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Our top choices for Shelter Island hotels

1. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (667 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
Sound View Greenport

2. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (94 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is £613
includes taxes & fees
17 Aug - 18 Aug
The Pridwin Hotel

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (628 reviews)
"Lovely updated rooms with a modern but cozy feel. Loved our balcony with view of the marina. Enjoyed the pool and ā€œin townā€, walk to everything location."
United States
Kim
The price is £363
includes taxes & fees
29 Jul - 30 Jul
The Harbor Front Inn

4. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (354 reviews)
"Great place! We really Enjoyed the room and vibe !"
United States
Zoe
The price is £206
includes taxes & fees
29 Jul - 30 Jul
Zey Hotel

5. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (296 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
The price is £334
includes taxes & fees
29 Jul - 30 Jul
The Shoals Suites and Slips

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (272 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is £381
includes taxes & fees
30 Jul - 31 Jul
Cliffside Resort Condominiums

7. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (159 reviews)
"Lovely lodging"
United States
Timothy
The price is £645
includes taxes & fees
29 Jul - 30 Jul
Silver Sands Motel & Beach Bungalows

8. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,366 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is £408
includes taxes & fees
29 Jul - 30 Jul
Montauk Manor

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (185 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is £470
includes taxes & fees
19 Jul - 20 Jul
The Menhaden

10. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very good, (829 reviews)
"Love the Dolce Cabana beach area, store and upstairs bar area!"
United States
Marco LaMonte
The price is £1,045
includes taxes & fees
29 Jul - 30 Jul
Gurney's Montauk Resort & Seawater Spa

11. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (60 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is £268
includes taxes & fees
30 Jul - 31 Jul
Shelter Island House

12. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (40 reviews)
"location!"
United States
Sharon
The price is £310
includes taxes & fees
11 Aug - 12 Aug
The Chequit

13. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is £266
includes taxes & fees
3 Aug - 4 Aug
West Neck Guesthouse

14. Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (161 reviews)
"Loved this hotel and the atmosphere"
United States
Adelina
The price is £525
includes taxes & fees
29 Jul - 30 Jul
Offshore Montauk

15. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (202 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is £326
includes taxes & fees
20 Jul - 21 Jul
American Beech Hotel

16. Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton
3.0 star property
Mystic
8.4 out of 10, Very good, (1,750 reviews)
"The hotel was very nice and the staff was wonderful"
United States
Susan
The price is £114
includes taxes & fees
16 Aug - 17 Aug
Spark by Hilton Mystic Groton

17. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (644 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is £398
includes taxes & fees
20 Jul - 21 Jul
Sag Harbor Inn

18. Hilton Mystic

Hilton Mystic
3.5 star property
Mystic
8.8 out of 10, Excellent, (1,134 reviews)
"Great place to stay, everything was excellent. The staff was very kind and the restaurant inside was great!"
United States
Mark
The price is £158
includes taxes & fees
16 Aug - 17 Aug
Hilton Mystic

19. Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast
3.0 star property
Pipes Cove
9.4 out of 10, Exceptional, (14 reviews)
"Charming bed and breakfast in a great location right on the water…perfect for a romantic getaway!"
United States
Anthony
Harbor Knoll Bed & Breakfast

20. Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (26 reviews)
"Excellent host! Extremely helpful and accommodating. Outstanding breakfast."
United States
Pat
Stirling House Bed & Breakfast
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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

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.

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

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches, perfect for relaxing and enjoying breathtaking sunsets.
  • Outdoor Adventures: Engage in activities like kayaking and golf, taking advantage of the island's natural beauty.
  • Cultural Heritage: Visit the Shelter Island Historical Society to learn about the area's rich history and traditions.
  • Scenic Ferry Rides: Experience picturesque ferry rides that enhance the charm of your visit.
  • Charming Accommodations: Choose from delightful bed and breakfasts and family-friendly stays for a memorable holiday.

Find great hotels near Shelter Island

Explore a delightful range of hotel accommodations on Shelter Island, New York, where you can find charming bed and breakfasts and agritourism properties. This picturesque destination offers pet-friendly options and family-friendly experiences, perfect for a memorable holiday. Whether you're seeking the comforts of a guest house or the amenities of a full-service hotel, Shelter Island has something to suit every traveller's needs.

  • Sound View Greenport: Sound View Greenport is a charming 3.5-star hotel with a guest rating of 8.4, perfect for those seeking a delightful beach getaway just 6.4km from Shelter Island. The hotel embraces a family-friendly theme with direct beach access, making it an ideal choice for families and business travellers alike. Amenities such as complimentary cribs and window guards ensure safety for children, while the property’s serene atmosphere provides a relaxing retreat for adults. Enjoy stunning views and a warm, welcoming environment that promises to make your stay memorable.
  • Sag Harbor Inn: Sag Harbor Inn is a well-rated 3.5-star hotel boasting a remarkable guest rating of 9.4, located 8.0km from Shelter Island. This property is tailored for business travellers, offering a professional yet comfortable atmosphere. Its prime location allows easy access to local attractions and business hubs, making it a convenient choice for those with work commitments. Guests appreciate the attentive service and well-appointed rooms, which provide a perfect balance of functionality and comfort, ensuring a productive stay.
  • The Harbor Front Inn: The Harbour Front Inn is a delightful 3.5-star hotel with an impressive guest rating of 8.8, situated 4.8km from Shelter Island. This pet-friendly establishment caters to both leisure and business travellers, offering amenities that accommodate furry friends, including pet policies and designated areas for dogs. With a picturesque waterfront location, guests can enjoy stunning views and a relaxing atmosphere. The Harbour Front Inn combines comfort with convenience, making it a lovely choice for those who wish to travel with their pets while enjoying the charm of Shelter Island.

Where to stay near Shelter Island

Embark on a delightful getaway to Shelter Island, New York, where enchanting beaches and stunning sunsets await. This charming destination offers a perfect blend of outdoor adventures and romantic escapes, with nearby Long Island adding to the allure. Explore the family-friendly atmosphere, indulge in luxury, or simply soak in the scenic beauty. Don't miss the captivating Sunset Beach, a must-visit for travellers seeking unforgettable experiences in this idyllic region.

  • Hamptons: Situated 14.5km from Shelter Island, the Hamptons is a renowned seaside getaway famous for its stunning beaches and charming villages. This area sees a surge of visitors from June to August, drawn by its romantic outdoor experiences and vibrant social scene. The local landscape features picturesque beaches and scenic lakes, perfect for a leisurely day out. Popular activities include golfing and enjoying the local ski fields in winter. Renowned for its upscale lifestyle, the Hamptons offers a delightful mix of relaxation and recreation, making it an ideal spot for a memorable holiday.
  • Greenport: Just 4.8km from Shelter Island, Greenport is a quaint town that perfectly captures the essence of coastal living. This charming city experiences a peak in visitors during the summer months, particularly from June to August, as couples and families flock here to enjoy its beautiful parks and beaches. Greenport is known for its outdoor recreational areas and hosts various music concerts throughout the year. With a rich maritime history, the town offers unique attractions and local landmarks, making it a delightful destination for those seeking both romance and adventure.
  • Noyack: Located 8.0km from Shelter Island, Noyack is a picturesque village that embodies the spirit of the East End. Visitors are drawn here for its outdoor activities and serene beaches, especially during the peak summer months. The village is well-known for its golf courses and nearby ski resorts, making it a versatile destination for different seasons. With family-friendly beaches and scenic lakes nearby, Noyack provides a tranquil escape, perfect for couples looking for a romantic getaway or families seeking fun in the sun.

Things to do in Shelter Island

Shelter Island offers a charming blend of outdoor and romantic activities, perfect for a beach holiday. Visitors can enjoy a round of golf, attend a music concert, or explore local attractions such as a bird sanctuary and a retreat centre. Don't miss the scenic ferry ride and the breathtaking kayaking opportunities that showcase the island's natural beauty. It's an idyllic destination for relaxation and adventure alike.

Shopping

On Shelter Island, you can explore local shops like the Shelter Island Craft Shop for unique gifts and souvenirs. If you're up for a drive, check out the nearby East Hampton Village where you'll find a variety of boutiques and charming stores to enhance your shopping experience.

Recreation

At Shelter Island's Spa at the Chequit, indulge in rejuvenating treatments and holistic therapies surrounded by tranquil gardens. For outdoor enthusiasts, explore the beautiful beaches and nature trails, offering yoga sessions and guided meditation for a refreshing escape amidst stunning scenery.

Adventure

Explore Shelter Island's diverse trails at Mashomack Preserve, where you can hike through lush woodlands and alongside wetlands. For a thrilling water experience, rent a kayak or paddleboard to navigate the serene waters around the island, observing local wildlife and enjoying the beautiful scenery.

Nightlife

Experience Shelter Island's vibrant nightlife at the lively Sunset Beach, where you can sip cocktails by the water. For a more laid-back vibe, visit the charming Chequit Inn, offering a relaxed pub atmosphere perfect for mingling and enjoying local brews.

*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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island offers a charming blend of outdoor, romantic, and beach holidays, making it an ideal destination for travellers. Key attractions include beautiful beaches, historic buildings, and urban parks, catering to those seeking cultural and outdoor experiences. Don’t miss the Shelter Island Historical Society for a glimpse into the local heritage. With its serene atmosphere, Shelter Island is perfect for relaxation and exploration.

  • Gardiner's Bay Country Club: Experience a round of golf at this picturesque country club nestled within Shelter Island. The stunning views of Gardiner's Bay provide a tranquil backdrop, making it a perfect retreat for both avid golfers and those looking to relax in a serene environment.
  • East Hampton Main Beach: Located 19.3km from Shelter Island, this beach offers a classic seaside experience. With its golden sands and vibrant beach vibes, it's an ideal spot for sunbathing, swimming, or enjoying a leisurely stroll along the shore.
  • Orient Point County Park: Just 12.9km away, this urban park is perfect for family outings. Enjoy outdoor activities in a scenic setting, with plenty of space for picnics, hiking, and taking in the natural 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.

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

When planning your trip to Shelter Island, New York, you have a few major airport options. JFK Airport, situated 130.4km away, offers nearby hotels such as the 5-star Arlo Williamsburg and The William Vale, both located 17.7km from the airport. Alternatively, LaGuardia Airport, 133.6km from Shelter Island, features luxurious options like The Plaza and The Pierre, both just 8.0km away. Lastly, Bradley International Airport in Hartford, CT, is 99.8km away, with convenient hotels like DoubleTree by Hilton, only 1.6km from the terminal. Each airport provides various transportation services to ensure a smooth journey to Shelter Island.

Frequently asked questions

What is the best area to stay in Shelter Island?
The best area to stay on Shelter Island is the main village of Shelter Island Heights for its convenience and access to amenities.

Shelter Island Heights is the island's commercial centre, offering a mix of shops, restaurants, and hotels. It's well-connected by ferry to Greenport on the North Fork, making it an ideal base for exploring both sides of the Peconic Bay. The area is very walkable, with most establishments clustered around the main streets leading from the ferry terminal.

For couples seeking a refined and relaxed getaway, Shelter Island Heights offers elegant boutique hotels and fine dining options. You'll find art galleries and charming local shops, great for leisurely strolls. The easy access to the ferry also makes day trips to Greenport's vineyards and breweries very straightforward.

Families will also appreciate Shelter Island Heights for its practical location. There are ice cream parlours and family-friendly eateries within easy reach.
What are the best family hotels in Shelter Island?
For families visiting Shelter Island, the Sunset Beach Hotelis an excellent choice.

This highly-rated hotel, with a 9.2 review score, is particularly well-suited for families. It offers a range of family-friendly amenities including complimentary cots, beach toys, and games for children. There is also onsite babysitting and childcare services available, providing convenience for parents. The hotel is incredibly well-located, being just 0.1 km from Sunset Beach and 0.5 km from Crescent Beach, making it easy to enjoy the local surroundings.
What are the best spa hotels in Shelter Island?
For a top-rated spa hotel in Shelter Island, the Sunset Beach Hotelis an excellent choice.

This hotel, with a superb 9.2 rating, offers a wonderful range of amenities to enhance your spa experience. Guests can enjoy massages on the beach, as well as general massage services, and the rooms feature designer toiletries, Frette Italian sheets, luxurious bathrobes, and comfortable premium bedding. The hotel also provides champagne service and air conditioning for added comfort. It is conveniently located just 0.5 km from Crescent Beach and 0.7 km from Shelter Island Country Club.
What are the top pet-friendly hotels in Shelter Island?
For a top pet-friendly hotel in Shelter Island, the Sunset Beach Hotelis an outstanding choice.

The Sunset Beach Hotel, with an excellent rating of 9.2, is highly recommended for travellers with pets. It not only permits pets but also provides thoughtful amenities such as food and water bowls, ensuring your furry companions are well catered for. The hotel is wonderfully located, just 0.1 km from Sunset Beach and 0.5 km from Crescent Beach, offering easy access for walks and seaside enjoyment. Guests can also indulge in massages on the beach, adding to a relaxing stay for both you and your pet.
What are the best budget hotels in Shelter Island?
For a budget-friendly hotel in Shelter Island, the Sunset Beach Hotelis an excellent choice.

This hotel, with a superb 9.2 rating, offers complimentary WiFi and free self-parking, which adds to its value. Guests can also enjoy massages directly on the beach, providing a relaxing experience. Its location is a key highlight, being just 0.1 km from Sunset Beach and 0.5 km from Crescent Beach, making it very convenient for beach lovers.
What are the best hotels in Shelter Island near Crescent Beach?
For a wonderful stay near Crescent Beach in Shelter Island, the Sunset Beach Hotelis an excellent choice.

This highly-rated hotel, with a superb 9.2 review score, is conveniently located just 0.5 km from Crescent Beach. It is also only 0.1 km from Sunset Beach. Guests with families will like the range of amenities, including free cribs, beach toys, and other toys and games specifically for children. On-site babysitting and childcare services are also available, providing added convenience for parents.
When is the best time to go to Shelter Island?
The best time to visit Shelter Island is during the summer months, from June to August, when the weather is warm and all the island's amenities are in full swing.

For those seeking a classic summer holiday experience, July and August offer the warmest temperatures, superb for enjoying the beaches and water activities. You'll find all the restaurants and shops open, and there's a lively, yet relaxed, atmosphere across the island. This period is ideal for families and couples looking for a traditional seaside escape with plenty of sunshine.

If you prefer a slightly quieter visit with pleasant weather and fewer crowds, late May and early June, or early September, are also excellent choices. The weather is still lovely, most establishments are open, and you can experience the island's natural beauty with a bit more tranquility.
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 £78 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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