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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 reviews)
"Would stay again. "
United States
pamela
The price is NT$2,045
NT$2,352 total
includes taxes & fees
Feb 3 - Feb 4
Lamplighter Motel - Clinton, Connecticut

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is NT$2,391
NT$2,750 total
includes taxes & fees
Feb 3 - Feb 4
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, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is NT$2,109
NT$2,425 total
includes taxes & fees
Feb 8 - Feb 9
Econo Lodge Inn & Suites 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, (912 reviews)
"Excellent "
United States
David
The price is NT$1,982
NT$2,348 total
includes taxes & fees
Feb 5 - Feb 6
Super 8 by Wyndham Old Saybrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is NT$3,183
NT$3,660 total
includes taxes & fees
Feb 8 - Feb 9
Quality Inn Old Saybrook - Westbrook

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is NT$6,477
NT$7,190 total
includes taxes & fees
Feb 3 - Feb 4
Westbrook Inn B&B

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
"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 NT$3,304
NT$3,940 total
includes taxes & fees
Feb 3 - Feb 4
Southampton Long Island Hotel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148 reviews)
"Great spot!"
United States
Keith
Harpoon House

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is NT$9,093
NT$11,244 total
includes taxes & fees
Feb 8 - Feb 9
Saybrook Point Resort & Marina

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is NT$2,800
NT$3,220 total
includes taxes & fees
Feb 3 - Feb 4
Liberty Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is NT$11,266
NT$13,186 total
includes taxes & fees
Feb 15 - Feb 16
The Huntting Inn

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is NT$4,562
NT$5,838 total
includes taxes & fees
Feb 3 - Feb 4
Sea Haven Resort Motel

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (78 reviews)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is NT$7,866
NT$9,886 total
includes taxes & fees
Feb 8 - Feb 9
Mill House Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is NT$2,719
NT$3,514 total
includes taxes & fees
Feb 3 - Feb 4
Hamlet Inn

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (296 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is NT$10,195
NT$11,647 total
includes taxes & fees
Feb 3 - Feb 4
Zey Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is NT$3,430
NT$5,177 total
includes taxes & fees
Feb 3 - Feb 4
American Beech Hotel

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (563 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is NT$4,221
NT$5,721 total
includes taxes & fees
Feb 3 - Feb 4
The Harbor Front Inn

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,000 reviews)
"Great place!"
United States
Laura
The price is NT$6,149
NT$7,614 total
includes taxes & fees
Feb 3 - Feb 4
Water's Edge Resort & Spa
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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most.

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming neighborhood features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes center stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The neighborhood provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

Coecles Harbor

Coecles Harbor offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island neighborhood balances authentic maritime character with vacation amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes center stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

Stay near popular Shelter Island attractions

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Hotels in Shelter Island with star-rating

Find out more about Shelter Island

Top reasons to visit Shelter Island

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

Find great hotels near Shelter Island

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

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

Where to stay near Shelter Island

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

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

Things to do in and around Shelter Island

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

Shopping

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

Recreation

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

Adventure

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

Nightlife

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

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

Booking tips and Expedia advantages for Shelter Island

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

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

Find the best attractions in and around Shelter Island

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

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

Best time to go to Shelter Island

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

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

The nearest major airports for your trip to Shelter Island

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

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
Where can I learn more about changing or cancelling my trip to Shelter Island?
For additional details about picking new dates or cancelling your trip to Shelter Island, click here.
What's the best pet-friendly accommodation in Shelter Island?
Sunset Beach Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
Where is the best hotel to stay with easy access to Mashomack Preserve?
The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.
What about the best place to stay near Havens House?
One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.
What's the best place to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach. See more stays near the beach in Shelter Island.
What are some accommodations with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Blue Hotel and Sound View Greenport are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.
What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer including the parks, beaches, and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 97 hotels and other accommodations to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Sunset Beach, Crescent Beach, and Mashomack Preserve. A couple of additional sights to add to your agenda are Shelter Island Whale's Tail and Shell Beach. Check out what more to see and do in Expedia's Shelter Island guide.
What's the weather like in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.

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