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Our top choices for Shelter Island hotels

1. 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 ₹64,330
₹80,846 total
includes taxes & fees
24 Aug - 25 Aug
The Pridwin Hotel

2. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (61 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 ₹30,541
₹34,893 total
includes taxes & fees
30 Jul - 31 Jul
Shelter Island House

3. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is ₹30,275
₹34,590 total
includes taxes & fees
27 Jul - 28 Jul
West Neck Guesthouse

4. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is ₹35,646
₹40,725 total
includes taxes & fees
24 Aug - 25 Aug
The Chequit

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (360 reviews)
"Great atmosphere, lovely hotel! We had a great time."
United States
Luis
The price is ₹23,467
₹26,811 total
includes taxes & fees
29 Jul - 30 Jul
Zey Hotel

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (275 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 ₹48,017
₹59,055 total
includes taxes & fees
26 Jul - 27 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, (160 reviews)
"Amazing!"
United States
Joseph
Silver Sands Motel & Beach Bungalows

8. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (631 reviews)
"Very nice property/staff and a great location"
United States
David
The price is ₹49,486
₹61,502 total
includes taxes & fees
13 Aug - 14 Aug
The Harbor Front Inn

9. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (301 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 ₹35,904
₹43,435 total
includes taxes & fees
12 Aug - 13 Aug
The Shoals Suites and Slips

10. 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 ₹61,952
₹74,644 total
includes taxes & fees
26 Jul - 27 Jul
The Menhaden

11. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (203 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is ₹45,292
₹55,610 total
includes taxes & fees
27 Jul - 28 Jul
American Beech Hotel

12. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (649 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is ₹49,155
₹56,159 total
includes taxes & fees
10 Aug - 11 Aug
Sag Harbor Inn

13. 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
The price is ₹70,313
₹88,608 total
includes taxes & fees
26 Jul - 27 Jul
Sound View Greenport

14. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (35 reviews)
"Great stay & great staff!"
United States
James
The price is ₹47,617
₹54,403 total
includes taxes & fees
24 Aug - 25 Aug
North Fork Resort

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (297 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is ₹91,743
₹115,298 total
includes taxes & fees
26 Jul - 27 Jul
Faraway Sag Harbor

16. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (325 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is ₹8,885
₹10,217 total
includes taxes & fees
26 Jul - 27 Jul
Clinton Motel

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
"Clean room , good breakfast"
United States
Fernando
The price is ₹11,410
₹13,121 total
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Old Saybrook - Westbrook

18. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,005 reviews)
"Friendly staff"
United States
Heather
The price is ₹9,295
₹10,689 total
includes taxes & fees
26 Jul - 27 Jul
Pier Blue Inn Old Saybrook - Essex

19. Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (936 reviews)
"Good area and served purpose for the price. Rooms could use some cosmetic updates."
United States
Stephanie
The price is ₹7,909
₹9,369 total
includes taxes & fees
26 Jul - 27 Jul
Super 8 by Wyndham Old Saybrook

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (484 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is ₹7,777
₹8,943 total
includes taxes & fees
30 Jul - 31 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

Secluded paradise with breathtaking beaches and charming coastal villages

Shelter Island, located in the beautiful state of New York, offers a unique and captivating holiday experience. This charming island is surrounded by other islands, making it an ideal destination for kayaking enthusiasts. Nature lovers will be delighted by the breathtaking scenery and the opportunity to explore the island's natural parks. Moreover, Shelter Island boasts stunning beaches that are perfect for relaxation and water activities. History buffs can delve into the island's rich past by visiting its fascinating museums. With its diverse attractions, Shelter Island is a must-visit destination for any traveler. It is located just a few kilometers away from the city center, making it easily accessible for tourists.

Top reasons to visit Shelter Island

  • Surrounded by other islands: Shelter Island is surrounded by other islands, making it a paradise for kayaking enthusiasts.
  • Breathtaking scenery: Nature lovers will be captivated by the stunning scenery and natural parks on Shelter Island.
  • Stunning beaches: Shelter Island boasts beautiful beaches that are perfect for relaxation and water activities.
  • Fascinating museums: History buffs can delve into Shelter Island's rich past by visiting its fascinating museums.
  • Accessible location: Shelter Island is located just a few kilometers away from the city center, making it easily accessible for tourists.

Find great hotels near Shelter Island

Discover a delightful selection of accommodations on Shelter Island, where options range from charming bed and breakfasts to intimate inns and agritourism properties. Whether you seek pet-friendly amenities or an adventurous family vacation experience, the island offers a variety of lodging types to cater to your preferences. Enjoy the unique charm of Shelter Island House and its exceptional facilities, ensuring a memorable stay amidst its serene surroundings.

  • Sound View Greenport: Nestled a mere 6km from Shelter Island, Sound View Greenport is a 3.5-star hotel that caters to families and pet lovers seeking a beachside retreat. With a guest rating of 8.4 out of 10, this property offers direct access to the beach, making it ideal for sun-seekers. Families will appreciate the thoughtful amenities for children, including complimentary cribs and safety window guards. The hotel is also pet-friendly, allowing dogs and cats with specific policies in place, ensuring a welcoming atmosphere for all guests.
  • Sag Harbor Inn: Located 8km from Shelter Island, Sag Harbor Inn stands out with its impressive guest rating of 9.4 out of 10. This 3.5-star hotel is tailored for business travellers, offering a tranquil environment conducive to work and relaxation. Guests have praised the attentive service and comfortable accommodations, making it a prime choice for those visiting for corporate purposes. Its strategic location provides easy access to local business hubs as well as leisure activities in the charming Sag Harbor area.
  • The Harbor Front Inn: Just 5km from Shelter Island, The Harbor Front Inn is another excellent option for both business and pet-friendly travellers, boasting a guest rating of 8.8 out of 10. This 3.5-star accommodation offers a cozy atmosphere, allowing guests to unwind after a day of exploration. With amenities that permit dogs, the hotel ensures that your furry friends can join you on your stay. Whether you're here for work or leisure, the inn provides a welcoming and convenient base from which to enjoy the area.

Explore the best places to visit and stay in Shelter Island

Shelter Island in New York offers a range of exciting areas and neighborhoods for tourists to explore. Each area has its own unique geographic features, landmarks, and local experiences that make it a must-visit destination.

  • Silver Beach: This area is known for its stunning islands, kayaking opportunities, and beautiful natural parks. Visitors can enjoy the picturesque scenery, relax on the beach, or explore the historical museums nearby.
  • Menantic Creek: With its charming islands, nature trails, and bowling alleys, Menantic Creek is a great place for outdoor enthusiasts. Visitors can also take in the scenic beauty, visit the local beach, or learn about the area's history at the museums.
  • Coecles Harbor: Coecles Harbor offers a mix of natural beauty, kayaking spots, and scenic views. Visitors can explore the islands, enjoy the beach, or take a stroll through the historical sites and museums.

Whether you're looking for outdoor adventures, historical landmarks, or simply a serene beach getaway, Shelter Island has it all. Explore these areas to experience the unique charm and natural beauty of Shelter Island in New York.

Experience the top activities and must-see sights in Shelter Island

Shelter Island is a luxury holiday destination offering a variety of experiences.

  • Gardiner's Bay Country Club: Experience the beauty of Shelter Island's islands, kayaking, and scenic nature while enjoying a game of bowling at this private country club.
  • Shell Beach: Immerse yourself in the natural beauty of Shelter Island's beaches, with stunning scenery and opportunities for kayaking amidst the islands.
  • Mashomack Preserve: Explore the urban park of Mashomack Preserve, surrounded by picturesque scenery and natural parks, offering a chance to immerse yourself in the history and culture of Shelter Island through its museums and historical attractions.

How to find great deals and cheap hotels in Shelter Island

  • Shelter Island offers a range of affordable accommodation options for budget-conscious travelers. Check out the Expedia website for discounted rates on hotels in Shelter Island.
  • Use the search filters on Expedia to find hotels that match your budget and preferences, whether you're looking for a beachfront hotel, a cozy bed and breakfast, or a budget-friendly inn.
  • Consider traveling to Shelter Island during off-peak seasons to take advantage of lower hotel rates. Prices may be more affordable from September to May, excluding holidays.
  • Save on transportation costs by renting a bike to explore the scenic beauty of Shelter Island. There are several rental shops available on the island.
  • Enjoy the free attractions that Shelter Island has to offer, such as exploring the beautiful natural parks, beaches, and historical sites. Take a leisurely walk or go kayaking in the serene surroundings.
  • Take advantage of the local dining options on Shelter Island for affordable and delicious meals. From casual seafood shacks to cozy cafes, there's something for every budget.
  • Make use of the Expedia Rewards program to earn points and save on future bookings. The more you stay, the more Rewards you can accumulate.

Discover the flavours of Shelter Island

Shelter Island offers a vibrant dining scene with a variety of options to satisfy every palate. For a waterfront dining experience, head to SALT Waterfront Bar & Grill, where you can indulge in a fusion of Asian and North American cuisine, with a focus on fresh seafood. The restaurant's picturesque location allows you to enjoy your meal while taking in stunning views of the water.

If you're in the mood for a mix of flavours, Vine Street Cafe is the place to go. This charming restaurant offers a menu that combines North American, Asian, and European influences, resulting in innovative and delicious dishes. With its cozy atmosphere and delectable food, Vine Street Cafe is a popular choice among locals and visitors alike.

For a taste of Latin American cuisine, Maria's Kitchen is a must-visit. This restaurant specializes in authentic Latin American dishes, showcasing the vibrant flavours and spices of the region. From traditional favorites to unique creations, Maria's Kitchen offers a culinary experience that will delight your taste buds.

Best time to go to Shelter Island

Shelter Island boasts a year-around average temperature of 9.8°C, peaking at 21.6°C in July, its warmest month, and dipping to an average low of -1.7°C in January, the coolest. Rainfall averages at 99.2mm annually, with March, April seeing the heaviest showers and February being the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfall (mm)rain icon
January-1.790.7
February-1.073.7
March2.7117.3
April7.6117.3
May13.0100.3
June18.6102.9
July21.692.7
August21.296.8
September17.0103.1
October11.1104.1
November6.3106.9
December1.284.3

The nearest major airports for your trip to Shelter Island

Accessing Shelter Island is convenient via its major airports. John F. Kennedy International Airport (JFK) is situated 130km away, with luxurious hotels nearby such as The William Vale and Arlo Williamsburg, both 18km from JFK. LaGuardia Airport (LGA), located 134km from Shelter Island, offers top-notch accommodation options like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km of the airport. Additionally, Bradley International Airport (BDL) is 100km away, with options like DoubleTree by Hilton Hartford and Simsbury 1820 House, providing comfort just a short distance from the airport.

The Shelter Island info point: What you need to know

Category
Details
LocationShelter Island, New York, United States of America
Known forBeautiful beaches, scenic landscapes, and peaceful atmosphere
Best time to visitSummer months (June to August) for warm weather and outdoor activities
Length of StayRecommended 2-3 days
WeatherMild summers and cold winters
Don't missShelter Island Historical Society, Mashomack Preserve, Sunset Beach
CuisineFresh seafood, local delicacies, and international cuisine
Places to visitShelter Island State Park, Crescent Beach, Sylvester Manor Educational Farm

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 Montauk Yacht Club. 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! 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. Montauk Yacht Club and Sound View Greenport 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. A top sight in the area is The Hamptons Beaches. In Shelter Island, there are 105 hotels and other accommodation options to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Sunset Beach, Wades Beach and Mashomack Preserve. Additionally, you'll find The Hamptons Beaches in the area. 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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