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4 Oct - 5 Oct
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5 Oct - 6 Oct
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9 Oct - 11 Oct
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Our top choices for Shelter Island hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
A large, white building with multiple windows and a prominent tree in the foreground.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

1. The Chequit

The Chequit
The Heights
United States
Kristin
฿5,009
฿5,722 total
includes taxes & fees
1 Nov - 2 Nov
The Chequit
Front of property – evening/night
Bar (on property)
Property amenity
Property amenity

2. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
฿6,754
฿7,716 total
includes taxes & fees
5 Oct - 6 Oct
Shelter Island House
A serene landscape with a calm body of water reflecting trees with autumn foliage.
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.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

3. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
฿6,204
฿7,088 total
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek
A grassy area with trees and a view of a body of water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the 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.
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
฿10,907
฿12,461 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A reception desk with a sign that reads 'The Harbor Front Inn.' There are potted plants and a lamp on the desk.
A swimming pool with a wooden deck, lounge chairs, and a fence.

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
฿5,406
฿7,135 total
includes taxes & fees
1 Nov - 2 Nov
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 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.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

6. The Menhaden

The Menhaden
Greenport
United States
Lisa
฿11,595
฿14,590 total
includes taxes & fees
2 Nov - 3 Nov
The Menhaden
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A restaurant with a signboard listing its hours of operation.
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.

7. Zey Hotel

Zey Hotel
Greenport
United States
Renee
฿5,663
฿6,470 total
includes taxes & fees
5 Oct - 6 Oct
Zey Hotel
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
฿8,417
฿10,958 total
includes taxes & fees
5 Oct - 6 Oct
American Beech Hotel
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 storefront with a sign reading "THE SHOALS".

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
฿6,773
฿8,577 total
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and 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.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
฿6,434
฿8,310 total
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
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 dining area with a round table, chairs, a vase, and a painting on the wall.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

11. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
฿8,725
฿10,994 total
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate
A waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
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.

12. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
฿7,349
฿8,397 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
Terrace/patio
Living area
Room
Room

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
฿5,672
฿10,204 total
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
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.

14. North Fork Resort

North Fork Resort
Greenport
United States
Harold
฿8,940
฿10,214 total
includes taxes & fees
5 Oct - 6 Oct
North Fork Resort
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A spacious living room with a fireplace, comfortable seating, and large windows.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

15. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
฿13,742
฿17,271 total
includes taxes & fees
2 Nov - 3 Nov
Faraway Sag Harbor
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.
A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

16. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Susan
฿5,235
฿5,981 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Long Island East End
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.

17. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Toni and Zak
฿5,260
฿6,628 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bathtub surrounded by candles and flower petals.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
Beach

18. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
฿9,937
฿11,353 total
includes taxes & fees
5 Oct - 6 Oct
A Room At The Beach
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
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.
A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.

19. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
฿4,833
฿5,521 total
includes taxes & fees
12 Oct - 13 Oct
The Bentley Hotel Southampton
A beach with a lifeguard tower, sandy dunes, and the ocean.
A breakfast buffet table with various pastries and fruits, set against a backdrop of large windows overlooking a garden.
A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.
A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

20. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
฿12,050
฿14,102 total
includes taxes & fees
2 Nov - 3 Nov
The Huntting Inn
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Where to stay in Shelter Island

Find the best Shelter Island areas 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 area features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

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 centre stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The area provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

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

Coecles Harbor

Coecles Harbour offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island area balances authentic maritime character with holiday amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

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 centre stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

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 harbour 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 Harbour. 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 artefacts 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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Friendly staff. Convenient location."
Rodhmir 1-night trip
Posted 1 hour ago
Pier Blue Inn Old Saybrook - Essex
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"The staff was professional and very accommodating. Especialy Lauren at the front desk. The indoor pole was delightful."
Mary Ann 2-night trip
Posted 13 hours ago
Montauk Blue Hotel
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Room was clean,staff was amazing food wasn't good for us."
Edrise 1-night trip
Posted 16 hours ago
Montauk Yacht Club
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 2 days ago
Water's Edge Resort & Spa
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 2 days ago
The Bentley Hotel Southampton
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Such a great spot! Clean, easy access, everything you need!!"
Christian 3-night trip
Posted 3 days 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 4 days ago
Beachcomber Resort at Montauk

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
฿2,738
฿3,149 total
7 Oct - 8 Oct
includes taxes & fees
8/10 Very good! (1,003 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
฿2,987
฿3,412 total
5 Oct - 6 Oct
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
฿2,995
฿4,261 total
28 Oct - 29 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
฿4,833
฿5,521 total
12 Oct - 13 Oct
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
฿3,658
฿5,639 total
18 Oct - 19 Oct
includes taxes & fees
Ocean Surf Resort
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
฿7,098
฿8,109 total
13 Oct - 14 Oct
includes taxes & fees
The Hampton Maid

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Enjoy pristine sandy shores and breathtaking sunsets at scenic spots like Sunset Beach.
  • Outdoor Adventures: Engage in activities like golfing, kayaking, and exploring lush landscapes.
  • Rich History: Visit the Shelter Island Historical Society for a glimpse into the island's heritage.
  • Charming Accommodations: Choose from intimate inns and agritourism properties for a cosy stay.
  • Serene Retreats: Experience relaxation at local retreats and bird sanctuaries amidst nature.

Find great hotels near Shelter Island

For an unforgettable stay on Shelter Island, you'll discover a delightful array of accommodations, including charming agritourism properties and intimate inns. Many hotels cater to families and pet lovers alike, ensuring a welcoming atmosphere for all travellers. Whether you prefer the comfort of a guest house or the unique charm of a bed and breakfast, Shelter Island offers a myriad of options to enhance your vacation experience amidst its stunning natural beauty.

  • Sound View Greenport: Nestled just 6km away from Shelter Island, Sound View Greenport offers a delightful beachside retreat with a 3.5-star rating and a commendable guest score of 8.4 out of 10. This family-friendly establishment is ideal for those seeking a blend of relaxation and adventure, featuring direct access to the beach. Families will appreciate the thoughtful amenities for children, including complimentary cribs and safety window guards. The hotel's inviting atmosphere and proximity to the shore create a charming environment for both leisure and business travellers.
  • Sag Harbor Inn: Located 8km from Shelter Island, Sag Harbor Inn is a distinguished 3.5-star lodging option boasting a remarkable guest rating of 9.4 out of 10. This hotel caters specifically to business travellers, providing a tranquil atmosphere and convenient access to local amenities. The elegant décor and professional services ensure a productive stay, while its serene setting allows guests to unwind after a busy day. The Sag Harbor Inn is a refined choice for those looking to blend work with leisure in a picturesque locale.
  • The Harbor Front Inn: Situated merely 5km from Shelter Island, The Harbor Front Inn is a welcoming 3.5-star property with a notable guest rating of 8.8 out of 10. This inn stands out for its pet-friendly policy, allowing guests to bring their furry companions along for their stay. With amenities tailored for pets, including a maximum weight allowance and waived fees for service animals, it is perfect for travellers who wish to enjoy their getaway with their pets. The Harbour Front Inn also offers a blend of comfort and professional service for business travellers.

Where to stay near Shelter Island

Embark on a delightful journey to Shelter Island, New York, where scenic beauty and historical charm intertwine. This idyllic destination offers a perfect blend of outdoor adventures, romantic beach escapes, and family-friendly excursions. Explore the picturesque landscapes, enjoy stunning sunsets at Sunset Beach, and discover the luxurious yet budget-friendly experiences nearby on Long Island. Shelter Island promises a memorable vacation filled with relaxation and exploration for every type of traveller.

  • Hamptons: Situated 14km from Shelter Island, the Hamptons are renowned for their picturesque beaches and vibrant outdoor lifestyle. This charming region attracts visitors primarily during the summer months from June to August, offering a romantic escape with a plethora of activities. Enjoy a round of golf, indulge in a relaxing day at the beach, or explore the scenic lakes. The local atmosphere is filled with a blend of luxury and nature, making it a perfect destination for families and couples alike. Don't miss the chance to experience local seafood restaurants and boutique shopping.
  • Greenport: Just 5km away from Shelter Island, Greenport is a delightful village that presents a perfect mix of outdoor adventures and romantic settings. With its peak tourist season from June to August, visitors flock to enjoy its beautiful beaches and parks. The vibrant local culture features music concerts and recreational areas, inviting you to immerse yourself in the community spirit. Stroll along the charming streets, sample fresh seafood, and take in the stunning waterfront views that make Greenport a must-visit destination.
  • Sag Harbor: Located 8km from Shelter Island, Sag Harbor is a historic whaling village that offers a unique blend of outdoor activities and beach experiences. With peak visitor numbers from June to August, this quaint town invites couples and families to enjoy its inviting beaches and serene lakes. Engage in golfing or simply relax along the scenic waterfront. The rich history and charming architecture add to Sag Harbor's allure, making it an excellent spot for leisurely exploration, dining, and cultural experiences.

Things to do near Shelter Island

Shopping

In Shelter Island, you can find charming local shops offering unique gifts and souvenirs. For a wider selection, if you're up for a drive, visit the Tanger Outlets in Riverhead, located about 24km away, featuring a range of brand-name retailers at discounted prices.

Recreation

Experience the tranquil ambiance of the Shelter Island Wellness Centre, where you can indulge in rejuvenating massages and holistic therapies. For outdoor enthusiasts, the nearby Mashomack Preserve offers scenic trails for hiking and birdwatching, allowing you to connect with nature while enjoying the peaceful surroundings.

Adventure

At Riverhead Raceway, located 35km from Shelter Island, immerse yourself in the thrilling atmosphere of motor racing, where speed and excitement reign. Alternatively, head to Waterford Speedbowl, 39km away, for another exhilarating racing experience that captures the spirit of adventure on the track.

Nightlife

Shelter Island boasts a relaxed nightlife atmosphere with venues like The Chequit, offering intimate cocktails and live music, while the Sunset Beach provides stunning waterfront views and vibrant social scenes. Enjoy the laid-back charm and warm hospitality at local bars and eateries throughout the island.

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

Find the best attractions in Shelter Island

Whether you're seeking a romantic getaway or an outdoor adventure, Shelter Island, New York, offers a delightful mix of beach relaxation and cultural exploration. With popular attractions such as pristine beaches, urban parks, and historic buildings, visitors can immerse themselves in the local charm. Don’t miss the Shelter Island Historical Society for a glimpse into the island's rich heritage, ensuring a memorable holiday experience for all types of travellers.

  • Gardiner's Bay Country Club: Nestled in the heart of Shelter Island, this golf club offers a serene golfing experience with stunning bay views. The meticulously maintained course caters to golfers of all skill levels, providing a relaxed atmosphere amidst lush landscapes.
  • Shell Beach: Renowned for its tranquil beach vibes, Shell Beach invites you to unwind on its sandy shores. Whether you prefer sunbathing, swimming, or simply enjoying a leisurely stroll, this charming beach offers a perfect escape into nature.
  • Mashomack Preserve: This expansive urban park features scenic trails and diverse wildlife, ideal for families and outdoor enthusiasts. Enjoy hiking or picnicking while surrounded by the beauty of nature, providing a refreshing retreat from urban life.

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

To reach Shelter Island, New York, you can fly into several major airports. New York, NY (JFK-John F. Kennedy Intl.) is located 130km away, with nearby hotels such as The William Vale and Arlo Williamsburg, both 18km from the airport. Providence, RI (PVD-T.F. Green) is 105km away, offering options like the Omni Providence Hotel, only 11km from the airport. Lastly, White Plains, NY (HPN-Westchester County) is 114km away, with excellent hotels like The Opus Westchester, just 6km from the airport, and convenient transportation services available to and from these hotels.

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 traveller data. Other good choices for your stay in 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! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
What's the best dog-friendly accommodation option in Shelter Island?
Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
What's the best hotel to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.
What are some accommodation options with pools in Shelter Island?
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 offer an on-site pool. View all hotels with pools in Shelter Island.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer, including the parks, beaches and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 101 hotels and other accommodation options to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Mashomack Preserve, Sunset Beach and Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Crescent Beach. Take a look at what more there is to see and do in Expedia's Shelter Island guide.
What's the seasonal weather in Shelter Island?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.

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