Shelter Island, Springs is a picturesque village that welcomes visitors year-round, with peak arrivals occurring from September to November. Known for its family-friendly atmosphere, Springs is a fantastic spot for those seeking outdoor activities. The village boasts beautiful beaches and parks, providing ample opportunities for picnicking and recreational fun. Golfing is a popular pastime here, with excellent courses available for enthusiasts. Springs offers a laid-back vibe, making it perfect for families wishing to escape the hustle and bustle.
  • Hamptons: Just 14.5km from Shelter Island, the Hamptons are a world-renowned playground for those seeking beachside leisure and outdoor adventures. This area experiences a moderate influx of visitors, particularly during the summer months from June to August. Besides its stunning beaches, families can enjoy scenic lakes and picturesque parks. The Hamptons are also home to excellent golf courses and opportunities for skiing in the winter months. The romantic ambiance and vibrant local culture make the Hamptons an enticing destination for couples and families alike.

Things to do near Shelter Island

Shopping

Discover local shops on Shelter Island offering unique gifts and souvenirs, including artisanal crafts and beach-themed items. If you're up for a drive, visit the nearby Hamptons, approximately 19.3km away, where you can explore larger boutiques and high-end shops in a charming coastal setting.

Recreation

At the Shelter Island Meditation Center, you can immerse yourself in serene surroundings while participating in guided meditations and mindfulness workshops. The Spa at the Chequit offers rejuvenating treatments, including massages and facials, utilising local ingredients to enhance relaxation and well-being.

Adventure

Experience the thrilling atmosphere at Riverhead Raceway, located 35.4km from Shelter Island, where you can witness exciting motor racing events. Alternatively, head to Waterford Speedbowl, situated 38.6km away, to enjoy competitive racing in a vibrant setting filled with adrenaline and excitement.

Nightlife

Shelter Island offers a charming nightlife with venues like The Tavern, known for its laid-back atmosphere and live music, and Sunset Beach, where you can enjoy cocktails by the water. Explore local bars and enjoy a relaxed evening with friends in this picturesque setting.

*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, plan your visit between January and March when hotel prices are at their lowest, especially on Tuesdays. Avoid weekends, particularly Saturdays, for more affordable rates. Use Expedia to refine your accommodation options by budget and preferences, and consider eco-certified hotels for sustainability. Additionally, look for package deals that combine flights and activities with your hotel booking for extra savings. Take advantage of free activities available on the island to enhance your experience without overspending.

  • 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 Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation that suits you best. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the most affordable prices and offers, 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 Shelter Island

Shelter Island offers a perfect blend of outdoor adventures and romantic beach getaways. Visitors can explore stunning beaches, charming urban parks, and historic buildings that reflect the island's rich culture. Key attractions include the Shelter Island Historical Society, which provides insights into the area's heritage. Whether you're seeking relaxation or outdoor experiences, Shelter Island caters to all tastes, making it an ideal destination for travellers from Ireland.

  • Gardiner's Bay Country Club: Nestled within Shelter Island, this golf club offers a serene environment for golf enthusiasts. The lush greens and well-maintained fairways provide a picturesque setting, making it an ideal spot for a leisurely round of golf amidst stunning views of Gardiner's Bay.
  • Shell Beach: Enjoy the relaxed beach vibes at Shell Beach, where you can unwind on the sandy shores, collect unique shells, or take a refreshing swim in the clear waters. This tranquil beach is perfect for a peaceful day by the sea, surrounded by natural beauty.
  • Mashomack Preserve: This urban park is a haven for nature lovers and families alike. With its scenic trails and diverse wildlife, Mashomack Preserve invites you to explore the outdoors, offering opportunities for hiking and picnicking in a serene environment.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Reaching Shelter Island is convenient via several major airports. Bradley International Airport (BDL) in Hartford, CT, is located 99.8km away, with nearby accommodations like the 3-star Capitol Hotel and Candlewood Suites Windsor Locks, both offering easy access to the airport. John F. Kennedy International Airport (JFK) is 130.4km distant, featuring luxurious options such as The William Vale and Graduate by Hilton, both within 19.3km. LaGuardia Airport (LGA) is slightly farther at 133.6km, with high-end hotels like Four Seasons Hotel New York and The Lowell located just 8.0km away, providing transport services for guests.

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 Offshore Montauk and Pier Blue Inn Old Saybrook - Essex. 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?
Exquisite New Hampton Home in a Perfect Location: This holiday home rental outside of Shelter Island is located by the ocean, and has a fireplace, a balcony 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. Make the most of garden in this rental home to help you unwind. 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: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Offshore 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. A top sight in the area is The Hamptons Beaches. In Shelter Island, there are 104 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, Wades Beach and Mashomack Preserve. Additionally, you'll find The Hamptons Beaches in the area. 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.

Explore a world of travel with Expedia