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Shelter Island hotels from HK$645

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20 Sept - 21 Sept
Tomorrow
21 Sept - 22 Sept
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25 Sept - 27 Sept
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2 Oct - 4 Oct

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Our top choices for Shelter Island hotels

1. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
HK$1,579
HK$1,804 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

2. The Chequit

The Chequit
The Heights
United States
Kristin
HK$1,624
HK$1,855 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

3. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
HK$1,689
HK$1,930 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
HK$2,459
HK$2,810 total
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
HK$2,550
HK$2,913 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows

6. Zey Hotel

Zey Hotel
Greenport
United States
Renee
HK$1,324
HK$1,512 total
includes taxes & fees
27 Sept - 28 Sept
Zey Hotel

7. The Menhaden

The Menhaden
Greenport
United States
Lisa
HK$2,893
HK$3,619 total
includes taxes & fees
7 Oct - 8 Oct
The Menhaden

8. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
HK$1,583
HK$2,005 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
HK$2,160
HK$3,338 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums

10. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
HK$2,542
HK$2,904 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

11. Oyster Estate

Oyster Estate
Greenport
United States
Matthew
HK$2,479
HK$3,123 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate

12. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
HK$1,875
HK$2,456 total
includes taxes & fees
21 Sept - 22 Sept
American Beech Hotel

13. North Fork Resort

North Fork Resort
Greenport
United States
Harold
HK$2,351
HK$2,686 total
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort

14. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Michael
HK$794
HK$913 total
includes taxes & fees
12 Oct - 13 Oct
Quality Inn Old Saybrook - Westbrook

15. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
Old Saybrook
United States
Carmen
HK$620
HK$734 total
includes taxes & fees
21 Sept - 22 Sept
Motel 6 Old Saybrook, CT

16. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
HK$1,835
HK$2,037 total
includes taxes & fees
21 Sept - 22 Sept
The Captain Stannard

17. Clinton Motel

Clinton Motel
Clinton
United States
Selena
HK$612
HK$704 total
includes taxes & fees
21 Sept - 22 Sept
Clinton Motel

18. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
HK$1,797
HK$2,367 total
includes taxes & fees
28 Sept - 29 Sept
The Sagaponack

19. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
HK$994
HK$1,285 total
includes taxes & fees
21 Sept - 22 Sept
Hamlet Inn

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Laurie
HK$561
HK$645 total
includes taxes & fees
4 Oct - 5 Oct
Econo Lodge Inn & Suites Old Saybrook Westbrook
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Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most.Learn more about Shelter Island
Learn more about Shelter Island

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.

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.

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.

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.

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 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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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.
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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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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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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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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

Sun N Sound

Sun N Sound

10/10 Excellent
"Excellent all around perfect"
Virginia 2-night trip
Posted less than an hour ago
Sun N Sound
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"A group of us meet up in Montauk annually. We have done this for about 10 years. The last few years we stayed at the Tipperary and always have a great time. There are plenty of places for all of us to gather. Staff is friendly and helpful. I am sure we will be back again."
barbara 2-night trip
Posted 3 hours ago
Kenny's Tipperary Inn
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Nothing fancy, but clean and nice!"
Eric 1-night trip
Posted 19 hours ago
Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Went for an overnight mid September and it was so lovely. Spa and pool gorgeous. They do charge a fee for booking with expedia which brings the price up to what they offer on their website which we did not know about."
Maureen 1-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Nice property clean rooms unique having room right on the ocean front was surprised by a pretty nice breakfast many choices food coffee which is always important overall the property is well located to visit surrounding farms and vineyards and short car ride to restaurants and water front"
William B 1-night trip
Posted 1 day ago
Sound View Greenport
Ocean Resort Inn

Ocean Resort Inn

8/10 Good
"Small but well maintained room. Great location close to the beach and downtown."
Edward 3-night trip
Posted 2 days ago
Ocean Resort Inn
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."
Jennifer 3-night trip
Posted 5 days ago
Water's Edge Resort & Spa
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."
barbara 5-night trip
Posted 5 days ago
The Atlantic Hotel
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 7 days ago
Faraway Sag Harbor

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
HK$631
HK$726 total
8 Oct - 9 Oct
includes taxes & fees
8/10 Very good! (1,005 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
HK$698
HK$798 total
29 Sept - 30 Sept
includes taxes & fees
Budget Host East End
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
HK$908
HK$1,079 total
1 Oct - 2 Oct
includes taxes & fees
8.4/10 Very good! (965 reviews)
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
HK$936
HK$1,265 total
4 Oct - 5 Oct
includes taxes & fees
7.2/10 Good! (1,001 reviews)
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
HK$855
HK$1,318 total
29 Sept - 30 Sept
includes taxes & fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
HK$955
HK$1,475 total
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (277 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, perfect for relaxation and romantic sunsets.
  • Outdoor Adventures: Engage in activities like golfing, kayaking, and exploring scenic landscapes.
  • Rich History: Visit the Shelter Island Historical Society to learn about the island's fascinating past.
  • Charming Accommodations: Enjoy a variety of cosy inns and pet-friendly options for a delightful stay.
  • Serene Retreats: Experience peaceful retreats and local bird sanctuaries for a tranquil getaway.

Find great hotels near Shelter Island

Discover the charm of Shelter Island, New York, where a variety of accommodation options await your visit. From delightful bed and breakfasts to intimate inns, the island offers a perfect blend of comfort and adventure. Many hotels are pet-friendly and ideal for family vacations, ensuring a memorable stay. Explore the unique amenities at the Shelter Island House and other guest houses, tailored to enhance your experience amidst this picturesque retreat.

  • Sound View Greenport: Sound View Greenport offers a delightful beachside retreat, ideal for families and pet lovers. This 3.5-star hotel is merely 6km from Shelter Island, providing direct access to the beach for sun-soaked days. With a guest rating of 8.4 out of 10, it caters to children with amenities such as complimentary cribs and safety features like Window Guards. The pet-friendly policy allows dogs and cats, ensuring your furry companions can join in the fun. Visitors appreciate the family-oriented atmosphere and the variety of activities available for all ages.
  • Sag Harbor Inn: Boasting a remarkable guest rating of 9.4 out of 10, Sag Harbor Inn stands as a prime choice for business travellers, located just 8km from Shelter Island. This 3.5-star hotel encapsulates a professional environment while offering the charm of Sag Harbor. The well-appointed rooms and business facilities cater to those seeking a productive stay, making it easy for guests to balance work and leisure. With its proximity to local eateries and shops, it provides a perfect blend of convenience and comfort, ideal for a working holiday.
  • The Harbor Front Inn: Situated only 5km from Shelter Island, The Harbor Front Inn is a 3.5-star property that combines business amenities with a pet-friendly approach, earning a guest rating of 8.8 out of 10. This hotel appeals to those who travel with their pets, providing specific amenities for dogs and ensuring a comfortable stay for all. With a prime location near waterfronts and local attractions, guests can enjoy both relaxation and productivity, making it an excellent option for both leisure and business trips.

Where to stay near Shelter Island

Discover the enchanting charm of Shelter Island, New York, where outdoor adventures meet romantic beach getaways. Explore scenic landscapes and historical sites, while nearby Long Island offers family-friendly excursions and luxurious experiences. Don't miss the breathtaking views at Sunset Beach, perfect for a tranquil evening. Whether you seek budget-friendly options or lavish retreats, Shelter Island promises a delightful escape for every traveller.

  • Hamptons: Located 14km from Shelter Island, the Hamptons is a quintessential summer destination known for its beautiful beaches and outdoor activities. The area experiences moderately seasonal traveller arrivals, with a peak from June to August. Visitors come to enjoy romantic beach strolls, golfing, and the scenic beauty of its lakes. The local landmarks, including family-friendly beaches, make it an ideal spot for a relaxing getaway. Whether you're sunbathing on the sandy shores or exploring lush golf courses, the Hamptons offers a delightful mix of leisure and luxury.
  • Sag Harbor: Just 8km from Shelter Island, Sag Harbor is a charming city that combines rich history with modern vibrancy. Like the Hamptons, it sees a seasonal influx of visitors, particularly in the summer months. Here, you can indulge in romantic outings, explore beautiful beaches, or enjoy golfing in the picturesque surroundings. The city's quaint streets are lined with delightful shops and eateries, making it a perfect place to unwind and savour local cuisine while taking in the stunning waterfront views.
  • Noyack: Noyack, a quaint village located 8km from Shelter Island, beckons with its serene atmosphere and outdoor activities. The village experiences similar seasonal traveller patterns, with peak visitation in the summer. Visitors are drawn to its beautiful beaches and family-friendly lakes, offering plenty of opportunities for relaxation and adventure. Golfing enthusiasts will appreciate the nearby courses, while the village’s charm makes it an ideal spot for romantic getaways, providing a perfect blend of tranquillity and recreation.

Things to do near Shelter Island

Shopping

For shopping on Shelter Island, visit local shops like Sunset Beach Gift Shop for unique souvenirs. If you're up for a drive, head to the nearby Southold Shopping Centre, offering a variety of stores from clothing to home goods, ideal for finding gifts to take home.

Recreation

Explore the serene atmosphere at Shelter Island's wellness retreats, offering yoga classes amidst nature and rejuvenating spa treatments. Enjoy leisurely bike rides around the island and unwind at picturesque beaches, perfect for meditation and connecting with the tranquil surroundings.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, situated 35km from Shelter Island, where adrenaline meets speed in an exhilarating atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, for more racing excitement and a vibrant sporting environment that will surely get your heart racing.

Nightlife

On Shelter Island, the Sunset Beach offers a relaxed vibe with beachside cocktails and stunning views. The Tavern at Shelter Island serves hearty fare alongside live music, while the Islander provides a laid-back atmosphere for enjoying local brews and socialising with friends.

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

Booking tips and Expedia advantages for Shelter Island

To save money on your visit to Shelter Island, consider travelling during the off-peak season from January to March when hotel prices are lower, and aim for a Tuesday stay for the best rates. Use Expedia's search tool to filter accommodations by budget and preferences, and consider eco-certified options for sustainable choices. Combine your hotel, flights, and activities into a package for added savings. For free activities, enjoy the island's natural beauty through walking trails and beaches. Lastly, utilise public transport options to minimise travel costs while exploring the area.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to tailor your preferences, such as your budget, desired location, and the type of accommodation you’re looking for. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the most affordable options and special offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on Shelter Island with your flights and activities by opting for an Expedia package.

Find the best attractions near Shelter Island

Shelter Island is ideal for outdoor and romantic beach holidays, offering attractions such as beautiful beaches, urban parks, and historic buildings. Visitors can immerse themselves in the local culture while enjoying various outdoor experiences. Don't miss the Shelter Island Historical Society for a glimpse into the area's rich history. Whether you seek relaxation or adventure, Shelter Island provides a charming getaway for all types of travellers.

  • East Hampton Main Beach: Located 19km from Shelter Island, this beautiful beach offers a quintessential seaside experience with soft sands, gentle waves, and a relaxed atmosphere. Ideal for sunbathing, swimming, or enjoying a leisurely stroll along the shore, it captures the essence of coastal living.
  • Pollock-Krasner House and Study Center: Just 16km away, this historic site was once home to the renowned artists Jackson Pollock and Lee Krasner. Visitors can explore their preserved studio and gardens, immersing themselves in the rich cultural heritage and artistic legacy of the Abstract Expressionist movement.
  • Shelter Island Country Club: A mere mile from Shelter Island, this charming golf course provides a delightful setting for golf enthusiasts. With its lush fairways and scenic views, it's an inviting place to unwind and partake in a round of golf amidst tranquil surroundings.

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

Reaching Shelter Island is convenient via its major surrounding airports. John F. Kennedy International Airport (JFK) is situated 130km away, with excellent hotel options such as The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport (LGA) is slightly farther at 134km, offering luxurious stays at The Plaza, A Fairmont Hotel, and Hilton Club The Quin New York, both within 10km. Alternatively, Providence's T.F. Green Airport (PVD) is the closest at 105km, with nearby accommodations like Omni Providence Hotel and Graduate by Hilton Providence, each just 11km away. All airports provide accessible transport to 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 Sound View Greenport. See all available top hotels, or vacation rentals in Shelter Island.
What are some of the best holiday rentals that Shelter Island has to offer?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: This holiday home rental outside of Shelter Island is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes! 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. Sound View Greenport and Offshore Montauk 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 100 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 Sunset Beach, Mashomack Preserve and Crescent Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Havens House. 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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