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Check prices for these dates

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7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
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18 Sept - 20 Sept

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Our top choices for Shelter Island hotels

1. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
โ‚น50,726
โ‚น63,750 total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

2. Zey Hotel

Zey Hotel
Greenport
United States
Renee
โ‚น15,945
โ‚น18,218 total
includes taxes & fees
15 Sept - 16 Sept
Zey Hotel

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
โ‚น19,017
โ‚น21,726 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

4. The Menhaden

The Menhaden
Greenport
United States
Lisa
โ‚น37,337
โ‚น46,437 total
includes taxes & fees
13 Sept - 14 Sept
The Menhaden

5. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
โ‚น20,343
โ‚น23,242 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

6. The Chequit

The Chequit
The Heights
United States
Kathleen
โ‚น18,191
โ‚น20,783 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

7. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
โ‚น29,189
โ‚น33,348 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

8. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
โ‚น22,858
โ‚น28,814 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
โ‚น27,579
โ‚น39,933 total
includes taxes & fees
4 Oct - 5 Oct
Cliffside Resort Condominiums

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
โ‚น25,152
โ‚น36,834 total
includes taxes & fees
28 Sept - 29 Sept
Sound View Greenport

11. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
โ‚น28,336
โ‚น32,374 total
includes taxes & fees
24 Sept - 25 Sept
North Fork Resort

12. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
โ‚น30,615
โ‚น34,978 total
includes taxes & fees
7 Oct - 8 Oct
Sag Harbor Inn

13. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
โ‚น25,419
โ‚น32,822 total
includes taxes & fees
9 Sept - 10 Sept
American Beech Hotel

14. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
โ‚น19,071
โ‚น24,152 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

15. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
โ‚น29,906
โ‚น37,680 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate

16. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
โ‚น9,558
โ‚น10,992 total
includes taxes & fees
27 Sept - 28 Sept
Quality Inn Old Saybrook - Westbrook

17. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
โ‚น8,686
โ‚น9,989 total
includes taxes & fees
16 Sept - 17 Sept
Pier Blue Inn Old Saybrook - Essex

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
โ‚น7,371
โ‚น8,476 total
includes taxes & fees
14 Sept - 15 Sept
Clinton Motel

19. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
โ‚น53,153
โ‚น66,801 total
includes taxes & fees
13 Sept - 14 Sept
Faraway Sag Harbor

20. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
โ‚น22,104
โ‚น24,536 total
includes taxes & fees
9 Sept - 10 Sept
The Captain Stannard
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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

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 harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
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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 artefacts and photographs. Explore special exhibits or attend seasonal events celebrating local culture.
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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 Harbour. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse.
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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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"For a motel that allows dogs it was exactly what we needed. Beds are small but they were clean, non smoking and allowed pets. Will stay again"
Alexandra 2-night trip
Posted 1 hour ago
Pier Blue Inn Old Saybrook - Essex
 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Wonderful stay!! Loved this property and the staff. Clean, well kept. Beds were slightly uncomfortable but that wasnโ€™t a big deal. Great location!"
Cassidy 2-night trip
Posted 5 hours ago
Hampton's Vacation Inn
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."
Deborah 5-night trip
Posted 6 hours ago
Saybrook Point Resort & Marina
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Excellent staff and location. The food was mediocre"
Pasquale 1-night trip
Posted 7 hours ago
Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. Itโ€™s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If youโ€™re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! ๐ŸŒ…๐ŸŒŠโค๏ธ"
Sangay 2-night trip
Posted 22 hours ago
Sound View Greenport
Budget Host East End

Budget Host East End

10/10 Excellent
"Came out for the 80th Annual powwow n Shinnecock and stayed here and not disappointed. From checking in to check out Thurs place was home for the night. Will be returning next year again and booking this place again."
Garrett 1-night trip
Posted 1 day ago
Budget Host East End
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Heated pool and hot tub in a covered glass enclosure is a great amenity on a rainy day!"
Eileen 3-night trip
Posted 1 day ago
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Absolutely beautiful hotel, in peaceful setting with lovely amenities."
Suzanne 1-night trip
Posted 1 day ago
The Hampton Maid
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Great!"
Eva 3-night trip
Posted 2 days ago
Montauk Yacht Club

More cheap stays in Shelter Island

Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
โ‚น8,410
โ‚น9,608 total
6 Oct - 7 Oct
includes taxes & fees
6.8/10 (877 reviews)
Budget Host East End
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
โ‚น8,686
โ‚น9,989 total
16 Sept - 17 Sept
includes taxes & fees
8/10 Very good! (1,011 reviews)
Pier Blue Inn Old Saybrook - Essex
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
โ‚น10,938
โ‚น12,996 total
8 Oct - 9 Oct
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
โ‚น11,269
โ‚น15,237 total
1 Oct - 2 Oct
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
โ‚น12,084
โ‚น17,917 total
28 Sept - 29 Sept
includes taxes & fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
โ‚น12,439
โ‚น18,837 total
8 Oct - 9 Oct
includes taxes & fees
9.2/10 Wonderful! (268 reviews)
Montauk Blue Hotel

Find out more about Shelter Island

Secluded paradise with breathtaking beaches and charming coastal villages

Shelter Island, located in the beautiful state of New York, offers a unique and captivating holiday experience. This charming island is surrounded by other islands, making it an ideal destination for kayaking enthusiasts. Nature lovers will be delighted by the breathtaking scenery and the opportunity to explore the island's natural parks. Moreover, Shelter Island boasts stunning beaches that are perfect for relaxation and water activities. History buffs can delve into the island's rich past by visiting its fascinating museums. With its diverse attractions, Shelter Island is a must-visit destination for any traveler. It is located just a few kilometers away from the city center, making it easily accessible for tourists.

Top reasons to visit Shelter Island

  • Surrounded by other islands: Shelter Island is surrounded by other islands, making it a paradise for kayaking enthusiasts.
  • Breathtaking scenery: Nature lovers will be captivated by the stunning scenery and natural parks on Shelter Island.
  • Stunning beaches: Shelter Island boasts beautiful beaches that are perfect for relaxation and water activities.
  • Fascinating museums: History buffs can delve into Shelter Island's rich past by visiting its fascinating museums.
  • Accessible location: Shelter Island is located just a few kilometers away from the city center, making it easily accessible for tourists.

Find great hotels near Shelter Island

Discover a delightful selection of accommodations on Shelter Island, where options range from charming bed and breakfasts to intimate inns and agritourism properties. Whether you seek pet-friendly amenities or an adventurous family vacation experience, the island offers a variety of lodging types to cater to your preferences. Enjoy the unique charm of Shelter Island House and its exceptional facilities, ensuring a memorable stay amidst its serene surroundings.

  • Sound View Greenport: Nestled a mere 6km from Shelter Island, Sound View Greenport is a 3.5-star hotel that caters to families and pet lovers seeking a beachside retreat. With a guest rating of 8.4 out of 10, this property offers direct access to the beach, making it ideal for sun-seekers. Families will appreciate the thoughtful amenities for children, including complimentary cribs and safety window guards. The hotel is also pet-friendly, allowing dogs and cats with specific policies in place, ensuring a welcoming atmosphere for all guests.
  • Sag Harbor Inn: Located 8km from Shelter Island, Sag Harbor Inn stands out with its impressive guest rating of 9.4 out of 10. This 3.5-star hotel is tailored for business travellers, offering a tranquil environment conducive to work and relaxation. Guests have praised the attentive service and comfortable accommodations, making it a prime choice for those visiting for corporate purposes. Its strategic location provides easy access to local business hubs as well as leisure activities in the charming Sag Harbor area.
  • The Harbor Front Inn: Just 5km from Shelter Island, The Harbor Front Inn is another excellent option for both business and pet-friendly travellers, boasting a guest rating of 8.8 out of 10. This 3.5-star accommodation offers a cozy atmosphere, allowing guests to unwind after a day of exploration. With amenities that permit dogs, the hotel ensures that your furry friends can join you on your stay. Whether you're here for work or leisure, the inn provides a welcoming and convenient base from which to enjoy the area.

Explore the best places to visit and stay in Shelter Island

Shelter Island in New York offers a range of exciting areas and neighborhoods for tourists to explore. Each area has its own unique geographic features, landmarks, and local experiences that make it a must-visit destination.

  • Silver Beach: This area is known for its stunning islands, kayaking opportunities, and beautiful natural parks. Visitors can enjoy the picturesque scenery, relax on the beach, or explore the historical museums nearby.
  • Menantic Creek: With its charming islands, nature trails, and bowling alleys, Menantic Creek is a great place for outdoor enthusiasts. Visitors can also take in the scenic beauty, visit the local beach, or learn about the area's history at the museums.
  • Coecles Harbor: Coecles Harbor offers a mix of natural beauty, kayaking spots, and scenic views. Visitors can explore the islands, enjoy the beach, or take a stroll through the historical sites and museums.

Whether you're looking for outdoor adventures, historical landmarks, or simply a serene beach getaway, Shelter Island has it all. Explore these areas to experience the unique charm and natural beauty of Shelter Island in New York.

Experience the top activities and must-see sights in Shelter Island

Shelter Island is a luxury holiday destination offering a variety of experiences.

  • Gardiner's Bay Country Club: Experience the beauty of Shelter Island's islands, kayaking, and scenic nature while enjoying a game of bowling at this private country club.
  • Shell Beach: Immerse yourself in the natural beauty of Shelter Island's beaches, with stunning scenery and opportunities for kayaking amidst the islands.
  • Mashomack Preserve: Explore the urban park of Mashomack Preserve, surrounded by picturesque scenery and natural parks, offering a chance to immerse yourself in the history and culture of Shelter Island through its museums and historical attractions.

How to find great deals and cheap hotels in Shelter Island

  • Shelter Island offers a range of affordable accommodation options for budget-conscious travelers. Check out the Expedia website for discounted rates on hotels in Shelter Island.
  • Use the search filters on Expedia to find hotels that match your budget and preferences, whether you're looking for a beachfront hotel, a cozy bed and breakfast, or a budget-friendly inn.
  • Consider traveling to Shelter Island during off-peak seasons to take advantage of lower hotel rates. Prices may be more affordable from September to May, excluding holidays.
  • Save on transportation costs by renting a bike to explore the scenic beauty of Shelter Island. There are several rental shops available on the island.
  • Enjoy the free attractions that Shelter Island has to offer, such as exploring the beautiful natural parks, beaches, and historical sites. Take a leisurely walk or go kayaking in the serene surroundings.
  • Take advantage of the local dining options on Shelter Island for affordable and delicious meals. From casual seafood shacks to cozy cafes, there's something for every budget.
  • Make use of the Expedia Rewards program to earn points and save on future bookings. The more you stay, the more Rewards you can accumulate.

Discover the flavours of Shelter Island

Shelter Island offers a vibrant dining scene with a variety of options to satisfy every palate. For a waterfront dining experience, head to SALT Waterfront Bar & Grill, where you can indulge in a fusion of Asian and North American cuisine, with a focus on fresh seafood. The restaurant's picturesque location allows you to enjoy your meal while taking in stunning views of the water.

If you're in the mood for a mix of flavours, Vine Street Cafe is the place to go. This charming restaurant offers a menu that combines North American, Asian, and European influences, resulting in innovative and delicious dishes. With its cozy atmosphere and delectable food, Vine Street Cafe is a popular choice among locals and visitors alike.

For a taste of Latin American cuisine, Maria's Kitchen is a must-visit. This restaurant specializes in authentic Latin American dishes, showcasing the vibrant flavours and spices of the region. From traditional favorites to unique creations, Maria's Kitchen offers a culinary experience that will delight your taste buds.

Best time to go to Shelter Island

Shelter Island boasts a year-around average temperature of 9.8ยฐC, peaking at 21.6ยฐC in July, its warmest month, and dipping to an average low of -1.7ยฐC in January, the coolest. Rainfall averages at 99.2mm annually, with March, April seeing the heaviest showers and February being the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfall (mm)rain icon
January-1.790.7
February-1.073.7
March2.7117.3
April7.6117.3
May13.0100.3
June18.6102.9
July21.692.7
August21.296.8
September17.0103.1
October11.1104.1
November6.3106.9
December1.284.3

The nearest major airports for your trip to Shelter Island

Accessing Shelter Island is convenient via its major airports. John F. Kennedy International Airport (JFK) is situated 130km away, with luxurious hotels nearby such as The William Vale and Arlo Williamsburg, both 18km from JFK. LaGuardia Airport (LGA), located 134km from Shelter Island, offers top-notch accommodation options like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km of the airport. Additionally, Bradley International Airport (BDL) is 100km away, with options like DoubleTree by Hilton Hartford and Simsbury 1820 House, providing comfort just a short distance from the airport.

The Shelter Island info point: What you need to know

Category
Details
LocationShelter Island, New York, United States of America
Known forBeautiful beaches, scenic landscapes, and peaceful atmosphere
Best time to visitSummer months (June to August) for warm weather and outdoor activities
Length of StayRecommended 2-3 days
WeatherMild summers and cold winters
Don't missShelter Island Historical Society, Mashomack Preserve, Sunset Beach
CuisineFresh seafood, local delicacies, and international cuisine
Places to visitShelter Island State Park, Crescent Beach, Sylvester Manor Educational Farm

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 3.6 mi (5.8 km) from the heart of Shelter Island, Sound View Greenport is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and The Atlantic 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! 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?
Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel and Gurney's Montauk Resort & Seawater 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, Mashomack Preserve and Crescent Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Gardiner's Bay Country Club. 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 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Shelter Island is 1452 mm.

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