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Our top choices for Shelter Island hotels

Front of property - evening/night
Property amenity
Property amenity
Bar (on property)

1. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
P12,589
P14,382 total
includes taxes & fees
Oct 5 - Oct 6
Shelter Island House
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A sign for 'House on Chase Creek' with a duck illustration.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
P11,563
P13,211 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A staircase with wooden balusters and a white wall.
A large, white building with multiple windows and a prominent tree in the foreground.

3. The Chequit

The Chequit
The Heights
United States
Kristin
P9,336
P10,666 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
Outdoor spa tub
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A bedroom with a large bed, a desk, a chair, and a view of the outdoors.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
P20,329
P23,227 total
includes taxes & fees
Oct 12 - Oct 13
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.
A bar area with stools, a shelf with glasses, and decorative plants.
A restaurant with a signboard listing its hours of operation.

5. Zey Hotel

Zey Hotel
Greenport
United States
Renee
P10,556
P12,060 total
includes taxes & fees
Oct 5 - Oct 6
Zey Hotel
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A reception desk with a sign that reads 'The Harbor Front Inn.' There are potted plants and a lamp on the desk.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A swimming pool with a wooden deck, lounge chairs, and a fence.

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
P10,077
P13,299 total
includes taxes & fees
Nov 1 - Nov 2
The Harbor Front Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

7. The Menhaden

The Menhaden
Greenport
United States
Lisa
P21,612
P27,194 total
includes taxes & fees
Nov 1 - Nov 2
The Menhaden
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

8. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
P15,688
P20,425 total
includes taxes & fees
Oct 5 - Oct 6
American Beech Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

9. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
P11,993
P15,489 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

10. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
P12,625
P15,987 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.

11. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
P16,264
P20,491 total
includes taxes & fees
Nov 1 - Nov 2
Oyster Estate
A modern house with a deck, outdoor seating, and a fire pit.
A tented accommodation with a bed, television, and a small table with a chair.
A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.
A modern living room with a sofa, a dining table, and a kitchen area in the background.

12. North Fork Resort

North Fork Resort
Greenport
United States
Harold
P16,664
P19,038 total
includes taxes & fees
Oct 5 - Oct 6
North Fork Resort
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

13. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
P13,699
P15,651 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Terrace/patio
Room
Beach
Living area

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
P10,573
P19,020 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A spacious living room with a fireplace, comfortable seating, and large windows.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

15. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
P25,615
P32,192 total
includes taxes & fees
Nov 2 - Nov 3
Faraway Sag Harbor
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Toni and Zak
P9,805
P12,355 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.
A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.
A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

17. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Veronica
P9,758
P11,149 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Long Island East End
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar area with shelves stocked with various bottles and glasses.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

18. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
P39,126
P44,921 total
includes taxes & fees
Oct 5 - Oct 6
Topping Rose House
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
Beach
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

19. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
P18,522
P21,161 total
includes taxes & fees
Oct 5 - Oct 6
A Room At The Beach
Living area
Front of property
Reception
Room

20. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
James
P8,445
P11,349 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
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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
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 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 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 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
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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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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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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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 coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Our stay was impressive. We hadn't expected how comfortable and roomy the suite was. The whirlpool bath was like a small swimming pool and the room was large enough to have a party."
Neil 1-night trip
Posted 12 hours ago
Zey Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Melanie 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"I am very positive on Montauk Blue for a great location right on the beach, a 3 minute walk to the village and excellent service by staff. Couldn’t be better and I have stayed at other Montauk locations."
Steven 2-night trip
Posted 1 day ago
Montauk Blue Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Kind of expected to be disappointed. However, really delighted. Room was lovely, clean and thoughtful appointments. Location was OK, but doable."
Randi 2-night trip
Posted 1 day ago
The Bentley Hotel Southampton
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Nice place !"
Donald 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Such a great spot! Clean, easy access, everything you need!!"
Christian 3-night trip
Posted 2 days ago
Ocean Resort Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 4 days ago
Montauk Yacht Club

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
P4,892
P5,625 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
P5,567
P6,360 total
Oct 5 - Oct 6
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
P5,583
P7,942 total
Oct 28 - Oct 29
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
P9,007
P10,291 total
Oct 12 - Oct 13
includes taxes & fees
9.6/10 Exceptional! (593 reviews)
The Bentley Hotel Southampton
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
P6,818
P10,511 total
Oct 18 - Oct 19
includes taxes & fees
Ocean Surf Resort
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
P13,230
P15,115 total
Oct 13 - Oct 14
includes taxes & fees
The Hampton Maid

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Scenic Ferry Rides: Enjoy picturesque ferry rides that connect Shelter Island with the mainland, offering stunning views of the surrounding waters.
  • Outdoor Activities: Experience breathtaking kayaking, birdwatching at the sanctuary, and excellent golf courses catering to outdoor enthusiasts.
  • Beautiful Beaches: Relax on the idyllic beaches like Sunset Beach, perfect for sunbathing and romantic strolls.
  • Rich Cultural Heritage: Explore historic sites, including the Shelter Island Historical Society, showcasing the island's unique past.
  • Charming Accommodations: Choose from a variety of delightful inns, guest houses, and pet-friendly options for a memorable stay.

Find great hotels near Shelter Island

Discover the charm of Shelter Island, New York, where a variety of delightful accommodations await you. From intimate inns and cosy guest houses to agritourism properties and welcoming bed and breakfasts, there’s something for everyone. Enjoy pet-friendly options and family-oriented facilities that promise an adventurous vacation experience. Whether you seek a relaxing getaway or an exciting retreat, Shelter Island's hotels are ready to provide you with a memorable stay.

  • Sound View Greenport: Nestled a mere 6km from Shelter Island, Sound View Greenport is a charming 3.5-star hotel that boasts a guest rating of 8.4 out of 10. This property is ideal for families and pet owners seeking a beach getaway. With direct access to the beach, guests can enjoy sun-soaked days by the water. The hotel offers child-friendly amenities, including free cribs and window guards, ensuring a safe environment for younger guests. Additionally, the pet-friendly policy makes it a welcoming choice for those travelling with their furry companions.
  • Sag Harbor Inn: Located approximately 8km from Shelter Island, Sag Harbor Inn is a distinguished 3.5-star accommodation that garners an impressive guest rating of 9.4 out of 10. This hotel is particularly suited for business travellers, providing a serene setting for work and relaxation. Guests appreciate the well-appointed rooms and convenient amenities designed for comfort. The Inn's proximity to local attractions and dining options further enhances its appeal, making it a prime choice for those seeking a productive stay.
  • The Harbor Front Inn: Just 5km from Shelter Island, The Harbor Front Inn is a delightful 3.5-star hotel with a commendable guest rating of 8.8 out of 10. This property caters to both business travellers and pet owners, offering a comfortable environment with essential amenities. Guests are welcomed with a pet-friendly policy, allowing dogs with certain restrictions. The Inn's location provides easy access to local sights and waterfront views, creating a pleasant retreat for relaxation after a day of exploration.

Where to stay near Shelter Island

For a delightful getaway, Shelter Island offers a blend of scenic beauty and historical charm. Explore the enchanting landscapes of Sunset Beach or indulge in the luxurious atmosphere of nearby Long Island. With family-friendly excursions and romantic spots, this idyllic destination is perfect for both relaxation and adventure. Discover the unique character of Shelter Island as you immerse yourself in its captivating surroundings, making unforgettable memories along the way.

  • Hamptons: Nestled approximately 14km from Shelter Island, the Hamptons is a delightful summer escape known for its picturesque beaches and charming towns. With a seasonal influx of visitors peaking from June to August, this area offers an array of outdoor activities, including golfing and skiing. The Hamptons is not only perfect for romantic getaways but also a family-friendly destination with landmarks like its stunning beaches and serene lakes. Explore the vibrant local culture, enjoy exquisite dining, and indulge in leisurely beach days.
  • Greenport: Located a mere 5km from Shelter Island, Greenport is a quaint waterfront village that attracts visitors year-round, especially between June and August. Known for its romantic atmosphere and outdoor adventures, Greenport is ideal for those seeking a relaxed beach experience. The town boasts scenic parks and delightful recreational areas, perfect for picnicking or leisurely strolls. Music concerts and local events add to its vibrant charm, making it a lovely spot to immerse yourself in the local culture and enjoy the coastal scenery.
  • Sag Harbor: Just 8km away from Shelter Island, Sag Harbor is a historic whaling village with a rich maritime heritage. This charming town captivates visitors with its outdoor attractions, romantic vibe, and beautiful beaches. The peak season from June to August draws travellers eager to explore its family beaches and tranquil lakes. Sag Harbor offers a variety of activities, including golfing and skiing, making it an excellent destination for both relaxation and adventure. Stroll through its quaint streets, discover local shops, and savour the delightful eateries along the waterfront.

Things to do near Shelter Island

Shopping

On Shelter Island, you can explore local shops offering unique gifts and souvenirs, such as the Shelter Island Gift Shop. If you're up for a drive, visit the nearby Greenport Village where you’ll find charming boutiques and artisanal shops for more varied shopping options.

Recreation

At the Shelter Island Yoga Studio, rejuvenate your mind and body with diverse classes in a tranquil setting. For a holistic experience, visit the Shelter Island Spa, where soothing treatments and organic products invite relaxation amidst calming decor, ensuring a refreshing retreat from daily life.

Adventure

At Riverhead Raceway, located 35km from Shelter Island, thrill-seekers can enjoy exhilarating motor racing events amidst an energetic atmosphere. Meanwhile, Waterford Speedbowl, 39km away, offers a similar adrenaline-pumping experience with competitive racing and vibrant sports vibes, making it an exciting outing for motorsport enthusiasts.

Nightlife

Enjoy a relaxed evening at The Tavern, where you can savour local wines and small bites. For a more lively scene, visit The Islander for cocktails and live music, immersing yourself in the vibrant atmosphere of Shelter Island's nightlife.

*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, consider visiting between January and March when hotel prices are at their lowest, especially on Tuesdays. Avoid Fridays for more expensive rates. Use Expedia to find budget-friendly accommodation by sorting results from lowest to highest price, and filter for eco-certified options. Combine your hotel, flights, and activities through Expedia packages for additional savings. Explore free outdoor activities around the island to enjoy its natural beauty without spending much.

  • 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: Expedia's search tool enables you to specify your budget, preferred location, and additional preferences. You can organise your results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save on your overall expenses by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island

Shelter Island is perfect for outdoor, romantic beach getaways, offering attractions such as beautiful beaches, urban parks, and historic buildings. Visitors can enjoy a blend of culture and outdoor experiences, with highlights including the Shelter Island Historical Society. This charming destination caters to those seeking relaxation and exploration, making it an ideal spot for a memorable holiday.

  • LongHouse Reserve: Located 14km from Shelter Island, this enchanting sculpture garden offers a serene outdoor environment where art and nature intertwine. Visitors can stroll through beautifully landscaped grounds adorned with unique sculptures, creating a tranquil atmosphere perfect for reflection and appreciation of creativity.
  • Safe Harbor Stirling: Just 5km away, this picturesque harbour features stunning beach scenery, ideal for leisurely walks and photography. The gentle waves and scenic vistas provide a calming backdrop, making it a great spot to unwind and soak in the natural beauty of the coast.
  • McCabe's Beach: Situated 10km from Shelter Island, this inviting beach offers a quintessential seaside experience. With its soft sands and inviting waters, it's a delightful place to relax, swim, or enjoy a picnic with family and friends.

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.

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

Accessing Shelter Island is convenient via three major airports. New York, NY (JFK) is situated 130km away, with excellent hotel options like The William Vale, Arlo Williamsburg, and The Boro Hotel, all within 18km. New York, NY (LGA) is 134km distant, featuring luxury stays such as Hilton Club The Quin and The Plaza, both approximately 5-10km from the airport. Alternatively, Hartford, CT (BDL) is 100km from Shelter Island, with comfortable accommodations including DoubleTree by Hilton and Marriott Hartford Downtown, located 1 and 19km away, respectively. These hotels provide easy access to their corresponding airports, ensuring a seamless travel experience.

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 Gurney's Montauk Resort & Seawater Spa and Offshore Montauk. 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.
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.
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'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.

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