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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, (319 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is NZ$191
includes taxes & fees
1 July - 2 July
Clinton Motel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (337 reviews)
"Loved the stay"
United States
Elena
The price is NZ$455
includes taxes & fees
15 July - 16 July
Zey Hotel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (240 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is NZ$161
includes taxes & fees
1 July - 2 July
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)
"It was in a good location and less expensive than area hotels."
United States
David
The price is NZ$187
includes taxes & fees
6 July - 7 July
Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is NZ$240
includes taxes & fees
27 July - 28 July
Quality Inn Old Saybrook - Westbrook

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (25 reviews)
"Great stay & great staff!"
United States
James
The price is NZ$710
includes taxes & fees
14 July - 15 July
North Fork Resort

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (87 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 NZ$307
includes taxes & fees
14 July - 15 July
Hampton Bays Hotel on Main

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (657 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is NZ$157
includes taxes & fees
1 July - 2 July
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, (481 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is NZ$164
includes taxes & fees
8 July - 9 July
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (179 reviews)
"Great staff."
United States
Grant
The price is NZ$535
includes taxes & fees
1 July - 2 July
The Niantic Inn

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 NZ$523
includes taxes & fees
12 July - 13 July
Hamlet Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (267 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is NZ$421
includes taxes & fees
8 July - 9 July
The Captain Stannard

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (81 reviews)
"Very nice property"
United States
Steven
The price is NZ$529
includes taxes & fees
14 July - 15 July
The Penny Lane

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (769 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is NZ$329
includes taxes & fees
8 July - 9 July
Shorewood 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 NZ$172
includes taxes & fees
26 July - 27 July
Super 8 by Wyndham Old Saybrook

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 NZ$409
includes taxes & fees
7 July - 8 July
Hampton's Vacation Inn

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely place to stay, excellent breakfast."
United States
Mary Jo
The price is NZ$529
includes taxes & fees
1 July - 2 July
Inn at Harbor Hill Marina

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 NZ$906
includes taxes & fees
1 July - 2 July
Barlume Beach Montauk

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (195 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is NZ$612
includes taxes & fees
8 July - 9 July
Westbrook Inn B&B

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (123 reviews)
"This place was very nice and quiet. "
United States
Shelly Ann
The price is NZ$549
includes taxes & fees
6 July - 7 July
Ocean View Terrace 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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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

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

Recent Reviews in Shelter Island

More cheap accommodation in Shelter Island

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches, perfect for relaxation and sunbathing.
  • Outdoor Adventures: Enjoy activities like golfing, kayaking, and exploring scenic parks and nature reserves.
  • Rich History: Visit the Shelter Island Historical Society to learn about the island's unique heritage.
  • Serene Retreats: Unwind at local retreat centres, surrounded by the island's natural beauty.
  • Charming Accommodation: Choose from delightful bed and breakfasts and intimate inns for a memorable stay.

Find great hotels near Shelter Island

Discover a delightful range of accommodation options on Shelter Island, where you can find everything from charming bed and breakfasts to intimate inns and agritourism properties. With a focus on family-friendly experiences and pet-friendly amenities, Shelter Island hotels cater to every traveler's needs, ensuring a memorable stay amidst stunning natural beauty.

  • Sound View Greenport: This 3.5-star hotel offers a charming retreat just 6.4km from Shelter Island. Known for its family-friendly atmosphere, Sound View Greenport features direct access to the beach, making it an ideal choice for those seeking a coastal experience. The property provides amenities for children, including complimentary cribs and safety features like window guards. Guests appreciate the spacious accommodations and the relaxed, welcoming vibe that makes it suitable for both beach holidays and business trips.
  • Sag Harbor Inn: Located 8.0km away from Shelter Island, Sag Harbor Inn is a refined 3.5-star lodging option, earning a stellar guest rating of 9.4 out of 10. It's particularly appealing for business travellers, offering a professional environment without sacrificing comfort. The hotel’s proximity to local dining and shopping enhances its appeal, while the well-appointed rooms provide a serene space to unwind after a day of meetings or exploration.
  • The Harbor Front Inn: Just 4.8km from Shelter Island, The Harbor Front Inn combines a business-friendly atmosphere with a pet-friendly policy, making it a unique option for travellers. This 3.5-star property welcomes dogs and offers various amenities to ensure a comfortable stay for both pets and their owners. Guests enjoy the scenic views and convenient location, which provides easy access to local attractions. The Harbour Front Inn is a great choice for those looking to blend work with leisure while enjoying the company of their furry friends.

Where to stay near Shelter Island

During your visit to Shelter Island, you'll uncover its enchanting charm, perfect for outdoor adventures and romantic beach getaways. Explore the scenic beauty and historical vibes of this idyllic destination, while nearby Long Island offers family-friendly excursions and luxurious experiences. Don’t miss the stunning views at Sunset Beach, where you can unwind and soak in the atmosphere. Whether you’re on a budget or seeking a lavish retreat, Shelter Island has something special for every traveller.

  • Hamptons: Located a mere 14.5km from Shelter Island, the Hamptons are renowned for their stunning beaches and vibrant summer atmosphere. This coastal haven offers a romantic escape with its picturesque scenery and outdoor activities. While the peak season runs from June to August, the Hamptons also provide a quieter charm in the off-peak months. Visitors can indulge in a round of golf, explore scenic ski fields during winter, or simply relax by the beach or lakeside. It’s a perfect spot for those looking to combine leisure with a touch of elegance.
  • Greenport: A charming city only 4.8km away from Shelter Island, Greenport is a delightful destination for outdoor enthusiasts and romantics alike. This quaint seaside town sees its highest number of visitors from June to August, making it a lively spot in summer. Visitors can explore its beautiful parks, enjoy live music concerts, or unwind on its lovely beaches. Greenport's vibrant atmosphere, coupled with its recreational areas, make it an ideal location for leisurely strolls and enjoying the coastal ambience.
  • Sag Harbor: Located just 8.0km from Shelter Island, Sag Harbor is a historic whaling village that has transformed into a chic getaway. With a seasonal influx of visitors peaking during the summer months, Sag Harbor offers a blend of outdoor adventures and romantic settings. Golf enthusiasts will find plenty of options, while the stunning beaches and serene lakes provide perfect spots for relaxation. The charming streets are lined with boutique shops and delightful eateries, making it a must-visit for those seeking a unique coastal experience.

Things to do near Shelter Island

Shopping

For unique gifts and souvenirs, check out the local shops on Shelter Island, such as the Shelter Island Craft Shop for handmade items and the Islander for beach-themed gifts. If you’re up for a drive, visit the nearby Greenport Village for more extensive shopping options and charming boutiques.

Recreation

At Shelter Island's The Spa at the Chequit, indulge in rejuvenating treatments inspired by the coastal environment, alongside holistic wellness experiences. Nearby, explore the serene surroundings at Mashomack Preserve, where nature walks and birdwatching provide a peaceful escape, perfect for relaxation and reflection.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 35.4km from Shelter Island, where the adrenaline of competitive sports fills the air. For more racing excitement, head to Waterford Speedbowl, 38.6km away, offering an energetic atmosphere for motorsport enthusiasts.

Nightlife

Shelter Island offers a relaxed nightlife atmosphere, with venues like The Chequit providing a charming bar scene and live music. The Islander is ideal for a casual evening, featuring vibrant outdoor seating and local brews. Enjoy the waterfront views at Sunset Beach for a laid-back yet lively experience.

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

Booking tips and Expedia advantages for Shelter Island

When planning your trip to Shelter Island, consider visiting between January and March for the lowest hotel rates, as prices rise significantly from June to August. Stay on a Tuesday for the best deals, avoiding the pricier Saturday nights. Use Expedia to search for budget accommodations and package deals that combine your hotel, flights, and activities. Don’t miss out on free activities around the island to keep costs down. Always check for special offers and compare rates to ensure you secure the best deal for your stay.

  • 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 you’re looking for. To find the most affordable rates and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Shelter Island hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island

Shelter Island is ideal for outdoor and romantic beach holidays, offering a range of attractions like beautiful beaches, urban parks, and historic buildings. Visitors can immerse themselves in local culture and nature, with opportunities to explore the Shelter Island Historical Society for a deeper understanding of the area. This charming destination promises a variety of experiences that cater to both relaxation and adventure.

  • East Hampton Main Beach: Located 19.3km from Shelter Island, East Hampton Main Beach offers stunning ocean views and a relaxed atmosphere. Its soft sands and gentle waves create an ideal setting for sunbathing and beach walks, perfect for soaking up the coastal vibes.
  • Norman E. Klipp Marine Park: Just 4.8km away, this marine park is a haven for adventure seekers and families alike. With opportunities for kayaking, fishing, and exploring tidal pools, it provides a unique environment to connect with nature and enjoy recreational activities.
  • Havens Beach: Situated 8.0km from Shelter Island, Havens Beach features picturesque scenery and a tranquil atmosphere. This beach is perfect for a peaceful day by the water, allowing visitors to relax and enjoy the serene surroundings.

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

Accessing Shelter Island from New Zealand involves flying into major airports like New York's JFK and LaGuardia, or Hartford's Bradley International Airport. JFK is located 130.4km from Shelter Island, with nearby hotels such as The William Vale and Arlo Williamsburg, both 17.7km away. LaGuardia is 133.6km away, offering luxurious options like Hilton Club The Quin and The Plaza, both within 9.7km. Alternatively, Bradley International Airport is 99.8km from Shelter Island, with convenient stays like DoubleTree by Hilton Hartford nearby, just 1.6km away. Each airport provides various transport services for easy access to your accommodation.

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 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?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: This holiday home rental outside of Shelter Island is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. 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 106 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. 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.

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