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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, (306 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 NZ$154
includes taxes & fees
8 Apr - 9 Apr
Clinton Motel

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (151 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is NZ$269
includes taxes & fees
9 Apr - 10 Apr
The Niantic Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is NZ$204
includes taxes & fees
21 Apr - 22 Apr
Quality Inn Old Saybrook - Westbrook

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is NZ$139
includes taxes & fees
8 Apr - 9 Apr
Lamplighter Motel - Clinton, Connecticut

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 NZ$386
includes taxes & fees
14 Apr - 15 Apr
North Fork Cottages & RV Resort

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, (1,003 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is NZ$144
includes taxes & fees
14 Apr - 15 Apr
Pier Blue Inn Old Saybrook - Essex

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, (469 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is NZ$144
includes taxes & fees
13 Apr - 14 Apr
Econo Lodge Inn & Suites Old Saybrook Westbrook

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (644 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is NZ$165
includes taxes & fees
30 Apr - 1 May
Liberty Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (731 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
The price is NZ$184
includes taxes & fees
21 Apr - 22 Apr
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, (916 reviews)
"Excellent "
United States
David
The price is NZ$142
includes taxes & fees
13 Apr - 14 Apr
Super 8 by Wyndham Old Saybrook

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (466 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is NZ$253
includes taxes & fees
14 Apr - 15 Apr
Hamlet Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (183 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is NZ$384
includes taxes & fees
27 Apr - 28 Apr
Westbrook Inn B&B

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (72 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is NZ$283
includes taxes & fees
8 Apr - 9 Apr
Hampton Bays Hotel on Main

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,001 reviews)
"Always a nice stay. Clean and comfortable."
United States
Shelby
The price is NZ$340
includes taxes & fees
12 Apr - 13 Apr
Inn at Harbor Hill Marina

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 NZ$250
includes taxes & fees
3 May - 4 May
Ocean Resort Inn

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (159 reviews)
"Nice place to stay."
United States
Mark
The price is NZ$459
includes taxes & fees
9 Apr - 10 Apr
Beach Plum Resort

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is NZ$365
includes taxes & fees
29 Apr - 30 Apr
Cliffside Resort Condominiums

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (299 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is NZ$648
includes taxes & fees
9 Apr - 10 Apr
Zey Hotel

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (121 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is NZ$547
includes taxes & fees
21 Apr - 22 Apr
Offshore Montauk

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is NZ$344
includes taxes & fees
12 Apr - 13 Apr
Windward Shores Ocean Resort
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.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap accommodation in Shelter Island

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Enjoy beautiful beaches like Sunset Beach, perfect for relaxation and sandcastle building.
  • Outdoor Adventures: Engage in a variety of activities, including golfing and whale watching, amidst scenic landscapes.
  • Charming Accommodations: Choose from delightful hotels and unique agritourism properties catering to all types of travellers.
  • Rich Cultural Experience: Explore historic buildings and urban parks, offering insights into local customs and traditions.
  • Family-Friendly Atmosphere: A welcoming environment with activities suitable for all ages, making it ideal for group retreats.

Find great hotels near Shelter Island

For your stay on Shelter Island, you'll discover a variety of accommodation options, including charming hotels and unique agritourism properties. Whether you’re looking for pet-friendly facilities, family-friendly experiences, or adventure-filled getaways, Shelter Island has something to offer every traveller. Explore the best hotels and accommodations that promise a memorable vacation in this picturesque coastal destination.

  • Sound View Greenport: Nestled along the picturesque shoreline, Sound View Greenport is a delightful 3.5-star hotel ideal for families, beachgoers, and business travellers alike. Located 6.4km from Shelter Island, this property boasts direct beach access, allowing guests to soak up the sun and enjoy water activities. The hotel features excellent business amenities, including a Meeting Room and Conference Space, catering to corporate needs. For families, the hotel offers child-friendly services such as complimentary cribs and window guards, ensuring a safe and enjoyable stay for younger guests.
  • Sag Harbor Inn: Situated 8.0km from Shelter Island, Sag Harbor Inn is a charming 3.5-star hotel perfect for business travellers seeking a tranquil getaway. This property provides essential business amenities, including a Meeting Room, making it an excellent choice for those needing a productive environment away from home. With its inviting atmosphere and proximity to local attractions, guests can unwind after a day of meetings and enjoy the serene surroundings of Sag Harbor.
  • The Harbor Front Inn: Located merely 4.8km from Shelter Island, The Harbor Front Inn is a welcoming 3.5-star hotel that caters to both business and pet-friendly travellers. This property allows pets, ensuring that your furry companions can join in on the adventure. The hotel features essential business amenities and a flexible pet policy, including permitted pets in rooms and waived fees for service animals. With its unique blend of comfort and convenience, The Harbor Front Inn is an excellent choice for those travelling with pets while still needing a productive stay.

Where to stay near Shelter Island

Exploring Shelter Island offers a delightful mix of outdoor adventures and romantic getaways. With stunning beaches like Sunset Beach and charming holiday cottages, you’ll find the perfect spot to unwind. The family-friendly atmosphere and scenic surroundings make it an ideal destination for excursions. From beach access to the best local spots, Shelter Island promises a relaxing holiday filled with memorable experiences.

  • Hamptons: Nestled approximately 14.5km from Shelter Island, the Hamptons are a quintessential summer getaway known for their stunning beaches and vibrant social scene. The area attracts visitors primarily from June to August, offering a romantic and outdoor experience. Indulge in activities like golfing at scenic courses, enjoying live music concerts, or unwinding at luxurious resorts. The local highlights include beautiful beaches and picturesque lakes, making it an ideal spot for relaxation and exploration.
  • Greenport: Located around 4.8km from Shelter Island, Greenport is a charming coastal village that captivates tourists with its outdoor adventures and romantic seaside atmosphere. Peak visitation occurs from June to August, allowing for pleasant experiences amidst the picturesque backdrop. Visitors can enjoy golfing, attend lively music concerts, or relax at delightful resorts. Local attractions include stunning beaches, family-friendly areas, and event venues, offering a perfect blend of leisure and entertainment.
  • Sag Harbor: Just 8.0km away from Shelter Island, Sag Harbor is steeped in maritime history and offers a blend of outdoor activities and beachside relaxation. The vibrant summer months from June to August bring in many visitors, drawn to its romantic charm. Explore local golf courses or take advantage of winter sports at nearby ski fields. With beautiful family beaches and lush parks, Sag Harbor is perfect for those looking to immerse themselves in nature while enjoying the area's rich cultural heritage.

Things to do in and around Shelter Island

Discover the charm of Shelter Island, perfect for outdoor adventures, romantic getaways, and beach fun. Enjoy activities like golfing and skiing, while nearby beaches invite you for sandcastle building and relaxation. Ideal for group retreats, this picturesque destination offers numerous recreational opportunities to make your visit memorable.

Shopping

The Greenport Farmers' Market, located 4.8km away, offers a vibrant public market experience. For some fashion finds, visit The Style Bar, just 8.0km from Shelter Island. If you're up for a drive, Love Lane is a charming shopping area 17.7km away, perfect for family vibes.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini-golf experience, perfect for families seeking adventure. Noyac Golf Club, located 9.7km away, provides a scenic golfing retreat for sports enthusiasts. For relaxation, visit Cedar Point County Park, 8.0km from Shelter Island, where you can unwind in nature's tranquility.

Adventure

At Splish Splash Water Park, located 37.0km from Shelter Island, enjoy thrilling water rides and family-friendly entertainment. For a scenic experience, hike the Walking Dunes Trailhead, 25.7km away, where you can immerse yourself in nature. For adrenaline, try racing at Riverhead Raceway, 35.4km from Shelter Island.

Nightlife

In Shelter Island, the Greenport Carousel offers a charming outdoor atmosphere, perfect for a whimsical evening. For a blend of culture and romance, Bay Street Theatre is a delightful choice. If you're after a cinematic experience, the Regal UA East Hampton cinema promises entertainment in a cozy 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

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 in and around Shelter Island

Shelter Island offers a perfect blend of outdoor adventures, stunning beaches, and romantic getaways. Visitors can explore historic buildings and urban parks, while enjoying a rich cultural experience with family-friendly activities. Don't miss the chance to spot whales and connect with fellow guests as you immerse yourself in the island's charm. With a variety of attractions catering to every type of traveller, Shelter Island promises a memorable holiday for everyone.

  • 67 Steps Beach: Located 6.4km from Shelter Island, 67 Steps Beach offers a tranquil escape with its stunning coastal views and beach vibes. Perfect for sunbathing, swimming, or enjoying a leisurely stroll, this beach is ideal for relaxation and connecting with nature.
  • Gardiner's Bay Country Club: Situated within Shelter Island, Gardiner's Bay Country Club features a beautifully maintained golf course. With picturesque surroundings, it's an excellent spot for golf enthusiasts seeking to unwind and enjoy a round amidst the scenic landscapes.
  • Orient Point County Park: About 12.9km from Shelter Island, Orient Point County Park is a family-friendly urban park. With plenty of outdoor activities, it offers a great environment for picnics, hiking, and exploring nature while enjoying the vibrant city vibes.

Best time to go to Shelter Island

The best time to visit Shelter Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island falls in January, 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

When planning your visit to Shelter Island, New York, consider flying into one of the nearby airports. Islip, NY (ISP-MacArthur) is 70.8km away; nearby hotels include the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport, as well as the Radisson Hotel Hauppauge-Long Island, located 14.5km away. Alternatively, New Haven, CT (HVN-Tweed) is located 51.5km from Shelter Island, with excellent options like The Blake Hotel and Graduate by Hilton, both 4.8km from the airport. Lastly, East Hampton, NY (HTO) is just 14.5km away, with luxurious stays like the 5-star Mill House Inn, 4.8km from 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 traveller data. Other good choices for your stay in the area are Montauk Manor and Water's Edge Resort & Spa. 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. Montauk Manor and Water's Edge Resort & Spa 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 99 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. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shelter Island Whale's Tail. 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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