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Our top choices for Shelter Island hotels

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

1. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
￥31,767
￥36,293 total
includes taxes & fees
Oct 13 - Oct 14
Shelter Island House
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
￥29,180
￥33,338 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 large, white building with multiple windows and a prominent tree in the foreground.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
A staircase with wooden balusters and a white wall.

3. The Chequit

The Chequit
The Heights
United States
Kristin
￥20,732
￥23,687 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
Outdoor seating with tables and chairs, a covered area, and a view of the water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A grassy area with trees and a view of a body of water.
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.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
￥45,197
￥51,638 total
includes taxes & fees
Oct 13 - Oct 14
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bar area with stools, a shelf with glasses, and decorative plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

5. Zey Hotel

Zey Hotel
Greenport
United States
Renee
￥26,637
￥30,432 total
includes taxes & fees
Nov 2 - Nov 3
Zey Hotel
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A table with a vase of dried flowers, a bottle of champagne, and two glasses.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A leather armchair, a small round table with a book, and a bookshelf with books and decorative items.

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
￥23,903
￥31,818 total
includes taxes & fees
Nov 3 - Nov 4
The Harbor Front Inn
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
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.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

7. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
￥39,589
￥51,543 total
includes taxes & fees
Oct 7 - Oct 8
American Beech Hotel
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 living room with a grey sofa, black and white patterned rug, and a coffee table.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

8. The Menhaden

The Menhaden
Greenport
United States
Lisa
￥54,539
￥68,626 total
includes taxes & fees
Nov 1 - Nov 2
The Menhaden
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
￥31,857
￥40,343 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 wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
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.

10. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
￥41,041
￥51,711 total
includes taxes & fees
Nov 1 - Nov 2
Oyster Estate
A spacious room with wicker furniture, large windows, and a view of the sea.
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 bar with wooden chairs and a small table, overlooking the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

11. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
￥27,541
￥35,973 total
includes taxes & fees
Nov 3 - Nov 4
Sound View Greenport
A modern house with a deck, outdoor seating, and a fire pit.
A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A tented accommodation with a bed, television, and a small table with a chair.

12. North Fork Resort

North Fork Resort
Greenport
United States
Harold
￥39,249
￥44,843 total
includes taxes & fees
Oct 19 - Oct 20
North Fork Resort
A waterfront property with a large house, multiple boats docked, and lush greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.

13. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
￥34,569
￥39,494 total
includes taxes & fees
Nov 2 - Nov 3
Sag Harbor Inn
Terrace/patio
Room
Living area
Room

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
￥26,681
￥47,996 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 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.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

15. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
￥64,640
￥81,237 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 formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
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
￥24,743
￥31,177 total
includes taxes & fees
Oct 4 - Oct 5
Water's Edge Resort & Spa
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A marina with boats docked, a grassy area with a tent, and houses in the background.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.

17. Montauk Yacht Club

Montauk Yacht Club
Montauk
United States
Sophie
￥32,612
￥55,274 total
includes taxes & fees
Oct 27 - Oct 28
Montauk Yacht Club
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.
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.

18. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Veronica
￥24,653
￥28,167 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Long Island East End
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.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
Beach

19. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
￥46,739
￥53,399 total
includes taxes & fees
Oct 13 - Oct 14
A Room At The Beach
A spacious hallway with high ceilings, arched columns, and chandeliers.
A modern indoor swimming pool with marble walls and a tiled floor.
A wooden bench with a large planter in front.
A garden pathway with a fence, illuminated by string lights, leading to a building.

20. Montauk Manor

Montauk Manor
Montauk
United States
Maria
￥19,889
￥25,813 total
includes taxes & fees
Nov 2 - Nov 3
Montauk Manor
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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.
See properties

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

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 6 hours 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 11 hours 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 12 hours ago
The Bentley Hotel Southampton
Zey Hotel

Zey Hotel

10/10 Excellent
"Lots of space to sit and talk or work or catch up with friends. Only minor thing for me personally was no decaf coffee because it meant that my mom waited for me to run to get some. Great location for walking everywhere and not taking the car. And the only reason we haven’t booked every year before is we didn’t know it was there. Will be back again."
Lark 3-night trip
Posted 16 hours ago
Zey Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Nice place !"
Donald 1-night trip
Posted 1 day 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 1 day ago
Ocean Resort Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beachcomber was wonderful loved it"
elizabeth 3-night trip
Posted 3 days ago
Beachcomber Resort at Montauk
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 3 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
￥12,344
￥14,196 total
Oct 29 - Oct 30
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
￥14,049
￥16,052 total
Oct 11 - Oct 12
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥14,088
￥20,042 total
Oct 28 - Oct 29
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
￥15,485
￥24,557 total
Oct 19 - Oct 20
includes taxes & fees
Ocean Surf Resort
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
￥22,730
￥25,969 total
Oct 13 - Oct 14
includes taxes & fees
9.6/10 Exceptional! (593 reviews)
The Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥33,385
￥38,141 total
Oct 28 - Oct 29
includes taxes & fees
The Hampton Maid

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

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