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Our top choices for Shelter Island hotels

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (153 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is SAR 504
SAR 579 total
includes taxes & fees
21 Apr - 22 Apr
The Niantic Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (306 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is SAR 293
SAR 336 total
includes taxes & fees
20 Apr - 21 Apr
Clinton Motel

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)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is SAR 379
SAR 436 total
includes taxes & fees
27 Apr - 28 Apr
Quality Inn Old Saybrook - Westbrook

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Always a nice stay. Clean and comfortable."
United States
Shelby
The price is SAR 634
SAR 729 total
includes taxes & fees
20 Apr - 21 Apr
Inn at Harbor Hill Marina

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (231 reviews)
"Would stay again. "
United States
pamela
The price is SAR 259
SAR 298 total
includes taxes & fees
20 Apr - 21 Apr
Lamplighter Motel - Clinton, Connecticut

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, (1,004 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is SAR 306
SAR 352 total
includes taxes & fees
26 Apr - 27 Apr
Pier Blue Inn Old Saybrook - Essex

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (299 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is SAR 1,215
SAR 1,389 total
includes taxes & fees
24 Apr - 25 Apr
Zey Hotel

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, (472 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is SAR 285
SAR 328 total
includes taxes & fees
26 Apr - 27 Apr
Econo Lodge Inn & Suites Old Saybrook Westbrook

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is SAR 698
SAR 797 total
includes taxes & fees
21 Apr - 22 Apr
North Fork Cottages & RV Resort

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (916 reviews)
"Excellent "
United States
David
The price is SAR 296
SAR 351 total
includes taxes & fees
20 Apr - 21 Apr
Super 8 by Wyndham Old Saybrook

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (187 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is SAR 1,023
SAR 1,135 total
includes taxes & fees
20 Apr - 21 Apr
Westbrook Inn B&B

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (470 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is SAR 465
SAR 601 total
includes taxes & fees
20 Apr - 21 Apr
Hamlet Inn

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (241 reviews)
"Great stay and will be back!"
United States
David
The price is SAR 1,058
SAR 1,174 total
includes taxes & fees
20 Apr - 21 Apr
The Scranton Seahorse Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (735 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
The price is SAR 344
SAR 393 total
includes taxes & fees
20 Apr - 21 Apr
Shorewood Inn

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (690 reviews)
"Great place to stay"
United States
Mitchell
The price is SAR 661
SAR 755 total
includes taxes & fees
20 Apr - 21 Apr
The Hampton Maid

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (362 reviews)
"We toured the Spa but did not have an opportunity to take advantage of the services during our overnight stay. The staff was very helpful and the spa calm and inviting."
United States
Per
The price is SAR 1,043
SAR 1,199 total
includes taxes & fees
27 Apr - 28 Apr
Madison Beach Hotel

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is SAR 869
SAR 964 total
includes taxes & fees
3 May - 4 May
The Captain Stannard

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is SAR 556
SAR 737 total
includes taxes & fees
20 Apr - 21 Apr
Windward Shores Ocean Resort

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (465 reviews)
"We loved our stay!"
United States
Charlotte
The price is SAR 615
SAR 707 total
includes taxes & fees
20 Apr - 21 Apr
The Bentley Hotel Southampton

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is SAR 629
SAR 881 total
includes taxes & fees
11 May - 12 May
Cliffside Resort Condominiums
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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.

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.

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.

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.

Central Park summer

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 with tranquil waters, ideal for relaxation and scenic views.
  • Outdoor Adventures: Perfect for nature lovers, visitors can enjoy hiking trails, wildlife spotting, and other outdoor activities.
  • Romantic Getaways: This destination offers a charming atmosphere for couples looking to escape and enjoy quality time together.
  • Cultural Exploration: Discover historic buildings and immerse yourself in the local culture while exploring the island.
  • Varied Accommodations: From cozy bed & breakfasts to luxury stays, there's a perfect lodging option for every traveler.

Find great hotels near Shelter Island

Experience the charm of Shelter Island with a variety of hotel options tailored to every traveler. From cozy bed & breakfasts to unique agritourism properties, you’ll find pet-friendly accommodations perfect for family vacations or adventurous getaways. Explore the best hotels and luxury stays that offer a welcoming atmosphere and exceptional services, ensuring a memorable visit to this beautiful destination.

  • Sound View Greenport: Nestled along the pristine shores, Sound View Greenport is a charming 3.5-star hotel that offers a delightful beach vacation experience. Just a short drive from Shelter Island, this property is perfect for travelers seeking both relaxation and business amenities. With direct access to the beach, guests can enjoy sun-soaked days by the water. The hotel is pet-friendly, welcoming dogs and cats, making it an ideal choice for those traveling with furry companions. Amenities include waived fees for service animals and a tranquil atmosphere, ensuring a memorable stay.
  • The Harbor Front Inn: Located only 4.8km from Shelter Island, The Harbor Front Inn boasts a picturesque waterfront setting and a welcoming vibe. As a 3.5-star hotel, it caters to both business travelers and vacationers looking for a pet-friendly getaway. Guests can enjoy the convenience of in-room pet accommodations, allowing their dogs to feel right at home. The hotel's amenities include waived fees for service animals and a friendly staff dedicated to ensuring a comfortable experience. With its charming ambiance, The Harbor Front Inn is perfect for those seeking a relaxing retreat.
  • Sag Harbor Inn: Situated 8.0km from Shelter Island, Sag Harbor Inn is a refined 3.5-star hotel designed for business travelers seeking a tranquil environment. The inn offers a blend of comfort and convenience, with spacious rooms and essential amenities that cater to professional needs. While it may not be pet-friendly, the serene setting and proximity to local attractions make it an excellent choice for those focused on work and relaxation. Guests will appreciate the warm hospitality and well-maintained facilities that enhance their stay.

Where to stay near Shelter Island

Your vacation to Shelter Island promises an unforgettable experience of natural beauty and tranquility. Enjoy romantic beach getaways with stunning water views, explore the scenic landscapes, and immerse yourself in the area’s rich history. Nearby Long Island offers family-friendly excursions and relaxing atmospheres that cater to all budgets. Whether you seek a peaceful retreat or a memorable adventure, Shelter Island and its surrounding regions provide the perfect backdrop for your getaway.

  • Greenport: Located a mere 4.8km from Shelter Island, Greenport is a charming city known for its vibrant waterfront and maritime heritage. The travel experience here is enhanced by its seasonal appeal, attracting visitors primarily from June to August. Greenport is the perfect destination for those seeking outdoor adventures, romantic beach strolls, and a relaxing atmosphere. Popular activities include golfing at local courses, enjoying live music, and exploring recreational areas. The city is also home to beautiful beaches and parks, making it an ideal spot for families looking to unwind.
  • Hamptons: Situated 14.5km away from Shelter Island, the Hamptons are synonymous with upscale beach living and outdoor enjoyment. The area's travel experience is characterized by its seasonal influx of visitors, particularly from June to August. Known for its stunning beaches and romantic ambiance, the Hamptons offer a plethora of activities, including golf, concerts, and recreational spaces. With picturesque beaches and serene lakes nearby, this region is perfect for travelers in search of relaxation and natural beauty.
  • Sag Harbor: Just 8.0km from Shelter Island, Sag Harbor is a historic city that blends charm with coastal beauty. The seasonal traveler arrivals peak in the summer months, particularly from June to August, making it a popular getaway. Visitors flock to Sag Harbor for its outdoor activities, romantic beaches, and opportunities for adventure. Enjoy golfing, explore ski fields, or visit the iconic lighthouse. The area is also adorned with family-friendly beaches, ensuring a memorable experience for everyone.

Things to do in and around Shelter Island

Shelter Island is perfect for outdoor enthusiasts and couples seeking a romantic beach getaway. Enjoy memorable stays with vibrant nightlife, live music, and opportunities to spot wildlife. From skiing at local resorts to embracing the island's natural beauty, there's something for everyone. Whether you're exploring scenic trails or relaxing by the shore, Shelter Island offers a delightful blend of activities for an unforgettable vacation.

Shopping

For a delightful shopping experience in Shelter Island, visit the Greenport Farmers' Market, only 4.8km away, offering fresh local produce and crafts. The Style Bar, located 8.0km away, features trendy apparel. If you're up for a drive, Love Lane is 17.7km away, with a charming mix of shops and eateries.

Recreation

Enjoy a fun-filled day at Shelter Island Whale's Tail miniGolf, perfect for families and adventure seekers. For golf enthusiasts, the Noyac Golf Club offers a scenic outdoor experience just a short drive away. Relax and unwind at Cedar Point County Park, where wellness and tranquility abound.

Adventure

Experience the thrills of Splish Splash Water Park, a waterpark 37.0km away, perfect for family fun and adventure. Hike the scenic Walking Dunes Trailhead, located 25.7km from Shelter Island, where outdoor beauty awaits. For adrenaline, visit Riverhead Raceway, 35.4km away, and enjoy an exhilarating motorsport experience.

Nightlife

Experience the charm of the Greenport Carousel, just 4.8km away, for a whimsical outdoor vibe. Enjoy a romantic evening at Bay Street Theatre, 8.0km from Shelter Island, or immerse yourself in culture at Guild Hall, located 17.7km away, both offering captivating performances.

*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, consider visiting during the off-peak months of January to March when hotel prices are the lowest. Booking your stay on a Tuesday can also help you find the best rates. Use Expedia to compare hotel prices and filter for eco-friendly options that may offer additional savings. Additionally, combine your hotel, flights, and activities into a package deal for extra discounts. Explore free activities like hiking and enjoying the scenic beaches to further stretch your budget.

  • 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: Expedia’s search tool makes it easy for you to set your budget, choose your desired location, and much more. You can organize your search results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you can refine your choices by hotel category; for instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Shelter Island

Shelter Island offers a perfect blend of outdoor adventures and romantic beach getaways. Visitors can enjoy beautiful beaches, urban parks, and historic buildings, catering to those seeking culture and family experiences. Don't miss the chance to explore Shelter Island, enjoy a whale-watching tour, and relax at Sunset Beach for a memorable vacation.

  • 67 Steps Beach: A hidden gem located 6.4km from Shelter Island, 67 Steps Beach offers a relaxing beach vibe with stunning views and gentle waves. It's perfect for sunbathing, picnicking, or enjoying a quiet stroll along the shoreline.
  • Orient Point County Park: Situated 12.9km away, this urban park is ideal for families looking to enjoy the outdoors. With ample space for picnics, walking trails, and scenic views of the water, it's a great spot for a fun and relaxing day out.
  • Gardiner's Bay Country Club: Located right within Shelter Island, this exclusive golf course offers a serene environment for golf enthusiasts. Enjoy beautifully maintained greens while soaking in the picturesque views of Gardiner's Bay.

Best time to go to Shelter Island

The best time to visit Shelter Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island falls in January, visitor numbers are average and weather is mostly sunny with light rain.

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

The nearest major airports for your trip to Shelter Island

To reach Shelter Island, you can fly into several nearby airports. Islip, NY (ISP-MacArthur) is 70.8km away, with hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed) is 51.5km away, featuring options such as the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km from the airport. East Hampton, NY (HTO) is only 14.5km away, with luxurious accommodations like the 5-star Mill House Inn and the 4.5-star Topping Rose House, both 4.8km from the airport. Transportation services are readily available from these hotels to their respective airports.

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Montauk Manor and Water's Edge Resort & Spa. See all available top hotels, or vacation rentals in Shelter Island.
What's the top vacation rental that Shelter Island has to offer?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: Visitors like this Shelter Island vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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, 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. Features a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Manor 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 99 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 Sunset Beach, Crescent Beach, and Wades Beach. A couple of additional sights to add to your agenda are Gardiner's Bay Country Club and Shelter Island Historical Society. 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.