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Our top choices for Shelter Island hotels

1. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
¥49,892
¥57,002 total
includes taxes & fees
Aug 17 - Aug 18
Shelter Island House

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
¥91,888
¥115,482 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel

3. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
¥49,458
¥56,507 total
includes taxes & fees
Aug 17 - Aug 18
West Neck Guesthouse

4. Zey Hotel

Zey Hotel
Greenport
United States
Alex
¥38,335
¥43,799 total
includes taxes & fees
Aug 25 - Aug 26
Zey Hotel

5. House on Chase Creek

House on Chase Creek
The Heights
United States
Jeanine
¥38,762
¥44,285 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek

6. The Chequit

The Chequit
The Heights
United States
Kristin
¥46,145
¥52,720 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
David
¥40,530
¥54,416 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
¥48,352
¥69,308 total
includes taxes & fees
Sep 9 - Sep 10
Cliffside Resort Condominiums

9. The Menhaden

The Menhaden
Greenport
United States
Lisa
¥70,664
¥87,045 total
includes taxes & fees
Aug 16 - Aug 17
The Menhaden

10. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
¥51,418
¥64,782 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate

11. Sound View Greenport

Sound View Greenport
Greenport
United States
Yveline
¥41,678
¥61,134 total
includes taxes & fees
Sep 10 - Sep 11
Sound View Greenport

12. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
¥49,562
¥56,625 total
includes taxes & fees
Sep 10 - Sep 11
North Fork Resort

13. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
¥45,875
¥56,356 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips

14. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
¥62,284
¥77,468 total
includes taxes & fees
Sep 7 - Sep 8
American Beech Hotel

15. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
¥74,147
¥84,713 total
includes taxes & fees
Sep 7 - Sep 8
Sag Harbor Inn

16. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
John
¥15,957
¥18,351 total
includes taxes & fees
Aug 30 - Aug 31
Quality Inn Old Saybrook - Westbrook

17. Arbor View House B&B

Arbor View House B&B
East Marion
United States
Lekecia
¥95,953
¥113,024 total
includes taxes & fees
Sep 3 - Sep 4
Arbor View House B&B

18. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Wendy
¥15,470
¥17,791 total
includes taxes & fees
Aug 11 - Aug 12
Pier Blue Inn Old Saybrook - Essex

19. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
¥12,463
¥14,332 total
includes taxes & fees
Aug 11 - Aug 12
Lamplighter Motel - Clinton, Connecticut

20. The Captain Stannard

The Captain Stannard
Westbrook Center
United Kingdom
Jessica
¥36,165
¥40,143 total
includes taxes & fees
Sep 10 - Sep 11
The Captain Stannard
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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods 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 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

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
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A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbor waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
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Gardiner's Bay Country Club

This historic 1896 golf club showcases rolling fairways with stunning views of Gardiner's Bay and Coecles Harbor. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse.
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Mashomack Preserve

Explore 2,039 acres of pristine wilderness across diverse ecosystems at Mashomack Preserve. The 20+ miles of trails offer intimate encounters with over 200 bird species in tidal creeks, oak forests, and marshes.
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Shelter Island Historical Society

8.0/10 (1 review)
This historic museum preserves Shelter Island's maritime heritage through artifacts and photographs. Explore special exhibits or attend seasonal events celebrating local culture.
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Menhadden Lane Beach

8.8/10 (3 reviews)
This tranquil beach on Shelter Island's east side offers serene views of Gardiner's Bay and the 'Bug' Lighthouse. Bring a blanket, find a quiet spot, and watch sailboats glide across the pristine waters.
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Havens House

Built in 1743, Havens House served as a store, tavern, school, and post office before becoming the Shelter Island Historical Society. Explore its wide plank floors and exhibits showcasing the island's unique heritage.
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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.

See all hotels in Shelter Island
A wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Amazing"
Marie 1-night trip
Posted 4 hours ago
Water's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Amazing stay& amazing staff 10/10"
Sarah 3-night trip
Posted 23 hours ago
Montauk Yacht Club
Zey Hotel

Zey Hotel

10/10 Excellent
"Absolutely loved our stay at Zey Hotel! .. Convenient to town and all gateways, responsive host, eclectic, artsy vibes. Room was on 3rd Floor and had ample amenities and space for 2. Definitely plan to stay again when back in Greenport."
Eleanor 2-night trip
Posted 1 day ago
Zey Hotel
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Great location, nice pool,"
Vanessa matias 3-night trip
Posted 3 days ago
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Ocean Surf Resort is very nice hotel. Very one that works there is very nice and helpful. Carrying our lounge up two flights of stairs. There are no elevators. There's no phone in our room. There should have some kind of light by the bed it you want to read a book. So when we were there, There was a big family and they were getting pretty loud until some time after 10PM. The office closes at a certain time and not having a phone is the room to tell them that the big family gathering was out of control. The location was great right on the beach I would stay there again."
Edwina 3-night trip
Posted 3 days ago
Ocean Surf Resort
Aqualina Inn Montauk

Aqualina Inn Montauk

8/10 Good
"Clean, spacious room, great property, excellent location - one block from beach and in main town."
Danielle 2-night trip
Posted 7 days ago
Aqualina Inn Montauk

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
¥15,470
¥17,791 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
¥15,957
¥18,351 total
Aug 30 - Aug 31
includes taxes & fees
7.8/10 Good! (1,011 reviews)
Quality Inn Old Saybrook - Westbrook
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
¥19,603
¥22,398 total
Sep 3 - Sep 4
includes taxes & fees
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
¥26,661
¥34,404 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (557 reviews)
The Bentley Hotel Southampton
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
¥31,946
¥36,499 total
Aug 13 - Aug 14
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
¥31,094
¥39,468 total
Sep 8 - Sep 9
includes taxes & fees
The Atlantic Hotel

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Enjoy breathtaking views and sunsets at Shelter Island's beautiful beaches, perfect for relaxation and romance.
  • Outdoor Activities: Engage in various outdoor adventures, including kayaking, golfing, and exploring bird sanctuaries.
  • Rich History: Visit the Shelter Island Historical Society to learn about the island's fascinating past and cultural heritage.
  • Charming Accommodations: Choose from cozy bed & breakfasts and unique inns that offer a memorable lodging experience.
  • Scenic Ferry Rides: Take a picturesque ferry ride to soak in the stunning landscapes and connect with nearby attractions.

Find great hotels near Shelter Island

Discover the ideal lodging for your getaway on Shelter Island, New York. From charming bed & breakfasts to cozy agritourism properties, you'll find a range of accommodations to suit your needs. Whether you're seeking pet-friendly amenities or planning a family adventure, Shelter Island offers intimate inns and guest houses that provide a unique vacation experience. Explore the inviting atmosphere of the Shelter Island House and enjoy a memorable stay on this beautiful island.

  • Sound View Greenport: A charming 3.5-star hotel, Sound View Greenport offers a delightful beach getaway just 6km from Shelter Island. With a guest rating of 8.4, this family-friendly property is tailored for those looking to enjoy sun and sand. Guests appreciate the direct access to the beach, making it easy to soak in the coastal atmosphere. The hotel is equipped with amenities for children, such as free cribs and child safety features. Additionally, the property welcomes pets, adding an extra layer of convenience for families traveling with furry friends.
  • Sag Harbor Inn: Rated at 9.4, Sag Harbor Inn is a sophisticated 3.5-star lodging located 8km from Shelter Island. This inn is particularly suited for business travelers seeking a serene environment to unwind after meetings. Guests enjoy well-appointed rooms that blend comfort with functionality, making it an ideal choice for professionals on the go. The tranquil setting and proximity to local business hubs enhance its appeal, while the attentive staff ensures a pleasant stay.
  • The Harbor Front Inn: With a guest rating of 8.8, The Harbor Front Inn is a 3.5-star hotel located just 5km from Shelter Island. This property caters to both business travelers and pet owners, allowing pets in designated areas. The inn’s inviting atmosphere, combined with beautiful waterfront views, provides a relaxing retreat after a busy day. Travelers appreciate the friendly service and the convenience of being near local attractions, making it an excellent choice for those looking to explore the area.

Where to stay near Shelter Island

Discover the charm of Shelter Island, a perfect getaway for outdoor enthusiasts and couples alike. Enjoy stunning vistas and romantic sunsets at Sunset Beach, while exploring the picturesque neighborhoods that offer a family-friendly atmosphere. Venture beyond to nearby Long Island for luxury excursions and scenic landscapes. Whether you seek adventure or relaxation, Shelter Island promises an unforgettable experience that beautifully blends history and nature.

  • Hamptons: Located 14km from Shelter Island, the Hamptons is a renowned vacation spot famous for its stunning beaches and vibrant outdoor activities. The area attracts a seasonal influx of travelers, peaking from June to August, making it a lively summer retreat. Visitors enjoy romantic beach outings, golfing, and various outdoor adventures, including skiing in the winter months. Iconic landmarks like picturesque family beaches and serene lakes make the Hamptons a perfect destination for relaxation and recreation.
  • Greenport: Just 5km away from Shelter Island, Greenport is a charming village that offers a delightful blend of outdoor and romantic experiences. With visitor numbers peaking from June to August, this city is ideal for beach lovers and those seeking a peaceful getaway. Enjoy activities such as golfing, exploring parks, and attending music concerts. Greenport's scenic beaches and family-friendly parks provide a beautiful backdrop for leisurely strolls and memorable moments, making it a must-visit spot on your vacation.
  • Sag Harbor: Situated 8km from Shelter Island, Sag Harbor is a picturesque town known for its rich maritime history and vibrant arts scene. The peak travel season runs from June to August, drawing visitors eager for outdoor adventures and beach experiences. Enjoy activities like golfing and skiing while taking in the beauty of local beaches and scenic lakes. With its charming streets lined with boutiques and eateries, Sag Harbor offers a unique mix of relaxation and culture, perfect for a romantic escape or family outing.

Things to do near Shelter Island

Shopping

For unique gifts, explore local shops like the Shelter Island Craft Shop, offering handmade items and art. If you're up for a drive, head to the nearby Greenport Village, where you’ll discover charming boutiques and markets for a wider selection of souvenirs.

Recreation

At the Shelter Island Wellness Center, indulge in rejuvenating spa treatments and yoga classes designed to enhance relaxation. Explore the serene nature trails at Mashomack Preserve for a peaceful hike and connect with the natural beauty of the island while enjoying fresh air and tranquility.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 35km from Shelter Island, where you can enjoy exciting races and a lively atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, for more adrenaline-pumping racing events and an energetic vibe that will keep you on your toes.

Nightlife

Visit the Sunset Beach for a beachfront bar experience featuring cocktails and stunning views. For a laid-back vibe, check out the Shelter Island Craft Brewery to sample local brews. If you're in the mood for dancing, head over to the Tavern on the Green for a lively atmosphere.

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

Find the best attractions in and around Shelter Island

Shelter Island offers a perfect getaway for outdoor enthusiasts and couples seeking a romantic beach vacation. Visitors can explore beautiful beaches, urban parks, and historic buildings, making it an ideal destination for those interested in culture and outdoor activities. Don't miss the Shelter Island Historical Society for a glimpse into the island's rich history. Enjoy your time soaking up the sun and exploring the unique attractions that Shelter Island has to offer.

  • East Hampton Main Beach: Located 19km from Shelter Island, this beach offers a quintessential seaside experience with golden sands and refreshing ocean waves. Enjoy sunbathing, beach volleyball, or a leisurely stroll along the shore while soaking up the vibrant beach vibes.
  • Gardiner's Bay Country Club: Nestled within Shelter Island, this golf course features stunning views of Gardiner's Bay. Golf enthusiasts can enjoy a challenging round of golf amidst beautifully manicured greens and a tranquil atmosphere, making it a perfect spot to unwind.
  • Mashomack Preserve: This urban park on Shelter Island provides a serene escape into nature with family-friendly trails and outdoor activities. Explore diverse habitats and enjoy birdwatching, hiking, or simply relaxing in a peaceful setting that highlights the beauty of the area.

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.

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

Traveling to Shelter Island is convenient with access through several major airports. John F. Kennedy International Airport (JFK), located 130km away, offers nearby hotels such as The William Vale and Arlo Williamsburg, both rated 5 stars and just 18km from the airport. LaGuardia Airport (LGA) is 134km from Shelter Island, with luxury options like The Plaza, A Fairmont Hotel and Hilton Club The Quin New York, both around 5 to 10km away. Additionally, Bradley International Airport (BDL) in Hartford, CT is 100km distant, featuring hotels like DoubleTree by Hilton Hartford, just 2km from the airport, providing great access for travelers.

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Sound View Greenport and The Atlantic Hotel. See all available top hotels, or vacation rentals in Shelter Island.
What's the top vacation rental that Shelter Island has to offer?
Bright and Spacious Summer Home Steps from the Beach: This highly rated vacation home rental in Shelter Island is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all 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?
Sound View Greenport: Offers a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel and Offshore Montauk 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 106 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 Wades Beach. A couple of additional sights to add to your agenda are Gardiner's Bay Country Club and Shelter Island Historical Society. 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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