Lodging Image

Shelter Island hotels from RM356

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Shelter Island hotels

1. 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 RM1,288
RM1,472 total
includes taxes & fees
2 Aug - 3 Aug
Shelter Island House

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 RM2,409
RM3,028 total
includes taxes & fees
19 Jul - 20 Jul
The Pridwin Hotel

3. 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 RM1,558
RM1,780 total
includes taxes & fees
19 Jul - 20 Jul
The Chequit

4. 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 RM1,277
RM1,459 total
includes taxes & fees
17 Aug - 18 Aug
West Neck Guesthouse

5. 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 RM990
RM1,131 total
includes taxes & fees
3 Aug - 4 Aug
Zey Hotel

6. 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 RM3,156
RM3,606 total
includes taxes & fees
22 Jul - 23 Jul
Silver Sands Motel & Beach Bungalows

7. 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 RM1,514
RM1,832 total
includes taxes & fees
2 Aug - 3 Aug
The Shoals Suites and Slips

8. 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 RM1,667
RM2,082 total
includes taxes & fees
22 Jul - 23 Jul
Cliffside Resort Condominiums

9. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (627 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 RM1,558
RM1,989 total
includes taxes & fees
29 Jul - 30 Jul
The Harbor Front Inn

10. 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 RM1,505
RM2,069 total
includes taxes & fees
3 Aug - 4 Aug
Sound View Greenport

11. 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 RM2,219
RM2,698 total
includes taxes & fees
22 Jul - 23 Jul
The Menhaden

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (32 reviews)
"Great stay & great staff!"
United States
James
The price is RM1,664
RM1,901 total
includes taxes & fees
19 Jul - 20 Jul
North Fork Resort

13. 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 RM1,788
RM2,206 total
includes taxes & fees
29 Jul - 30 Jul
American Beech Hotel

14. 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 RM1,910
RM2,182 total
includes taxes & fees
20 Jul - 21 Jul
Sag Harbor Inn

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (296 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is RM4,480
RM5,630 total
includes taxes & fees
22 Jul - 23 Jul
Faraway Sag Harbor

16. 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, (1,002 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is RM373
RM429 total
includes taxes & fees
19 Jul - 20 Jul
Pier Blue Inn Old Saybrook - Essex

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"easy access from highway and lot of parking"
Canada
Cesare
The price is RM510
RM586 total
includes taxes & fees
4 Aug - 5 Aug
Quality Inn Old Saybrook - Westbrook

18. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (324 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 RM362
RM417 total
includes taxes & fees
20 Jul - 21 Jul
Clinton Motel

19. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (276 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is RM1,625
RM2,060 total
includes taxes & fees
19 Jul - 20 Jul
The Sagaponack

20. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Loved the beautiful porch and closeness to beach. The bed and linens were so comfortable."
United States
Judith
The price is RM953
RM1,057 total
includes taxes & fees
19 Jul - 20 Jul
The Captain Stannard
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Shelter Island

Find the best Shelter Island areas 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 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 relaxation and picturesque sunsets.
  • Outdoor Adventures: Engage in a variety of activities like golfing, kayaking, and hiking amidst the island’s scenic landscapes.
  • Rich Cultural Heritage: Visit the Shelter Island Historical Society to explore the island's intriguing history and heritage.
  • Serene Retreats: Experience peaceful accommodations ranging from intimate inns to guest houses, ideal for a romantic getaway.
  • Scenic Ferry Rides: Enjoy breathtaking views while travelling to and from the island via scenic ferry rides.

Find great hotels near Shelter Island

Discover a charming selection of accommodations on Shelter Island, where you can choose from intimate inns, guest houses, and agritourism properties. Whether you seek a pet-friendly retreat or a family-friendly adventure, the island offers a delightful array of options to enhance your getaway experience. Enjoy the warm hospitality and unique amenities that each establishment provides, ensuring a memorable stay amidst the island's natural beauty.

  • Sound View Greenport: Nestled just 6km from Shelter Island, Sound View Greenport is a charming 3.5-star hotel that boasts a relaxed beach ambiance, ideal for families and business travellers alike. With direct access to the beach, guests can soak up the sun or indulge in various water activities. The property is family-friendly, offering amenities specifically designed for children, including free cribs and window guards for safety. The inviting atmosphere and thoughtful services make it a suitable choice for those seeking a blend of leisure and practicality during their stay.
  • Sag Harbor Inn: Located 8km from Shelter Island, Sag Harbor Inn is a refined 3.5-star hotel with an impressive guest rating of 9.4 out of 10, making it an excellent option for business travellers. This property offers a professional environment while still allowing guests to enjoy the beautiful surroundings of Sag Harbor. Its strategic location provides easy access to local attractions, dining, and shopping, ensuring that business needs are met without compromising on comfort or convenience.
  • The Harbor Front Inn: Just 5km from Shelter Island, The Harbor Front Inn offers a warm, pet-friendly atmosphere, perfect for those travelling with furry companions. This 3.5-star hotel has a commendable guest rating of 8.8 out of 10 and caters to both leisure and business travellers. The property features specific amenities for pets, allowing dogs and ensuring comfort for both guests and their pets. With its charming location and convenient facilities, The Harbor Front Inn is a delightful choice for those seeking a home away from home.

Where to stay near Shelter Island

Immerse yourself in the enchanting charm of Shelter Island, where outdoor lovers and romantic souls can bask in the splendour of beachside sunsets. Discover the picturesque landscapes and historical gems that define this unique destination. Just a short journey away, Long Island offers family-friendly excursions and luxury experiences, ensuring a delightful holiday. Whether you seek serene beaches or scenic views, Shelter Island promises an unforgettable getaway filled with delightful moments and breathtaking scenery.

  • Hamptons: Situated approximately 14km from Shelter Island, the Hamptons are a renowned summer getaway, particularly bustling from June to August. This picturesque region offers a captivating blend of sandy beaches, outdoor activities, and romantic spots, making it a popular destination for couples and families alike. Visitors can enjoy the local golf courses and ski fields, while being surrounded by stunning natural landmarks such as family-friendly beaches and serene lakes. The charm of the Hamptons lies in its vibrant atmosphere and the perfect combination of relaxation and recreation.
  • Greenport: Just 5km away from Shelter Island, Greenport is a quaint town that provides a delightful mix of outdoor adventures and romantic settings. Peak visitor numbers occur during the summer months of June to August, while quieter periods are seen from November to January. The town is known for its charming parks and family beaches, with ample opportunities for outdoor activities like golf and music concerts. Greenport’s lively waterfront offers a unique experience with stunning views and a friendly community vibe, making it an ideal spot for exploration and relaxation.
  • Shelter Island Heights: A mere mile from Shelter Island, Shelter Island Heights is a serene enclave that draws visitors seeking outdoor and family-friendly experiences. Seasonal peaks occur from April through July, with fewer crowds in the colder months. This quaint area features recreational spaces and golf courses, alongside beautiful beaches and parks that are perfect for leisurely strolls or family picnics. The intimate atmosphere of Shelter Island Heights makes it an excellent base for those wishing to unwind and enjoy nature while being close to the attractions of the surrounding areas.

Things to do near Shelter Island

Shopping

For unique gifts and souvenirs, explore local shops like the Shelter Island General Store and the Islander. If you're up for a drive, head to East Hampton, where you can find larger shopping centres like the East Hampton Shopping Centre, offering a variety of brands and boutiques.

Recreation

Explore the Shelter Island Yoga Studio for rejuvenating classes in a serene atmosphere, fostering mindfulness and relaxation. After your session, take a leisurely stroll along the picturesque beaches, where you can enjoy the tranquility of the ocean and the beauty of nature.

Adventure

At Riverhead Raceway, located 35km from Shelter Island, experience the thrill of motor racing amidst an energetic atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, where adrenaline-fuelled racing events provide an exhilarating adventure in a vibrant setting.

Nightlife

Experience the laid-back vibe at the Sunset Beach bar, where you can enjoy cocktails by the water. For a lively atmosphere, visit The Tavern, where you can sample local ales and enjoy live music from talented artists.

*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 during your visit to Shelter Island, consider travelling between January and March when hotel prices are at their lowest, particularly on Tuesdays. Avoid weekends, especially Fridays, for more affordable accommodation. Use Expedia to find budget-friendly hotels by sorting results from lowest to highest prices, and consider booking your hotel alongside flights and activities for additional savings. Explore free activities on the island, and utilise public transport to minimise travel 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: Certainly. Here’s a paraphrased version of the text in a trusted and attentive tone, using British English:Expedia’s search tool enables you to specify your budget, preferred location, and various other criteria. You can organise your results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • 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 is perfect for outdoor, romantic beach holidays, offering a variety of attractions such as stunning beaches, urban parks, and historic buildings. Visitors can immerse themselves in culture while enjoying the natural beauty and outdoor experiences the island has to offer. A must-visit is the Shelter Island Historical Society, which provides insights into the island's rich heritage. Overall, Shelter Island promises a delightful mix of relaxation and exploration for every traveller.

  • Norman E. Klipp Marine Park: This marine park, located 5km from Shelter Island, offers a delightful blend of adventure and family-friendly activities. Enjoy scenic views, explore nature trails, and engage in various water sports, making it an ideal spot for outdoor enthusiasts.
  • Gardiner's Bay Country Club: Nestled within Shelter Island, this golf course country club features stunning fairways and greens. The club provides a relaxed atmosphere where you can enjoy a round of golf while taking in picturesque views of Gardiner's Bay.
  • Shell Beach: This charming beach, situated within Shelter Island, invites visitors to unwind and soak up the sun. With its tranquil ambiance, Shell Beach is perfect for leisurely strolls, picnics, or simply enjoying the soothing sound of the waves.

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

Travelling to Shelter Island is convenient via several major airports. New York's JFK Airport is situated 130km away, with nearby luxury options like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport, 134km from Shelter Island, offers esteemed hotels such as The Plaza, A Fairmont Hotel, and Hilton Club The Quin New York, both within 10km. Hartford's Bradley International Airport is 100km away, with comfortable accommodations like DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the terminal. All these airports provide accessible transport options to facilitate your journey to Shelter Island.

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 Manor. 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 Manor 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 103 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.

Explore a world of travel with Expedia