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Shelter Island hotels from HK$688

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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 HK$1,419
HK$1,621 total
includes taxes & fees
19 Nov - 20 Nov
The Chequit

2. 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 HK$1,961
HK$2,241 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows

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 HK$1,450
HK$1,657 total
includes taxes & fees
9 Nov - 10 Nov
House on Chase Creek

4. 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 HK$1,430
HK$1,633 total
includes taxes & fees
1 Nov - 2 Nov
Zey Hotel

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (672 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is HK$1,080
HK$1,458 total
includes taxes & fees
16 Nov - 17 Nov
The Harbor Front Inn

6. 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 HK$2,167
HK$2,789 total
includes taxes & fees
1 Dec - 2 Dec
The Menhaden

7. 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 HK$1,663
HK$2,095 total
includes taxes & fees
11 Nov - 12 Nov
Oyster Estate

8. 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 HK$1,967
HK$2,562 total
includes taxes & fees
1 Nov - 2 Nov
American Beech Hotel

9. 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 HK$1,293
HK$1,673 total
includes taxes & fees
10 Nov - 11 Nov
The Shoals Suites and Slips

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 HK$1,196
HK$1,591 total
includes taxes & fees
15 Nov - 16 Nov
Sound View Greenport

11. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (682 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is HK$1,718
HK$1,963 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn

12. 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 HK$2,521
HK$2,880 total
includes taxes & fees
1 Nov - 2 Nov
North Fork Resort

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 HK$1,326
HK$2,385 total
includes taxes & fees
15 Nov - 16 Nov
Cliffside Resort Condominiums

14. 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 HK$2,506
HK$3,150 total
includes taxes & fees
16 Nov - 17 Nov
Faraway Sag Harbor

15. 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 HK$1,741
HK$2,303 total
includes taxes & fees
29 Nov - 30 Nov
The Sagaponack

16. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location, great service."
United States
Julian
The price is HK$1,169
HK$1,335 total
includes taxes & fees
29 Nov - 30 Nov
Hyatt Place Long Island East End

17. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (614 reviews)
"great spot to stay,"
United States
Armando
The price is HK$1,263
HK$1,443 total
includes taxes & fees
2 Nov - 3 Nov
The Bentley Hotel Southampton

18. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is HK$2,110
HK$2,702 total
includes taxes & fees
18 Nov - 19 Nov
Saybrook Point Resort & Marina

19. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,000 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is HK$1,405
HK$1,751 total
includes taxes & fees
10 Nov - 11 Nov
Water's Edge Resort & Spa

20. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (104 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is HK$2,323
HK$2,654 total
includes taxes & fees
1 Nov - 2 Nov
A Room At The Beach
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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.

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.

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.

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 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

  • 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 Offshore Montauk. 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. Offshore Montauk and Water's Edge Resort & Spa 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 101 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 Mashomack Preserve, Sunset Beach and Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Crescent Beach. 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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