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Go beyond your typical stay in Shelter Island

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7 Nov - 8 Nov
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Our top choices for Shelter Island hotels

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (76 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is AED 664
AED 759 total
includes taxes & fees
19 Nov - 20 Nov
The Chequit
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

2. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is AED 679
AED 776 total
includes taxes & fees
9 Nov - 10 Nov
House on Chase Creek
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is AED 760
AED 868 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.

4. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (444 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is AED 536
AED 612 total
includes taxes & fees
9 Nov - 10 Nov
Zey Hotel
The entrance to The Harbor Front Inn with a double door and the address number 209.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is AED 514
AED 692 total
includes taxes & fees
15 Nov - 16 Nov
The Harbor Front Inn
Pool

6. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
The price is AED 1,554
AED 1,775 total
includes taxes & fees
24 Nov - 25 Nov
Seven - A Resort Style Inn
A cozy interior with a bar area, seating, and a fireplace.

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is AED 691
AED 870 total
includes taxes & fees
15 Nov - 16 Nov
Oyster Estate
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

8. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is AED 681
AED 870 total
includes taxes & fees
8 Nov - 9 Nov
The Shoals Suites and Slips
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (196 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is AED 902
AED 1,196 total
includes taxes & fees
6 Dec - 7 Dec
The Menhaden
A modern interior with a central water feature, shelves with products, and a clothing rack.

10. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is AED 921
AED 1,199 total
includes taxes & fees
10 Nov - 11 Nov
American Beech Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.

11. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (766 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is AED 560
AED 745 total
includes taxes & fees
23 Nov - 24 Nov
Sound View Greenport
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

12. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (686 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is AED 804
AED 919 total
includes taxes & fees
8 Nov - 9 Nov
Sag Harbor Inn
A balcony with a view of the ocean, a lawn, and a house in the background.

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is AED 632
AED 1,129 total
includes taxes & fees
30 Nov - 1 Dec
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

14. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is AED 1,167
AED 1,333 total
includes taxes & fees
8 Nov - 9 Nov
North Fork Resort
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is AED 1,190
AED 1,496 total
includes taxes & fees
6 Dec - 7 Dec
Faraway Sag Harbor
A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.

16. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.8 out of 10, Exceptional, (1,003 reviews)
"Breakfast off a menu and cooked to order was a lovely surprise!"
United States
Lillian
The price is AED 584
AED 672 total
includes taxes & fees
1 Dec - 2 Dec
Inn at Harbor Hill Marina
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

17. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (210 reviews)
"Great place, convenient location, very friendly staff"
United States
Erika
The price is AED 810
AED 1,018 total
includes taxes & fees
22 Nov - 23 Nov
Journey East Hampton
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is AED 528
AED 603 total
includes taxes & fees
7 Dec - 8 Dec
The Bentley Hotel Southampton
Living area

19. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (351 reviews)
"the place is great. the location was excellent for the film festival. The room itself was very roomy clean cute little balcony. I will book it again for the festival."
United States
Tina
The price is AED 531
AED 706 total
includes taxes & fees
9 Nov - 10 Nov
East Hampton House Resort
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

20. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (105 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is AED 1,088
AED 1,243 total
includes taxes & fees
8 Nov - 9 Nov
A Room At The Beach
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.
View all properties

Compare top hotels in Shelter Island

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

The Chequit

3.0 star property
The Heights
View
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

House on Chase Creek

2.5 star property
The Heights
View
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

Silver Sands Motel & Beach Bungalows

4.0 star property
Greenport
View
A two-story house with a balcony, outdoor seating area, and a variety of plants.

Zey Hotel

3.5 star property
Greenport
View
The entrance to The Harbor Front Inn with a double door and the address number 209.

The Harbor Front Inn

3.5 star property
Greenport
View
9.0
Wonderful
76 reviews
9.4
Exceptional
87 reviews
10.0
Exceptional
187 reviews
9.2
Wonderful
444 reviews
9.0
Wonderful
674 reviews
The price is AED 664
AED 759 total
includes taxes & fees
19 Nov - 20 Nov
The price is AED 679
AED 776 total
includes taxes & fees
9 Nov - 10 Nov
The price is AED 760
AED 868 total
includes taxes & fees
1 Dec - 2 Dec
The price is AED 536
AED 612 total
includes taxes & fees
9 Nov - 10 Nov
The price is AED 514
AED 692 total
includes taxes & fees
15 Nov - 16 Nov
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • Yes, Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most.
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

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.

A pebble beach with calm water, a distant bridge, and a forested island.

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.

A beach with a wooden sign that reads "Please take off your shoes!"

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.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

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 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.
See properties

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 coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

A beachside outdoor seating area with white Adirondack chairs and a fire pit.
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport

10/10 Excellent

We had a lovely stay.
United States
Nicole
Reviewed June 22, 2024
Silver Sands Motel & Beach Bungalows

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Scenic Beaches: Enjoy the picturesque shores of Shelter Island, perfect for relaxation and romantic outings.
  • Outdoor Adventures: Engage in activities like hiking, wildlife spotting, and water sports for a thrilling experience.
  • Charming Accommodations: Choose from cozy bed & breakfasts and agritourism properties for a memorable stay.
  • Vibrant Nightlife: Experience live music and unique dining options, enhancing your vacation atmosphere.
  • Rich History: Explore historic buildings and cultural sites that showcase the island's heritage.

Find great hotels near Shelter Island

Discover the charm of Shelter Island with a variety of accommodations tailored to suit your travel needs. From cozy bed & breakfasts to inviting agritourism properties, you'll find the perfect place to unwind. Whether you're seeking pet-friendly options or planning a family adventure, Shelter Island offers a selection of hotels that promise a memorable stay. Explore the best luxury accommodations and make your vacation truly exceptional.

  • Sound View Greenport: Nestled just 6.4km from Shelter Island, Sound View Greenport is a charming 3.5-star hotel that caters to both leisure and business travelers, with the added perk of being pet-friendly. Guests can enjoy direct access to the beach, making it an ideal spot for a sun-soaked getaway. The hotel welcomes dogs and cats, ensuring that your furry friends can join in on the vacation fun. With amenities designed for comfort and convenience, this property offers a relaxed atmosphere perfect for beach lovers and those seeking a tranquil escape.
  • The Harbor Front Inn: Located a mere 4.8km from Shelter Island, The Harbor Front Inn offers a delightful blend of coastal charm and modern comfort. This 3.5-star hotel is perfect for travelers who wish to bring their pets along, as it allows dogs and features amenities that cater to their needs. With a picturesque setting and welcoming atmosphere, guests can unwind and enjoy the beautiful waterfront views. The inn also accommodates business travelers, ensuring a productive stay without sacrificing leisure time.
  • Sag Harbor Inn: Sag Harbor Inn, situated 8.0km from Shelter Island, is a 3.5-star accommodation that is particularly suited for business travelers seeking a professional yet relaxing environment. The property provides comfortable lodging and essential amenities to support a productive stay. Its convenient location allows easy access to local business hubs and attractions, making it a smart choice for those balancing work and leisure. With its focus on comfort and functionality, Sag Harbor Inn promises a pleasant experience for every guest.

Where to stay near Shelter Island

Discover the charm of Shelter Island, a peaceful getaway that offers a unique blend of scenic beauty and rich history. With its stunning water views and family-friendly atmosphere, you can enjoy outdoor adventures, romantic beach outings, and memorable excursions. Explore nearby Long Island for additional attractions, ensuring a relaxing vacation filled with picturesque landscapes and delightful experiences. Shelter Island promises an unforgettable escape for every traveler seeking tranquility and adventure.

  • Hamptons: Located 14.5km from Shelter Island, the Hamptons is a quintessential summer destination known for its stunning beaches and charming villages. This area sees a surge of visitors from June to August, drawn by its romantic atmosphere and outdoor activities. Golf enthusiasts will appreciate the well-maintained courses, while beach lovers can relax on the picturesque shores. The local landmarks, including family-friendly beaches and serene lakes, make it an ideal spot for a memorable vacation. Don’t miss the vibrant music concerts that add a lively touch to the summer nights.
  • Greenport: Just 4.8km away from Shelter Island, Greenport is a quaint city that captures the essence of coastal life. The seasonal influx of visitors peaks during the summer months, making it a lively spot for outdoor activities and romantic getaways. Golf courses and recreational areas abound, while the nearby beaches and parks provide plenty of options for relaxation and fun. Greenport's charming waterfront, lined with delightful shops and eateries, invites leisurely strolls and scenic views, making it a must-visit destination.
  • Sag Harbor: Situated 8.0km from Shelter Island, Sag Harbor is a historic whaling village that offers a unique blend of culture and beachside charm. The area attracts travelers looking for outdoor adventures and romantic seaside experiences, especially during the summer peak season. Visitors can enjoy golf courses, ski fields, and breathtaking views from the local lighthouse. With its family-friendly beaches and vibrant community events, Sag Harbor promises an enchanting escape filled with captivating history and stunning coastal scenery.

Things to do in and around Shelter Island

Shelter Island offers a charming blend of outdoor adventures and romantic beach getaways. Visitors can enjoy memorable stays while exploring the vibrant nightlife, featuring live music and unique dining options. Outdoor enthusiasts can indulge in various activities, from skiing to wildlife spotting, making it an ideal destination for those seeking relaxation and adventure alike.

Shopping

For shopping on Shelter Island, visit the Greenport Farmers' Market, just 4.8km away, for local produce and crafts. The Style Bar, located 8.0km away, offers trendy clothing. If you're up for a drive, check out Love Lane, 17.7km away, with family-friendly shops and boutiques.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini-golf experience perfect for families, blending adventure and sports vibes. For golf enthusiasts, Noyac Golf Club offers a picturesque course just 9.7km away, while Cedar Point County Park, only 8.0km away, provides a tranquil setting for wellness and relaxation.

Adventure

Experience the thrills at Splish Splash Water Park, 37.0km from Shelter Island, with exhilarating slides and family fun. Hike the Walking Dunes Trailhead, located 25.7km away, for scenic views and outdoor adventure. For adrenaline, visit Riverhead Raceway, 35.4km away, for exciting motor racing action.

Nightlife

Experience the charming nightlife of Shelter Island with a visit to the Greenport Carousel, just 4.8km away, offering family-friendly outdoor fun. For a touch of romance and culture, catch a show at Bay Street Theatre or Guild Hall, both within easy reach and perfect for an entertaining evening out.

*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, plan your visit from January to March, when hotel prices are lower compared to the peak summer months. Tuesday is the cheapest day to stay, while Friday tends to be the most expensive. Use Expedia to find budget-friendly accommodations, especially eco-certified options. Consider booking a package that combines your hotel, flights, and activities for additional savings. Take advantage of free activities like exploring local parks and beaches, and utilize public transportation or walking to keep travel costs down.

  • 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 refine your choices based on your budget, preferred location, and type of hotel you desire. For instance, selecting the Eco-certified option will show you a list of sustainable and environmentally friendly hotels currently available. To find the best prices and offers, 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 offers a perfect blend of outdoor adventure and romantic beach getaways. Visitors can explore scenic beaches, urban parks, and historic buildings, all while enjoying the local culture and beautiful landscapes. Don't miss the stunning views at Sunset Beach or the chance to spot a whale during your visit. Whether you're seeking relaxation or adventure, Shelter Island has something for everyone.

  • 67 Steps Beach: Experience the serene beauty of 67 Steps Beach, located 6.4km from Shelter Island. Enjoy the relaxing beach vibes as you stroll along the sandy shores, perfect for sunbathing or a peaceful picnic.
  • Orient Point County Park: Situated 12.9km away, Orient Point County Park offers a family-friendly atmosphere with plenty of outdoor activities. Explore its scenic trails, enjoy a picnic, or take in the beautiful views of the surrounding landscapes.
  • Gardiner's Bay Country Club: Nestled within Shelter Island, Gardiner's Bay Country Club is a golfer's paradise. Enjoy a day on the lush greens while soaking in stunning bay views, making it a perfect spot for both seasoned golfers and beginners.

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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 convenient access via several airports. Islip, NY (ISP-MacArthur) is 70.8km away, with nearby hotels such as the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed) is closer at 51.5km, featuring excellent accommodations like the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both just 4.8km from the airport. For a more local option, East Hampton, NY (HTO) is only 14.5km away, with luxurious choices like the 5-star Mill House Inn and the 4.5-star Topping Rose House, both 4.8km from the airport.

Frequently Asked Questions

What's the top vacation rental that Shelter Island has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : Visitors like this Shelter Island vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes, 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. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Offshore Montauk and Water's Edge Resort & Spa 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 101 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 Mashomack Preserve, Sunset Beach, and Wades Beach. A couple of additional sights to add to your agenda are Shelter Island Historical Society and Crescent 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.

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 Gurney's Montauk Resort & Seawater Spa and Offshore Montauk. See all available top hotels, or vacation rentals in Shelter Island.