Top 10 Hotels in Shelter Island, NY from ￥13,779 - Competitive Prices

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Our top choices for Shelter Island hotels

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Heights

Patrick

￥27,680 total

includes taxes & fees

Nov 19 - Nov 20

A beachside outdoor seating area with white Adirondack chairs and a fire pit.

2. Silver Sands Motel & Beach Bungalows

Greenport

Becky

￥38,702 total

includes taxes & fees

Dec 1 - Dec 2

A serene landscape with a calm body of water reflecting trees with autumn foliage.

3. House on Chase Creek

The Heights

Tracey

￥33,277 total

includes taxes & fees

Nov 18 - Nov 19

The entrance to The Harbor Front Inn with a double door and the address number 209.

4. The Harbor Front Inn

Greenport

Laura

￥28,457 total

includes taxes & fees

Nov 18 - Nov 19

A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Greenport

Renee

￥26,247 total

includes taxes & fees

Nov 1 - Nov 2

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

6. The Menhaden

Greenport

Daniel

￥56,024 total

includes taxes & fees

Dec 1 - Dec 2

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

7. The Shoals Suites and Slips

Southold

Masayo

￥33,603 total

includes taxes & fees

Nov 10 - Nov 11

A modern interior with a central water feature, shelves with products, and a clothing rack.

8. American Beech Hotel

Greenport

Mary

￥51,448 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with wicker furniture, large windows, and a view of the sea.

9. Sound View Greenport

Greenport

Christine

￥31,945 total

includes taxes & fees

Nov 15 - Nov 16

A cozy interior with a bar area, seating, and a fireplace.

10. Oyster Estate

Greenport

Allison

￥41,584 total

includes taxes & fees

Dec 1 - Dec 2

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

11. Sag Harbor Inn

Sag Harbor

Terri

￥39,423 total

includes taxes & fees

Nov 1 - Nov 2

A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

Greenport

Altynai

￥55,910 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with a view of the ocean, a lawn, and a house in the background.

13. Cliffside Resort Condominiums

Greenport

William

￥47,907 total

includes taxes & fees

Nov 15 - Nov 16

A pool area with umbrellas, potted plants, and a pathway leading to a building.

14. Faraway Sag Harbor

Sag Harbor

Thomas

￥63,266 total

includes taxes & fees

Nov 18 - Nov 19

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

15. Water's Edge Resort & Spa

Westbrook Center

cynthia

￥32,886 total

includes taxes & fees

Nov 23 - Nov 24

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

16. The Sagaponack

Wainscott

Jane

￥43,460 total

includes taxes & fees

Dec 1 - Dec 2

A spacious hallway with high ceilings, arched columns, and chandeliers.

17. Montauk Manor

Montauk

Maria

￥28,033 total

includes taxes & fees

Nov 30 - Dec 1

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

18. A Room At The Beach

Bridgehampton

Annabel

￥53,301 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

19. Hyatt Place Long Island East End

Riverhead

Julian

￥26,821 total

includes taxes & fees

Nov 29 - Nov 30

A modern outdoor deck with lounge chairs and a view of the beach.

20. Offshore Montauk

Montauk

Alison

￥32,475 total

includes taxes & fees

Nov 10 - Nov 11

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Where to stay in Shelter Island

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

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.

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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.

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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.

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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.

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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.

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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.

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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

The Atlantic Hotel

10/10 Excellent

"I traveled several hours and arrived early the young lady at the front desk was extremely helpful and got me in a room immediately. I was able to shower and dress before my event. Hotel was clean and very comfortable I slept well. I will definitely stay here again."

Sun N Sound

10/10 Excellent

"I loved it here. The suite I stayed in was clean and the was no issue with parking. The back sitting area was right on the water which was amazing to watch the sunset. I really enjoyed my time at this property. You need a car or uber because nothing was really walkable from here but it was nice to stay on the other side of town. Ill def be back there again!"

Montauk Yacht Club

10/10 Excellent

"The room we stayed in definitely needed maintenance. Frayed carpet edges, unaligned tiles, excessive caulking, calcium buildup, etc. but it was spacious and aesthetically pleasing. However the stay was so relaxing and beautiful even in October. The view was just gorgeous and all the staff was extremely helpful and pleasant. As a nontraditional couple I was extremely pleased with the positive treatment we received. The grounds were well maintained and the spa was amazing. I just got glowing reviews from the people who received the massages and the masseuse really cares for her craft. The food was really fresh and filling. The smoothies were amazing and the vodka pasta met the hype from the reviews. It was an extremely relaxing stay with beautiful views. Will come again."

Zey Hotel

10/10 Excellent

"The stay was perfect. I can't think of a single thing to criticize. As an example, when we were checking out, we called the manager on his cell to alert him that a fire truck was flushing the street hydrants, and that we noticed that the water in the room was brown. We knew that the maintenance of the hydrants was causing the dirty water. The manager promptly told us we could stay until 6:00 pm for free, so that we would be able to take clean showers. We told him that we had showered early, and that we had no problem. But his response showed how he cared for the guests."

More cheap stays in Shelter Island

Budget Host East End

30 Lake Avenue Riverhead NY

￥12,060

￥13,779 total

Nov 1 - Nov 2

includes taxes & fees

Find out more about Shelter Island

Top reasons to visit Shelter Island

Stunning Beaches: Enjoy breathtaking views and sunsets at Shelter Island's beautiful beaches, perfect for relaxation and romance.
Outdoor Activities: Engage in various outdoor adventures, including kayaking, golfing, and exploring bird sanctuaries.
Rich History: Visit the Shelter Island Historical Society to learn about the island's fascinating past and cultural heritage.
Charming Accommodations: Choose from cozy bed & breakfasts and unique inns that offer a memorable lodging experience.
Scenic Ferry Rides: Take a picturesque ferry ride to soak in the stunning landscapes and connect with nearby attractions.

Find great hotels near Shelter Island

Discover the ideal lodging for your getaway on Shelter Island, New York. From charming bed & breakfasts to cozy agritourism properties, you'll find a range of accommodations to suit your needs. Whether you're seeking pet-friendly amenities or planning a family adventure, Shelter Island offers intimate inns and guest houses that provide a unique vacation experience. Explore the inviting atmosphere of the Shelter Island House and enjoy a memorable stay on this beautiful island.

Sound View Greenport: A charming 3.5-star hotel, Sound View Greenport offers a delightful beach getaway just 6km from Shelter Island. With a guest rating of 8.4, this family-friendly property is tailored for those looking to enjoy sun and sand. Guests appreciate the direct access to the beach, making it easy to soak in the coastal atmosphere. The hotel is equipped with amenities for children, such as free cribs and child safety features. Additionally, the property welcomes pets, adding an extra layer of convenience for families traveling with furry friends.
Sag Harbor Inn: Rated at 9.4, Sag Harbor Inn is a sophisticated 3.5-star lodging located 8km from Shelter Island. This inn is particularly suited for business travelers seeking a serene environment to unwind after meetings. Guests enjoy well-appointed rooms that blend comfort with functionality, making it an ideal choice for professionals on the go. The tranquil setting and proximity to local business hubs enhance its appeal, while the attentive staff ensures a pleasant stay.
The Harbor Front Inn: With a guest rating of 8.8, The Harbor Front Inn is a 3.5-star hotel located just 5km from Shelter Island. This property caters to both business travelers and pet owners, allowing pets in designated areas. The inn’s inviting atmosphere, combined with beautiful waterfront views, provides a relaxing retreat after a busy day. Travelers appreciate the friendly service and the convenience of being near local attractions, making it an excellent choice for those looking to explore the area.

Where to stay near Shelter Island

Discover the charm of Shelter Island, a perfect getaway for outdoor enthusiasts and couples alike. Enjoy stunning vistas and romantic sunsets at Sunset Beach, while exploring the picturesque neighborhoods that offer a family-friendly atmosphere. Venture beyond to nearby Long Island for luxury excursions and scenic landscapes. Whether you seek adventure or relaxation, Shelter Island promises an unforgettable experience that beautifully blends history and nature.

Hamptons: Located 14km from Shelter Island, the Hamptons is a renowned vacation spot famous for its stunning beaches and vibrant outdoor activities. The area attracts a seasonal influx of travelers, peaking from June to August, making it a lively summer retreat. Visitors enjoy romantic beach outings, golfing, and various outdoor adventures, including skiing in the winter months. Iconic landmarks like picturesque family beaches and serene lakes make the Hamptons a perfect destination for relaxation and recreation.
Greenport: Just 5km away from Shelter Island, Greenport is a charming village that offers a delightful blend of outdoor and romantic experiences. With visitor numbers peaking from June to August, this city is ideal for beach lovers and those seeking a peaceful getaway. Enjoy activities such as golfing, exploring parks, and attending music concerts. Greenport's scenic beaches and family-friendly parks provide a beautiful backdrop for leisurely strolls and memorable moments, making it a must-visit spot on your vacation.
Sag Harbor: Situated 8km from Shelter Island, Sag Harbor is a picturesque town known for its rich maritime history and vibrant arts scene. The peak travel season runs from June to August, drawing visitors eager for outdoor adventures and beach experiences. Enjoy activities like golfing and skiing while taking in the beauty of local beaches and scenic lakes. With its charming streets lined with boutiques and eateries, Sag Harbor offers a unique mix of relaxation and culture, perfect for a romantic escape or family outing.

Things to do near Shelter Island

Shopping

For unique gifts, explore local shops like the Shelter Island Craft Shop, offering handmade items and art. If you're up for a drive, head to the nearby Greenport Village, where you’ll discover charming boutiques and markets for a wider selection of souvenirs.

Recreation

At the Shelter Island Wellness Center, indulge in rejuvenating spa treatments and yoga classes designed to enhance relaxation. Explore the serene nature trails at Mashomack Preserve for a peaceful hike and connect with the natural beauty of the island while enjoying fresh air and tranquility.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 35km from Shelter Island, where you can enjoy exciting races and a lively atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, for more adrenaline-pumping racing events and an energetic vibe that will keep you on your toes.

Nightlife

Visit the Sunset Beach for a beachfront bar experience featuring cocktails and stunning views. For a laid-back vibe, check out the Shelter Island Craft Brewery to sample local brews. If you're in the mood for dancing, head over to the Tavern on the Green for a lively atmosphere.

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

Find the best attractions in and around Shelter Island

Shelter Island offers a perfect getaway for outdoor enthusiasts and couples seeking a romantic beach vacation. Visitors can explore beautiful beaches, urban parks, and historic buildings, making it an ideal destination for those interested in culture and outdoor activities. Don't miss the Shelter Island Historical Society for a glimpse into the island's rich history. Enjoy your time soaking up the sun and exploring the unique attractions that Shelter Island has to offer.

East Hampton Main Beach: Located 19km from Shelter Island, this beach offers a quintessential seaside experience with golden sands and refreshing ocean waves. Enjoy sunbathing, beach volleyball, or a leisurely stroll along the shore while soaking up the vibrant beach vibes.
Gardiner's Bay Country Club: Nestled within Shelter Island, this golf course features stunning views of Gardiner's Bay. Golf enthusiasts can enjoy a challenging round of golf amidst beautifully manicured greens and a tranquil atmosphere, making it a perfect spot to unwind.
Mashomack Preserve: This urban park on Shelter Island provides a serene escape into nature with family-friendly trails and outdoor activities. Explore diverse habitats and enjoy birdwatching, hiking, or simply relaxing in a peaceful setting that highlights the beauty of the area.

Best time to go to Shelter Island

The best time to visit Shelter Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Average	Moderately Low
February	35.8°F (2.1°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
March	39.7°F (4.3°C)	Light Rain	Mostly Sunny	Average	Moderately Low
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	High	Moderately High
July	73.0°F (22.8°C)	Light Rain	Mostly Sunny	High	Moderately High
August	73.4°F (23.0°C)	Light Rain	Mostly Sunny	High	Moderately High
September	68.2°F (20.1°C)	Light Rain	Mostly Sunny	Average	Average
October	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Low	Average
November	49.6°F (9.8°C)	Light Rain	Mostly Sunny	Low	Average
December	42.1°F (5.6°C)	Light Rain	Mostly Cloudy	Low	Average

The nearest major airports for your trip to Shelter Island

Traveling to Shelter Island is convenient with access through several major airports. John F. Kennedy International Airport (JFK), located 130km away, offers nearby hotels such as The William Vale and Arlo Williamsburg, both rated 5 stars and just 18km from the airport. LaGuardia Airport (LGA) is 134km from Shelter Island, with luxury options like The Plaza, A Fairmont Hotel and Hilton Club The Quin New York, both around 5 to 10km away. Additionally, Bradley International Airport (BDL) in Hartford, CT is 100km distant, featuring hotels like DoubleTree by Hilton Hartford, just 2km from the airport, providing great access for travelers.

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Gurney's Montauk Resort & Seawater Spa and Offshore Montauk. See all available top hotels, or vacation rentals in Shelter Island.

What's the top vacation rental that Shelter Island has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway: Visitors like this Shelter Island vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

Where can I learn more about changing or cancelling my trip to Shelter Island?

For additional details about picking new dates or cancelling your trip to Shelter Island, click here.

What's the best pet-friendly accommodation in Shelter Island?

Sunset Beach Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

Where is the best hotel to stay with easy access to Mashomack Preserve?

The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.

What about the best place to stay near Havens House?

One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.

What's the best place to stay near the beach in Shelter Island?

Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach. See more stays near the beach in Shelter Island.

What are some accommodations with pools in Shelter Island?

Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Offshore Montauk and Water's Edge Resort & Spa are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

What's it like to stay in Shelter Island?

Visitors can enjoy all that Shelter Island has to offer including the parks, beaches, and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 101 hotels and other accommodations to choose from. Find out more about Shelter Island.

What should I see while I'm in Shelter Island?

Natural beauty is on display at Mashomack Preserve, Sunset Beach, and Wades Beach. A couple of additional sights to add to your agenda are Shelter Island Historical Society and Crescent Beach. Check out what more to see and do in Expedia's Shelter Island guide.

What's the weather like in Shelter Island?

The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.

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Find hotels in Shelter Island, NY from ￥13,779

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Go beyond your typical stay in Shelter Island

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Our top choices for Shelter Island hotels

1. The Chequit

2. Silver Sands Motel & Beach Bungalows

3. House on Chase Creek

4. The Harbor Front Inn

5. Zey Hotel

6. The Menhaden

7. The Shoals Suites and Slips

8. American Beech Hotel

9. Sound View Greenport

10. Oyster Estate

11. Sag Harbor Inn

12. North Fork Resort

13. Cliffside Resort Condominiums

14. Faraway Sag Harbor

15. Water's Edge Resort & Spa

16. The Sagaponack

17. Montauk Manor

18. A Room At The Beach

19. Hyatt Place Long Island East End

20. Offshore Montauk

Where to stay in Shelter Island

Silver Beach

Coecles Harbor

Menantic Creek

Hay Beach

Shorewood

Stay near popular Shelter Island attractions

Shell Beach

Learn more about Shelter Island

Top Shelter Island Hotel Reviews

The Atlantic Hotel

More cheap stays in Shelter Island

Budget Host East End

Find out more about Shelter Island

Top reasons to visit Shelter Island

Find great hotels near Shelter Island

Where to stay near Shelter Island

Things to do near Shelter Island

Find the best attractions in and around Shelter Island

Best time to go to Shelter Island

The nearest major airports for your trip to Shelter Island

Frequently asked questions

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