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Oct 13 - Oct 14
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Oct 14 - Oct 15
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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 staircase with wooden balusters and a white wall.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
The Heights
United States
Patrick
₩239,062
₩273,128 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
A lakeside patio with outdoor seating and a view of the water.
Outdoor spa tub
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.

2. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
₩373,744
₩427,003 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
Front of property - evening/night
Property amenity
Property amenity
Bar (on property)

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
₩268,629
₩306,898 total
includes taxes & fees
Oct 15 - Oct 16
Shelter Island House
A serene landscape with a calm body of water reflecting trees with autumn foliage.
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.
A sign for 'House on Chase Creek' with a duck illustration.

4. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
₩246,751
₩281,910 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
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 person standing in front of a building with a sign that reads 'The Harbor Front Inn.'
A bar area with wooden bar stools and a bookshelf.

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
₩239,062
₩311,250 total
includes taxes & fees
Oct 25 - Oct 26
The Harbor Front Inn
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 restaurant with a signboard listing its hours of operation.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

6. Zey Hotel

Zey Hotel
Greenport
United States
Renee
₩243,267
₩277,933 total
includes taxes & fees
Oct 15 - Oct 16
Zey Hotel
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

7. The Menhaden

The Menhaden
Greenport
₩464,279
₩584,195 total
includes taxes & fees
Nov 12 - Nov 13
The Menhaden
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
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 wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.

8. Oyster Estate

Oyster Estate
Greenport
United States
Allison
₩300,330
₩378,405 total
includes taxes & fees
Oct 25 - Oct 26
Oyster Estate
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
Masayo
₩249,252
₩318,366 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips
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 bar with wooden chairs and a small table, overlooking the sea.

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
₩255,921
₩330,511 total
includes taxes & fees
Nov 1 - Nov 2
Sound View Greenport
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

11. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
₩334,768
₩435,852 total
includes taxes & fees
Oct 15 - Oct 16
American Beech Hotel
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.

12. North Fork Resort

North Fork Resort
Greenport
United States
Harold
₩355,591
₩406,261 total
includes taxes & fees
Oct 18 - Oct 19
North Fork Resort
Terrace/patio
Room
Room
Beach

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
William
₩225,608
₩405,846 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
A waterfront property with a large house, multiple boats docked, and lush greenery.
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.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

14. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
₩292,321
₩333,977 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
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
Thomas
₩507,937
₩638,355 total
includes taxes & fees
Nov 8 - Nov 9
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 spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
₩238,155
₩296,900 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
Beach

17. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Samantha
₩395,234
₩451,549 total
includes taxes & fees
Oct 15 - Oct 16
A Room At The Beach
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 modern hotel room with a bed, bedside table, and a view of the garden.

18. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
₩834,917
₩958,565 total
includes taxes & fees
Oct 15 - Oct 16
Topping Rose House
A marina with boats docked, a fire pit table, and outdoor seating.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
Dining

19. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
United States
Jenny
₩372,409
₩474,988 total
includes taxes & fees
Nov 3 - Nov 4
Saybrook Point Resort & Marina
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.
A marina with boats docked, a grassy area with a tent, and houses in the background.

20. Montauk Yacht Club

Montauk Yacht Club
Montauk
United States
Sophie
₩283,794
₩476,575 total
includes taxes & fees
Nov 5 - Nov 6
Montauk Yacht Club
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Where to stay in Shelter Island

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

Silver Beach

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

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

Coecles Harbor

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

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

Menantic Creek

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

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

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes center stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

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

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

Stay near popular Shelter Island attractions

A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbor waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
See properties
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.
See properties

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.
See properties

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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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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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
"It worked out well for me."
Elizabeth 1-night trip
Posted 1 hour ago
Zey Hotel
Offshore Montauk

Offshore Montauk

10/10 Excellent
"This was my first time staying @ this property. The staff were so kind & helpful! The gentleman at the front desk was beyond helpful from the moment we checked in, to the moment we left! This team knows the meaning of hospitality! 5 star service Would stay here again !! Thank you :)"
guadalupe 1-night trip
Posted 2 hours ago
Offshore Montauk
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Loved the ocean front and pool. Easy walk to town’s"
Cathy 2-night trip
Posted 5 hours ago
Montauk Blue Hotel
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 13 hours ago
Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."
Cynthia 7-night trip
Posted 13 hours ago
The Bentley Hotel Southampton
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"Only thing I would say is the TV in the room. Every channel was blurry and you couldn’t really see anything."
saymon 2-night trip
Posted 1 day ago
Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"The room was clean and well maintained. The staff was friendly and helpful. It was a great location for the events we had planned. Would definitely return for another stay."
Celina 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."
JEAN-LUC 2-night trip
Posted 3 days ago
Ocean Vista Resort

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
₩102,819
₩118,242 total
Oct 15 - Oct 16
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
₩118,797
₩135,725 total
Oct 22 - Oct 23
includes taxes & fees
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
₩142,957
₩196,699 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
₩190,876
₩218,076 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (600 reviews)
The Bentley Hotel Southampton
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
₩145,493
₩224,290 total
Oct 18 - Oct 19
includes taxes & fees
8.6/10 Excellent! (329 reviews)
Ocean Surf Resort
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
₩284,203
₩324,703 total
Oct 15 - Oct 16
includes taxes & fees
9.2/10 Wonderful! (805 reviews)
The Hampton Maid

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Enjoy beautiful beaches like Sunset Beach, perfect for relaxation and breathtaking views.
  • Outdoor Adventures: Engage in various outdoor activities such as golfing, kayaking, and exploring urban parks.
  • Rich History: Visit the Shelter Island Historical Society to learn about the island's fascinating past.
  • Scenic Ferry Rides: Take a scenic ferry ride for a unique perspective of the island and surrounding waters.
  • Charming Accommodations: Choose from cozy inns and bed & breakfasts for a comfortable stay amidst nature.

Find great hotels near Shelter Island

Discover the charm of Shelter Island, New York, where a variety of accommodations await you. From cozy bed & breakfasts to intimate inns and agritourism properties, you’ll find the perfect spot for your getaway. Many hotels offer pet-friendly options and cater to families seeking adventure and relaxation. Explore the amenities at the Shelter Island House and enjoy a serene escape amidst nature's beauty.

  • Sound View Greenport: Nestled just 6km from Shelter Island, Sound View Greenport is a charming 3.5-star hotel that emphasizes a relaxed beach vacation experience. Rated 8.4 out of 10, this property is ideal for families and pet owners, offering direct beach access and amenities catered to children, such as complimentary cribs and window guards for safety. Guests can enjoy the scenic views of the waterfront while taking advantage of the pet-friendly policies, making it a great choice for those traveling with furry companions.
  • Sag Harbor Inn: Located 8km from Shelter Island, the Sag Harbor Inn boasts a 3.5-star rating and an impressive guest rating of 9.4 out of 10. This hotel is tailored for business travelers seeking a comfortable retreat with modern conveniences. The inn features a cozy atmosphere and is well-equipped to meet the needs of professionals on the go. Its proximity to local businesses and meeting facilities makes it a smart choice for those blending work and leisure during their stay.
  • The Harbor Front Inn: A mere 5km from Shelter Island, The Harbor Front Inn is another 3.5-star accommodation, rated at 8.8 out of 10. This property is a blend of business and leisure, allowing pets to accompany guests, with specific amenities for furry friends. The inn's location offers stunning waterfront views and a tranquil setting, making it suitable for both business trips and family vacations. With a welcoming atmosphere and essential facilities, it is a delightful choice for travelers looking to unwind.

Where to stay near Shelter Island

Discover the charm of Shelter Island, a picturesque getaway perfect for outdoor adventures and romantic beach vacations. Explore the stunning scenery, rich history, and family-friendly atmosphere that this unique destination offers. Don't miss Sunset Beach for breathtaking views and a relaxing vibe. Nearby, Long Island invites you to experience luxury and excursions, ensuring a memorable stay filled with diverse experiences. Whether you seek tranquility or excitement, Shelter Island has something for everyone.

  • Hamptons: Located 14km from Shelter Island, the Hamptons is a world-renowned summer destination known for its stunning beaches and charming villages. The area attracts visitors seeking outdoor adventures, romantic getaways, and beach relaxation. Peak travel season from June to August brings vibrant beach scenes, while the quieter winter months offer a chance to enjoy peaceful lakes and scenic golf courses. Popular activities include golfing and skiing, making it a versatile destination year-round. With family-friendly beaches and picturesque landscapes, the Hamptons provide a perfect backdrop for memorable vacations.
  • Greenport: Just 5km away from Shelter Island, Greenport is a quaint waterfront town that captivates visitors with its small-town charm and outdoor activities. With peak tourist season from June to August, Greenport is popular for those seeking romantic retreats and beach days. The town boasts recreational areas, music concerts, and beautiful parks, adding to the vibrant local culture. Visitors can enjoy family-friendly beaches and explore the inviting downtown with its unique shops and eateries. Greenport's laid-back atmosphere makes it an ideal spot for relaxation and exploration.
  • Sag Harbor: Situated 8km from Shelter Island, Sag Harbor is a historic village that combines maritime heritage with modern attractions. This charming city is popular among travelers seeking outdoor experiences and romantic beach settings, especially during the peak season from June to August. With access to golf courses, skiing, and beautiful family beaches, Sag Harbor offers a little something for everyone. The picturesque surroundings, including serene lakes, make it a favored destination for those looking to unwind and enjoy the coastal lifestyle. The vibrant arts scene and local dining options add to its allure.

Things to do near Shelter Island

Shopping

Shelter Island offers charming local shops like the Shelter Island Craft Shop, where you can find unique handmade items and souvenirs. If you're up for a drive, visit the nearby Greenport Village, about 16km away, featuring boutiques, galleries, and specialty shops for a broader shopping experience.

Recreation

On Shelter Island, the Spa at the Chequit offers a serene atmosphere with rejuvenating treatments that incorporate local ingredients. Nearby, the Shelter Island Yoga Studio hosts classes in serene settings, helping you find balance and tranquility amidst nature’s beauty.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, situated 35km from Shelter Island, where the adrenaline rush of high-speed competition awaits. Alternatively, head 39km to Waterford Speedbowl, where the vibrant atmosphere and exciting races create an unforgettable adventure for motorsport enthusiasts.

Nightlife

For a lively evening on Shelter Island, visit the Sunset Beach for beachside cocktails and a vibrant atmosphere. Alternatively, the Chequit offers a cozy spot with live music, while the Islander serves up a relaxed vibe with local brews and tasty bites to enjoy with friends.

*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 is perfect for outdoor and romantic beach vacations, featuring attractions like beautiful beaches, urban parks, and historic buildings. Visitors can immerse themselves in local culture and enjoy a variety of outdoor experiences. A must-see is the Shelter Island Historical Society, which offers insights into the island's rich history. Whether you're seeking relaxation or adventure, Shelter Island has something for everyone.

  • Gardiner's Bay Country Club: Nestled on Shelter Island, this charming golf course offers a serene environment for golf enthusiasts. With its well-maintained greens and stunning views of Gardiner's Bay, it's an ideal spot for both novice and experienced players looking to enjoy a leisurely round of golf.
  • East Hampton Main Beach: Located 19km away, this popular beach invites visitors to soak up the sun and enjoy the vibrant beach atmosphere. With soft sands and gentle waves, it's a great place to relax, swim, or take a leisurely stroll along the coastline.
  • Mashomack Preserve: Situated within Shelter Island, this urban park boasts diverse trails and scenic landscapes. It's an excellent destination for families and outdoor enthusiasts to explore nature, hike, and observe local wildlife in a peaceful setting.

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

Traveling to Shelter Island, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is located 130km away, with luxurious hotel options such as The William Vale, Arlo Williamsburg, and The Boro Hotel, all around 18km from the airport. LaGuardia Airport (LGA) is 134km from Shelter Island and features upscale accommodations like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, within 10km. Additionally, Bradley International Airport (BDL) in Hartford, CT, is 100km away, with comfortable stays at DoubleTree by Hilton Hartford and Marriott Hartford Downtown nearby.

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.
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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