A wooden gazebo by a pond with a large tree trunk nearby.

Find hotels in Shelter Island, NY from $90

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Our top choices for Shelter Island hotels

Resort view
Terrace/patio
Restaurant
Yoga

1. Sound View Greenport

Sound View Greenport
Greenport
United States
Sangay
$301 nightly
$344 total
Oct 5 - Oct 6
Total with taxes and fees
Sound View Greenport
Terrace/patio
Room
Beach
Restaurant

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Terence
$558 nightly
$637 total
Sep 13 - Sep 14
Total with taxes and fees
The Pridwin Hotel
Exterior
The Shoals Grand Suite | Private kitchen
Terrace King
Restaurant

3. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Paul
$227 nightly
$256 total
Oct 1 - Oct 2
Total with taxes and fees
The Shoals Suites and Slips
Outdoor dining
Room
Superior King
View from room

4. The Chequit

The Chequit
The Heights
United States
Maribeth
$197 nightly
$225 total
Oct 4 - Oct 5
Total with taxes and fees
The Chequit
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio
Suite, 1 Bedroom, Terrace, Harbor View
Studio (Suite, King)
Room

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Diana
$249 nightly
$284 total
Oct 4 - Oct 5
Total with taxes and fees
The Harbor Front Inn
Exterior
Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking
Restaurant
Bar (on property)

6. Zey Hotel

Zey Hotel
Greenport
United States
Victoria
$169 nightly
$193 total
Sep 23 - Sep 24
Total with taxes and fees
Zey Hotel
Condo | Terrace/patio
Beach
Condo
Condo

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
chalkley
$370 nightly
$423 total
Sep 30 - Oct 1
Total with taxes and fees
Cliffside Resort Condominiums
Beach bar
Room
Beach
Waterfront Beach Shack Studio

8. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Victoria
$336 nightly
$384 total
Sep 21 - Sep 22
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
Lobby
Exterior detail
Garden
Aerial view

9. Montauk Manor

Montauk Manor
Montauk
United States
Louis
$265 nightly
$302 total
Sep 22 - Sep 23
Total with taxes and fees
Montauk Manor
Property entrance
Sundeck
Lobby
Restaurant

10. The Menhaden

The Menhaden
Greenport
United States
Katy
$435 nightly
$491 total
Sep 13 - Sep 14
Total with taxes and fees
The Menhaden
Deluxe Room, 1 King Bed
Beach
Property grounds
Parking

11. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
$314 nightly
$358 total
Sep 9 - Sep 10
Total with taxes and fees
West Neck Guesthouse
Front of property - evening/night
Property amenity
Terrace/patio
Bar (on property)

12. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Gail
$201 nightly
$230 total
Oct 4 - Oct 5
Total with taxes and fees
Shelter Island House
Exterior
Ocean View One Bedroom Suite
Exterior
Pool

13. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
United States
Marco LaMonte
$493 nightly
$563 total
Oct 6 - Oct 7
Total with taxes and fees
Gurney's Montauk Resort & Seawater Spa
Ocean View 2 Queens
El Presidente | View from room
View from room
Exterior

14. Offshore Montauk

Offshore Montauk
Montauk
United States
Rasheeda
$361 nightly
$412 total
Oct 8 - Oct 9
Total with taxes and fees
Offshore Montauk
Terrace/patio
View from property
Bar (on property)
Reception

15. American Beech Hotel

American Beech Hotel
Greenport
United States
Susan
$304 nightly
$347 total
Sep 9 - Sep 10
Total with taxes and fees
American Beech Hotel
Property grounds
Exterior
Miscellaneous
Property grounds

16. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Alexandra
$89 nightly
$103 total
Sep 10 - Sep 11
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Bar (on property)
Exterior
Lobby
Exterior

17. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Yvonne
$218 nightly
$251 total
Oct 7 - Oct 8
Total with taxes and fees
Water's Edge Resort & Spa
Breakfast area
Room, 1 Queen Bed, Accessible, Bathtub (Mobility)
Reception
Breakfast area

18. Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton
Mystic
United States
Lorna
$111 nightly
$127 total
Sep 27 - Sep 28
Total with taxes and fees
Spark by Hilton Mystic Groton
Building design
Lobby
Breakfast area
Lobby lounge

19. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Elgloria
$324 nightly
$370 total
Oct 4 - Oct 5
Total with taxes and fees
Sag Harbor Inn
Exterior
Reception hall
Property entrance
Point of interest

20. Arbor View House B&B

Arbor View House B&B
East Marion
United States
Deirdre
Arbor View House B&B
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Where to stay in and around Shelter Island

Shelter Island offers a tranquil escape with its charming waterfront and serene atmosphere. Ideal for outdoor adventures and romantic getaways, this small island invites travelers to explore its picturesque scenery. Discover the unique charm of this Rhode Island gem and enjoy unforgettable family-friendly excursions.
A pebbled beach at sunset with the sun setting over the horizon.
A pier extending into calm waters at sunset with a vibrant sky.
A beach with waves at sunset, a distant shoreline, and a clear sky.
A wooden pier extending into a body of water with a sunset sky.
A coastal landscape with a lake, dense greenery, and a sunset sky.

Greenport

Greenport is the ultimate neighborhood for adventurous travelers seeking a blend of outdoor fun and romantic beach experiences. This charming city offers easy access to attractions like the scenic 67 Steps Beach, the intriguing Railroad Museum of Long Island, and the impressive Gardiner's Bay Country Club, ensuring memorable outings for couples and families alike. Located about 3 miles by car from Shelter Island, Greenport presents a smart choice for your stay, combining relaxation with a wealth of activities.

A small boat with a canopy anchored near a dock.
A rocky shoreline with clear blue water, a sandy beach, and a distant forested island.
Photo by Taozi
A calm body of water reflecting the sky during sunset.
A coastal landscape with a lighthouse, rocky beach, and calm sea.
A long, narrow waterway with wooden posts and ropes, surrounded by calm turquoise waters and a clear blue sky.
Photo by Lubin Dinnie

Noyack

Experience the charm of Noyack, an excellent hub for families and couples who want to enjoy a blend of outdoor and beach experiences. This quaint village is perfect for exploring local attractions like Sag Harbor Marine Park, the Sag Harbor Whaling and Historical Museum, and Foster Memorial Town Beach, offering something for everyone. Located about 6 miles by car from Shelter Island, Noyack is a smart choice for those seeking a relaxing getaway.

A marina with several boats docked, including a white motorboat and a sailboat with a canopy.
A marina with boats docked, a waterfront building, and trees in the background.
A marina with several boats docked at wooden piers during sunset.
A marina with several boats docked, a community bandstand, and a restaurant named American Legion.
A marina with several boats docked, including 'ARGOS' and 'DELLA ROSE'.

Sag Harbor

Make your vacation planning effortless by staying in Sag Harbor, a haven for families and couples thanks to its charming beaches and rich history. Visitors can enjoy the scenic East Hampton Main Beach, explore the fascinating Sag Harbor Whaling and Historical Museum, or unwind at the Sag Harbor Marine Park. Located about 5 miles by car from Shelter Island, Sag Harbor offers a perfect blend of relaxation and adventure, making it an excellent choice for your getaway.

A marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
Photo by Brian V. Rowe
A pebbled beach with a sunset and a distant bridge.
A calm lake reflecting trees and a clear sky.
Photo by Erisa Dilo
A lake with houses on the shore, surrounded by trees and a clear sky.
A coastal landscape with a sunset, a marina, and a residential area.

Shelter Island Heights

Shelter Island Heights stands out as a prime spot for travelers seeking a romantic getaway, family adventures, or a connection with nature. This charming destination offers easy access to beautiful beaches like the renowned 67 Steps Beach, the intriguing Railroad Museum of Long Island, and the scenic Gardiner's Bay Country Club for golf enthusiasts. Located about 1 mile by car from Shelter Island, it provides a convenient base to explore the area’s outdoor activities. Choosing Shelter Island Heights for your stay ensures a memorable vacation experience.

A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh
A beach with a fallen tree in the foreground and a sunset over the water.
Photo by Benny Goh
A champagne bottle in a black bucket with a cork, a glass of champagne, and outdoor patio furniture with umbrellas.
Photo by 4 Star Traveler
A river with boats, a marina, and residential areas.
A vineyard with rows of grapevines and outdoor seating.
Photo by 4 Star Traveler

Southold

Travelers visiting the area often choose Southold, especially families and couples seeking close proximity to natural beauty and recreational activities. This charming city offers a delightful mix of outdoor adventures, from the stunning Hamptons Beaches to the engaging Railroad Museum of Long Island. With a variety of attractions like 8 Hands Farm for art enthusiasts, Southold is a great base for a memorable vacation. Located about 5 miles by car from Shelter Island, Southold makes for a smart choice for your stay.

Stay near popular attractions in and around Shelter Island

Nestled between beautiful gardens and pristine beaches, Shelter Island offers a romantic getaway for all. Explore the charming streets of Sag Harbor, unwind at Shell Beach, or relax on Crescent Beach. Discover the perfect blend of culture and nature, making your stay unforgettable.
A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
Highly recommended for beach lovers, Shell Beach offers a serene escape with its inviting sands and tranquil atmosphere. Located within Shelter Island, it provides easy access for visitors exploring the area. Staying near Shell Beach enhances your experience, allowing for leisurely beach days and stunning sunsets.
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A harbor with several sailing ships and a mountainous landscape in the background.

Sag Harbor Marine Park

8.8/10 (20 reviews)
A stellar choice for outdoor adventurers, Sag Harbor Marine Park offers a vibrant marina experience with beautiful beaches and plenty of opportunities for exploration. Located about 6 miles by car from Shelter Island, it's an ideal spot to enjoy the natural beauty of the area while being close to local amenities.
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Gardiner's Bay Country Club

Experience the best of golf at Gardiner's Bay Country Club, a premier destination for golf lovers visiting Shelter Island. This scenic country club offers a unique blend of challenging courses and beautiful landscapes. Located within Shelter Island, it's an ideal spot for a relaxing stay, allowing easy access to other local attractions.
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67 Steps Beach

9.6/10 (26 reviews)
Often cited as a favorite among beachgoers, 67 Steps Beach offers a relaxed atmosphere perfect for families and sun-seekers. Known for its laid-back beach vibes, this scenic spot is about a 5-mile drive from Shelter Island, making it a convenient choice for a sunny getaway.
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Crescent Beach

9.4/10 (13 reviews)
No trip is complete without a visit to Crescent Beach, a charming spot perfect for families and leisure seekers. With its laid-back beach vibes, visitors can enjoy sunbathing or a leisurely stroll along the shore. It's only about a 2-mile drive from Shelter Island, making it a convenient escape for a relaxing day by the water.
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Mashomack Preserve

An essential stop for families, Mashomack Preserve offers a captivating blend of nature and outdoor activities. This urban park features scenic trails and diverse wildlife, perfect for exploring together. Conveniently located within Shelter Island, staying nearby allows for easy access to this natural oasis.
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Havens House

A fascinating mix of history and culture awaits visitors at Havens House, a historic building nestled in Shelter Island. Experience the charm of this unique site while exploring the serene surroundings. With its central location, staying near Havens House makes it easy to enjoy all that Shelter Island has to offer.
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Railroad Museum of Long Island

9.0/10 (7 reviews)
Perfectly suited for history buffs, the Railroad Museum of Long Island offers a unique glimpse into the region's rich railway heritage. Located about 3 miles by car from Shelter Island, this museum features an array of exhibits and artifacts that celebrate the culture of rail travel, making it a convenient stop for visitors.
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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 wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

The Chequit

The Chequit

10/10 Excellent
"Wonderful hotel. Everything was lovely, the staff very helpful, and the location perfect."
aimee 3-night trip
Posted 1 hour ago
The Chequit
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Our stay at The Hampton Maid was such a great choice. The entire hotel is absolutely charming—you can tell that every corner and every detail has been thoughtfully designed. The front desk staff was wonderful: so friendly, welcoming, and very clear with all the information. We loved the bungalow-style rooms, each with its own deck and parking, which gives you wonderful privacy between rooms. But what truly stole our hearts was the gorgeous, beautifully kept garden—a true green oasis that brings complete peace and lets you fully disconnect from city stress. The room was spotless, and the restaurant was phenomenal—we had breakfast there, and it was spectacular. On top of that, getting a pass to 7 local beaches for just $5 is an incredible perk. You really couldn't ask for more! It’s one of those places where you haven't even left yet, and you're already planning your return. Can't wait to go back!"
Gloria 1-night trip
Posted 2 hours ago
The Hampton Maid
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Welcoming, helpful, friendly, professional front desk staff. My room was impeccably clean and tidy. The property is centrally-located with ease of accessibility to main roads and major highways, yet far enough off Boston Post Road to ensure a quiet, peaceful and restful stay. Overall, an outstanding, no-frills property! I look forward to staying here once again!"
Marc 1-night trip
Posted 8 hours ago
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."
Deborah 5-night trip
Posted 22 hours ago
Saybrook Point Resort & Marina
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Excellent staff and location. The food was mediocre"
Pasquale 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. It’s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If you’re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! 🌅🌊❤️"
Sangay 2-night trip
Posted 2 days ago
Sound View Greenport
Budget Host East End

Budget Host East End

10/10 Excellent
"Came out for the 80th Annual powwow n Shinnecock and stayed here and not disappointed. From checking in to check out Thurs place was home for the night. Will be returning next year again and booking this place again."
Garrett 1-night trip
Posted 2 days ago
Budget Host East End
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Heated pool and hot tub in a covered glass enclosure is a great amenity on a rainy day!"
Eileen 3-night trip
Posted 2 days ago
Montauk Blue Hotel
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Great!"
Eva 3-night trip
Posted 3 days ago
Montauk Yacht Club

More cheap stays in Shelter Island

Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
$87 nightly
$100 total
Sep 17 - Sep 18
Total with taxes and fees
6.8/10 (877 reviews)
Budget Host East End
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
$89 nightly
$103 total
Sep 10 - Sep 11
Total with taxes and fees
8/10 Very Good! (1,015 reviews)
Pier Blue Inn Old Saybrook - Essex
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
$120 nightly
$138 total
Oct 1 - Oct 2
Total with taxes and fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
$141 nightly
$161 total
Oct 1 - Oct 2
Total with taxes and fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
$153 nightly
$175 total
Sep 29 - Sep 30
Total with taxes and fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
$173 nightly
$198 total
Oct 8 - Oct 9
Total with taxes and fees
9.2/10 Wonderful! (268 reviews)
Montauk Blue Hotel

Hotels in Shelter Island with star-rating

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches ideal for sunbathing, swimming, and relaxing with picturesque views.
  • Outdoor Activities: Enjoy golf, tennis, and water sports like paddle boarding, perfect for adventure seekers.
  • Charming Neighborhoods: Explore cozy areas like Shelter Island Heights, offering a quaint, local atmosphere.
  • Rich History: Discover historic buildings and local culture that provide insight into the island's heritage.
  • Diverse Accommodations: From cozy B&Bs to luxurious stays, Shelter Island has lodging options for every traveler.

Find great hotels near Shelter Island

Experience the charm and tranquility of Shelter Island, New York, where a range of lodging options awaits you. From cozy bed & breakfasts to unique agritourism properties, there’s something for every traveler. Whether you’re seeking pet-friendly accommodations, family-friendly adventures, or luxury stays, Shelter Island offers the perfect hotel experience to make your vacation memorable.

  • Sound View Greenport: Embrace a delightful beachside retreat at Sound View Greenport, a charming 3.5-star hotel with a commendable guest rating of 8.4. Located merely 4 miles from Shelter Island, this property is designed for families, business travelers, and beach enthusiasts alike. Guests will appreciate direct access to the beach, perfect for sunbathing and water activities. The hotel is family-friendly, offering amenities such as complimentary cribs and window guards, ensuring a safe and enjoyable stay for children. With its relaxing atmosphere and convenient location, Sound View Greenport is an ideal spot for a memorable getaway.
  • Sag Harbor Inn: Experience elegance and comfort at Sag Harbor Inn, a sophisticated 3.5-star property boasting an impressive guest rating of 9.4. Just 5 miles away from Shelter Island, this hotel caters primarily to business travelers seeking a productive yet comfortable stay. With its modern amenities and well-appointed rooms, guests can easily balance work and leisure during their visit. The inn's prime location allows easy access to the charming village of Sag Harbor, with its unique shops and delightful dining options, making it a perfect choice for those looking for a refined business experience on the East End.
  • The Harbor Front Inn: Located just 3 miles from Shelter Island, The Harbor Front Inn offers a warm and welcoming retreat for travelers with pets. With a solid guest rating of 8.8, this 3.5-star hotel is perfect for those seeking a pet-friendly environment alongside business travel amenities. The property allows certain pets on-site, providing additional comfort for animal lovers. Guests can enjoy easy access to local attractions while taking advantage of the inn’s charming accommodations. With its combination of convenience, comfort, and pet-friendly policies, The Harbor Front Inn is an excellent choice for all types of travelers.

Where to stay near Shelter Island

Escape to Shelter Island, a charming destination perfect for outdoor enthusiasts and romantic getaways. Explore the scenic hillsides, cozy neighborhoods like Shelter Island Heights, and experience the luxurious side of Long Island. Whether you're seeking family-friendly excursions or simply wish to soak in the breathtaking views, Shelter Island offers a unique atmosphere that caters to all tastes. Discover the perfect blend of history, charm, and natural beauty during your unforgettable vacation.

  • Hamptons: Located 9 miles away from Shelter Island, the Hamptons are renowned for their stunning beaches and vibrant social scene. This area attracts visitors primarily during the summer months, peaking from June to August, making it a popular destination for those seeking a romantic getaway or outdoor adventures. Activities abound, from golfing on picturesque courses to enjoying the pristine beaches and scenic lakes. With charming towns and luxurious estates, the Hamptons offer a unique blend of relaxation and entertainment, perfect for a memorable vacation.
  • Greenport: Just 3 miles from Shelter Island, Greenport is a charming coastal city that captivates visitors with its historic architecture and welcoming atmosphere. Like many locations in the region, Greenport experiences peak tourism from June to August, drawing those looking for outdoor adventures and romantic escapes. Visitors can enjoy golf courses, recreational parks, and live music concerts. With beautiful beaches and family-friendly parks nearby, Greenport is a delightful spot to explore local culture while soaking in the breathtaking waterfront views.
  • Noyack: Situated 5 miles from Shelter Island, Noyack is a quaint village that offers a serene escape with its scenic beaches and outdoor activities. Travel to Noyack peaks during the summer, particularly from June to August, attracting couples and families alike. The area features engaging options like golf courses and ski venues, ensuring there’s something for everyone. With its inviting beaches and tranquil lakes, Noyack is an excellent destination for relaxation and outdoor exploration, making it a perfect addition to your vacation itinerary.

Things to do in Shelter Island

Enjoy a perfect blend of outdoor and romantic activities on Shelter Island, New York. Spend your days on the golf course, playing tennis, or enjoying water sports like paddle boarding. Take a leisurely stroll along the beach or dive into the fun at Splish Splash. Don’t miss local music concerts for an unforgettable evening experience.

Shopping

On Shelter Island, you can explore local shops like the Shelter Island Craft Shop for unique gifts. If you're up for a drive, check out the nearby East Hampton Village, where you'll find a variety of boutiques and galleries offering charming souvenirs and artisanal products.

Recreation

Experience the tranquil atmosphere at the Shelter Island Yoga Studio, where you can enjoy rejuvenating yoga classes tailored for all levels. Afterward, unwind at the Spa at Shelter Island, offering soothing massages and holistic treatments to refresh your body and mind amidst serene surroundings.

Adventure

Explore Shelter Island's pristine beaches, perfect for kayaking and paddleboarding. Hike through Mashomack Preserve's scenic trails, where you can encounter diverse wildlife. For a thrilling experience, try fishing or sailing in the surrounding waters, offering breathtaking views and opportunities for adventure.

Nightlife

Shelter Island's nightlife is charming and relaxed, with venues like The Chequit offering cozy bars and live music. For a lively atmosphere, visit the Sunset Beach Restaurant & Bar, where you can enjoy cocktails and stunning views of the bay as the sun sets.

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

Booking tips and Expedia advantages for Shelter Island

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can organize your results to display the lowest prices first, making it easy to find the most affordable hotels. Additionally, you can narrow down your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save on your trip by combining your Shelter Island hotel reservations with flights and activities through an Expedia package.

Find the best attractions in Shelter Island

Shelter Island is perfect for outdoor and romantic beach vacations, offering a mix of beautiful beaches, historic buildings, and urban parks. Visitors can enjoy a variety of activities that cater to beach lovers, culture enthusiasts, and those seeking outdoor adventures. Whether you're exploring the scenic coastline or delving into local history, Shelter Island promises memorable experiences for all travelers.

  • Gardiner's Bay Country Club: Experience a premier golf course nestled in the scenic beauty of Shelter Island. With meticulously maintained greens and stunning bay views, this country club offers a perfect blend of relaxation and challenge for golf enthusiasts.
  • Shell Beach: Enjoy the serene vibes at Shell Beach, where soft sands meet gentle waves. Ideal for sunbathing, picnicking, or simply soaking in the tranquil atmosphere, it's a fantastic spot to unwind and connect with nature.
  • Mashomack Preserve: Explore the expansive Mashomack Preserve, a family-friendly urban park offering trails through lush landscapes. It's a great place for outdoor activities like hiking and wildlife watching, making it perfect for nature lovers and families alike.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 access to three major airports. JFK Airport, 81 miles away, offers nearby hotels such as the 5-star Arlo Williamsburg and The William Vale, both 11 miles from the airport. LaGuardia Airport, located 83 miles from Shelter Island, features luxurious options like The Plaza - A Fairmont Managed Hotel and The Pierre, A Taj Hotel, both just 5 miles from the airport. Lastly, Bradley International Airport (BDL) in Hartford is 62 miles away, with accommodations like the DoubleTree by Hilton, only 1 mile from the airport. Each airport provides various transportation options for an easy journey to Shelter Island.

Frequently asked questions

What is the best area to stay in Shelter Island?
The best area to stay in Shelter Island is Shelter Island Heights, known for its historic charm and convenient access to amenities.Shelter Island Heights is the island's main village, characterized by its Victorian-era architecture and tree-lined streets. It's home to the Shelter Island ferry terminal, making arrival and departure straightforward. The area features a variety of shops, restaurants, and art galleries, all within walking distance. Crescent Beach, a popular spot for swimming and sunbathing, is also nearby.For couples seeking a refined and relaxed getaway, Shelter Island Heights offers an ideal setting. The historic hotels provide a luxurious experience, often featuring amenities like private beach clubs, fine dining, and high-end fitness equipment. The area's tranquil nature and scenic views create a great backdrop for a romantic escape.Families will also find Shelter Island Heights a suitable base. Its walkable layout and proximity to Crescent Beach provide easy access to family-friendly activities. Many accommodations offer spacious rooms or cottages, and the village atmosphere is welcoming for all ages.
What are the best family hotels in Shelter Island?
For family-friendly hotels in Shelter Island, consider the Sunset Beach Hotel.The Sunset Beach Hotel, with a 9.2 rating, is an excellent choice for families due to its convenient amenities such as onsite babysitting and childcare services, complimentary cribs, and a selection of games and beach toys for children. The hotel is ideally situated directly on Sunset Beach and is also just 0.3 miles from Crescent Beach, offering easy access to the waterfront for family enjoyment. Find more child-friendly accommodations in Shelter Island
What are the best spa hotels in Shelter Island?
For a top-rated spa hotel in Shelter Island, the Sunset Beach Hotelis an excellent option.This hotel, which boasts a 9.2 rating, offers a variety of spa services including massages and massages on the beach, allowing for a truly relaxing experience. Guests can also enjoy designer toiletries, Frette Italian sheets, premium bedding, and bathrobes in their air-conditioned rooms. Its convenient location places it just 0.3 miles from Crescent Beach and 0.4 miles from the Shelter Island Country Club. See all spa hotels in Shelter Island
What are the top pet-friendly hotels in Shelter Island?
For a top pet-friendly hotel in Shelter Island, the Sunset Beach Hotelis an excellent choice.This hotel, with a 9.2 rating, is highly regarded for its accommodating pet policy, offering amenities such as food and water bowls for your companions. Guests also appreciate the unique option of massages on the beach. It boasts a prime location directly on Sunset Beach and is just 0.3 miles from Crescent Beach, making it ideal for those who enjoy seaside strolls with their pets. See more pet-friendly hotels in Shelter Island
What are the best budget hotels in Shelter Island?
For a top-rated budget hotel in Shelter Island, consider the Sunset Beach Hotel.The Sunset Beach Hotel, with an excellent 9.2 rating, offers free WiFi and complimentary self-parking, adding convenience for guests. Its location is a standout feature, as it is directly on Sunset Beach and just 0.3 miles from Crescent Beach. Guests can also enjoy massages on the beach, providing a relaxing experience.
What are the best hotels in Shelter Island near Crescent Beach?
For hotels in Shelter Island near Crescent Beach, the Sunset Beach Hotelis an excellent option.The Sunset Beach Hotel, with an outstanding 9.2 rating, is conveniently located just 0.3 miles from Crescent Beach and directly on Sunset Beach. This hotel is particularly well-suited for families, offering amenities such as babysitting and childcare services, free cribs, and a selection of games and beach toys for children.
When is the best time to go to Shelter Island?
The best time to go to Shelter Island is during the summer months, from June to September, when the weather is warm and all activities are available.During this period, the island is fully operational, offering ferry services, restaurants, shops, and outdoor activities like boating, swimming, and cycling. The average temperatures range from the mid-70s to low 80s Fahrenheit, making it ideal for enjoying the beaches and water sports.For couples looking for a romantic getaway, late spring (May) or early autumn (October) can be appealing. The weather is still pleasant, and the island is less crowded, offering a more tranquil experience with many establishments still open.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Shelter Island.
How much is the nightly rate at a Shelter Island hotel?
Prices for hotels in Shelter Island often vary, but you can find a great deal from $90 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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