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Our top choices for Shelter Island hotels

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (75 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is NT$5,887
NT$6,726 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit

2. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 reviews)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is NT$8,420
NT$9,620 total
includes taxes & fees
Oct 31 - Nov 1
Shelter Island House

3. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is NT$5,993
NT$6,847 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (186 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is NT$9,078
NT$10,371 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (440 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is NT$5,909
NT$6,751 total
includes taxes & fees
Nov 2 - Nov 3
Zey Hotel

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (671 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is NT$4,463
NT$6,024 total
includes taxes & fees
Nov 29 - Nov 30
The Harbor Front Inn

7. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (194 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is NT$10,703
NT$13,530 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden

8. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is NT$5,363
NT$6,940 total
includes taxes & fees
Nov 10 - Nov 11
The Shoals Suites and Slips

9. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is NT$6,873
NT$8,660 total
includes taxes & fees
Nov 8 - Nov 9
Oyster Estate

10. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is NT$4,962
NT$6,598 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport

11. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is NT$8,131
NT$10,586 total
includes taxes & fees
Nov 2 - Nov 3
American Beech Hotel

12. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is NT$7,100
NT$8,112 total
includes taxes & fees
Nov 2 - Nov 3
Sag Harbor Inn

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is NT$5,480
NT$9,858 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums

14. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is NT$10,417
NT$11,901 total
includes taxes & fees
Nov 2 - Nov 3
North Fork Resort

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is NT$10,397
NT$13,067 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor

16. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location, great service."
United States
Julian
The price is NT$4,215
NT$4,815 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Long Island East End

17. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is NT$6,315
NT$8,516 total
includes taxes & fees
Nov 1 - Nov 2
The Sagaponack

18. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,013 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is NT$5,806
NT$7,238 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa

19. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is NT$4,510
NT$5,790 total
includes taxes & fees
Nov 30 - Dec 1
Montauk Manor

20. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (164 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is NT$20,279
NT$23,283 total
includes taxes & fees
Nov 3 - Nov 4
Topping Rose House
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Where to stay in Shelter Island

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

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.

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.

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.

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.

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 coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Hotels in Shelter Island with star-rating

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Scenic Beaches: Enjoy the serene beauty of Shelter Island's picturesque beaches, perfect for relaxation and sunset views.
  • Outdoor Activities: Engage in golfing, kayaking, and nature walks, catering to both adventure seekers and couples.
  • Rich History: Visit the Shelter Island Historical Society to explore the area's captivating past and cultural heritage.
  • Charming Accommodations: Choose from cozy bed & breakfasts and unique agritourism properties for a memorable stay.
  • Ferry Rides: Experience scenic ferry rides that connect you to the beauty of nearby Long Island.

Find great hotels near Shelter Island

Discover a delightful selection of accommodations on Shelter Island, where you can choose from charming agritourism properties and cozy bed & breakfasts. Whether you're seeking a pet-friendly getaway, a family-friendly adventure, or an intimate inn experience, Shelter Island offers a variety of options to make your stay memorable. Explore the unique amenities of local guest houses and the renowned Shelter Island House for a perfect vacation retreat.

  • Sound View Greenport: This 3.5-star hotel is a delightful beachside retreat located 6km from Shelter Island. With a guest rating of 8.4 out of 10, Sound View Greenport is perfect for families and pet owners seeking a relaxing getaway. The property boasts direct beach access, allowing guests to enjoy sun-soaked days by the water. Families will appreciate the amenities tailored for children, including complimentary cribs and window guards for safety. Pet lovers can also bring their furry friends along, with policies in place to accommodate dogs and cats. The friendly atmosphere and beach vibe make it a great choice for a memorable vacation.
  • Sag Harbor Inn: Situated 8km from Shelter Island, Sag Harbor Inn is a 3.5-star hotel with an impressive guest rating of 9.4 out of 10, ideal for business travelers. The inn blends professional convenience with a cozy atmosphere, ensuring comfort during your stay. Guests can expect well-appointed rooms and essential amenities tailored for those on business trips. Its proximity to local attractions and meeting spaces makes it a practical choice for professionals looking to balance work with leisure while enjoying the charm of Sag Harbor.
  • The Harbor Front Inn: Located 5km from Shelter Island, The Harbor Front Inn is another 3.5-star option that garners a guest rating of 8.8 out of 10. This property caters to both business travelers and pet owners, offering a unique blend of services. Guests can unwind in comfortable accommodations while enjoying views of the harbor. With policies that allow pets, including dogs of certain weights, travelers can rest easy knowing their furry companions are welcome. The Harbor Front Inn provides a great base for exploring the local area while ensuring a pleasant and accommodating experience.

Where to stay near Shelter Island

Embark on a charming getaway to Shelter Island, New York, where outdoor enthusiasts and romantic souls can revel in breathtaking scenery and serene beaches. Discover the quaint allure of Shelter Island, indulge in luxury experiences, or enjoy family-friendly excursions. Don't miss the picturesque sunset at Sunset Beach, and explore the nearby splendors of Long Island for a perfect blend of adventure and relaxation on your vacation.

  • Hamptons: Located 14km from Shelter Island, the Hamptons is a premier vacation destination renowned for its beautiful beaches and upscale lifestyle. This charming area attracts visitors primarily from June to August, where outdoor activities abound, from relaxing on sandy shores to golfing at scenic courses. The Hamptons also offers romantic dining experiences and vibrant nightlife. Local landmarks include stunning beaches, picturesque family-friendly spots, and serene lakes, making it a versatile location for all types of travelers.
  • Greenport: Just 5km away from Shelter Island, Greenport is a quaint village that combines charming maritime history with modern amenities. This destination experiences seasonal visitor peaks from June to August, drawing couples and outdoor enthusiasts alike. Visitors can enjoy recreational parks, local music concerts, and beautiful beaches perfect for sunbathing or picnicking. With its inviting atmosphere and close-knit community, Greenport is a delightful stop for anyone looking to immerse themselves in the local culture and enjoy the natural beauty of Long Island.
  • Sag Harbor: Located 8km from Shelter Island, Sag Harbor is a historic whaling town that offers a unique blend of artsy charm and coastal beauty. Seasonal tourism peaks from June to August, attracting those seeking outdoor and romantic experiences. Visitors can explore local golf courses, stunning beaches, and serene lakes. Sag Harbor's vibrant arts scene, coupled with its rich history, creates an inviting backdrop for leisurely strolls along the waterfront and delightful dining at local eateries.

Things to do near Shelter Island

Shopping

In Shelter Island, enjoy local shops offering unique gifts and souvenirs, showcasing handmade crafts and artisanal products. If you're up for a drive, visit the nearby Southold Marketplace, about 19km away, featuring a variety of boutiques and specialty stores for a broader shopping experience.

Recreation

Experience the serene atmosphere at Shelter Island's wellness retreats, where you can indulge in yoga classes and meditation sessions. Explore nature trails for hiking or biking, and unwind with spa treatments that feature local ingredients, providing a refreshing escape from everyday life.

Adventure

Experience the thrill of motorsport at Riverhead Raceway, located 35km from Shelter Island, where you can enjoy thrilling races and a vibrant atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, for more exciting racing action amidst a lively backdrop of camaraderie and competition.

Nightlife

Enjoy the laid-back vibe at the Shelter Island Wine Company, where you can sample local wines. For a lively atmosphere, visit the Sunset Beach Bar for cocktails and beachside views. If you're in the mood for dancing, the Tavern at Shelter Island offers great music and a fun crowd.

*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 trip to Shelter Island, visit between January and March for the lowest hotel rates, and consider booking your stay on a Tuesday. Avoid Fridays for the highest prices. Use Expedia to find deals by filtering for your budget and preferences, and look for Eco-certified hotels for sustainable options. Combining your hotel, flight, and activities into one package can lead to great savings. Lastly, explore the island on foot to enjoy free activities and avoid transportation costs.

  • 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: Utilize Expedia's search tool to tailor your results according to your preferences, such as your budget, desired location, and the type of hotel you're looking for. For instance, selecting the Eco-certified option will highlight sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply 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 Shelter Island

Shelter Island offers a perfect blend of outdoor activities, romance, and beach relaxation. Visitors can explore beautiful beaches, urban parks, and historic buildings, making it an ideal destination for those seeking culture and adventure. Don't miss the Shelter Island Historical Society for a deeper dive into the area's rich past. Enjoy the serene environment and various attractions that cater to all types of travelers looking for a memorable experience.

  • Gardiner's Bay Country Club: Nestled in Shelter Island, this golf course offers stunning views of Gardiner’s Bay. Enjoy a round of golf surrounded by lush landscapes and well-maintained greens. The club's welcoming atmosphere makes it an ideal spot for both beginners and seasoned golfers alike.
  • Shell Beach: Experience the laid-back beach vibes at Shell Beach, where you can relax on the sandy shores and soak up the sun. The calm waters are perfect for swimming, making it a popular spot for families and friends looking to enjoy a day by the sea.
  • Mashomack Preserve: This urban park provides a serene escape into nature with hiking trails and diverse wildlife. Ideal for families, Mashomack Preserve is great for outdoor activities, picnicking, and exploring the natural beauty of Shelter Island.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyLowAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island

Traveling to Shelter Island, New York, is convenient via several major airports. John F. Kennedy International Airport (JFK) is located 130km away, with excellent hotel options such as The William Vale, Arlo Williamsburg, and The Boro Hotel, all about 18km from the airport. LaGuardia Airport (LGA) is 134km from Shelter Island, offering luxury stays at Hilton Club The Quin New York, The Plaza, and The Luxury Collection Hotel Manhattan Midtown, all within 10km of the airport. Additionally, Bradley International Airport (BDL) is 100km away, with nearby accommodations including DoubleTree by Hilton and Marriott Hartford Downtown, providing easy access to transportation services for your journey.

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Gurney's Montauk Resort & Seawater Spa and Offshore Montauk. See all available top hotels, or vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
Where can I learn more about changing or cancelling my trip to Shelter Island?
For additional details about picking new dates or cancelling your trip to Shelter Island, click here.
What's the best pet-friendly accommodation in Shelter Island?
Sunset Beach Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
Where is the best hotel to stay with easy access to Mashomack Preserve?
The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.
What about the best place to stay near Havens House?
One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.
What's the best place to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach. See more stays near the beach in Shelter Island.
What are some accommodations with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Offshore Montauk and Water's Edge Resort & Spa are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.
What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer including the parks, beaches, and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 101 hotels and other accommodations to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Mashomack Preserve, Sunset Beach, and Wades Beach. A couple of additional sights to add to your agenda are Shelter Island Historical Society and Crescent Beach. Check out what more to see and do in Expedia's Shelter Island guide.
What's the weather like in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.

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