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Our top choices for Shelter Island hotels

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is NZ$130
includes taxes & fees
5 Jan - 6 Jan
Lamplighter Motel - Clinton, Connecticut

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (299)
"Is good"
United States
Miguel
The price is NZ$152
includes taxes & fees
5 Jan - 6 Jan
Clinton Motel

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, (465)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is NZ$134
includes taxes & fees
11 Jan - 12 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is NZ$193
includes taxes & fees
11 Jan - 12 Jan
Quality Inn Old Saybrook - Westbrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (910)
"Just motel , clean. No breakfast there, no coffee either. At 10 AM nobody showed up into front office for check out. "
United States
Tomasz
The price is NZ$162
includes taxes & fees
6 Jan - 7 Jan
Super 8 by Wyndham Old Saybrook

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is NZ$376
includes taxes & fees
1 Feb - 2 Feb
Westbrook Inn B&B

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is NZ$820
includes taxes & fees
5 Jan - 6 Jan
The Huntting Inn

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is NZ$217
includes taxes & fees
5 Jan - 6 Jan
Southampton Long Island Hotel

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1009)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is NZ$622
includes taxes & fees
11 Jan - 12 Jan
Saybrook Point Resort & Marina

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is NZ$160
includes taxes & fees
7 Jan - 8 Jan
Liberty Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (558)
"Room and staff were amazing. "
United States
Manuel
The price is NZ$317
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front Inn

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
"Great staff"
United States
Douglas
The price is NZ$266
includes taxes & fees
5 Jan - 6 Jan
Sea Haven Resort Motel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is NZ$464
includes taxes & fees
5 Jan - 6 Jan
American Beech Hotel

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$196
includes taxes & fees
5 Jan - 6 Jan
Hamlet Inn

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (173)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is NZ$602
includes taxes & fees
8 Jan - 9 Jan
The Menhaden

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150)
"We had a wonderful stay "
United States
Sabrina
The Maidstone
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

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Mashomack Preserve.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Sunset Beach are some notable places to visit nearby.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Sunset Beach.

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 Water's Edge Resort & Spa and Montauk Blue Hotel. 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?
Work and Play Special! Extended Stay Discount: This highly rated holiday home rental in Shelter Island is located near the beach, and has an outdoor pool, a patio 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. You and your friends and family can relax into your holiday with amenities such as 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: Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa and Montauk Blue Hotel 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 97 hotels and other accommodation options to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Sunset Beach, Mashomack Preserve and Crescent Beach. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shelter Island Historical Society. 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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