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Our top choices for Shelter Island hotels

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (309 reviews)
"Just all around great place"
United States
Stanley
The price is AU$133
includes taxes & fees
19 May - 20 May
Clinton Motel

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
9.0 out of 10, Wonderful, (14 reviews)
"Great stay & great staff!"
United States
James
The price is AU$431
includes taxes & fees
1 June - 2 June
North Fork Cottages & RV Resort

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (233 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is AU$109
includes taxes & fees
18 May - 19 May
Lamplighter Motel - Clinton, Connecticut

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (159 reviews)
"Great place."
United States
Joshua
The price is AU$300
includes taxes & fees
20 May - 21 May
The Niantic Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (748 reviews)
"Very reliable staff, clean property, and reliable wifi and amenities. Perfect for a weekend getaway or family trip perfect location to do many things."
United States
Jarrell
The price is AU$147
includes taxes & fees
25 May - 26 May
Shorewood Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (647 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is AU$157
includes taxes & fees
19 May - 20 May
Liberty Inn

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)
"Good location"
United States
Ashley
The price is AU$122
includes taxes & fees
21 May - 22 May
Pier Blue Inn Old Saybrook - Essex

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, (473 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is AU$128
includes taxes & fees
20 May - 21 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (304 reviews)
"amazing stay! "
United States
Lauren
The price is AU$319
includes taxes & fees
28 May - 29 May
Zey Hotel

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is AU$355
includes taxes & fees
17 May - 18 May
The Penny Lane

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
"Great friendly start, excellent location and lovely place to stay "
United Kingdom
Phillip
The price is AU$212
includes taxes & fees
18 May - 19 May
Ocean Resort Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is AU$329
includes taxes & fees
28 May - 29 May
Westbrook Inn B&B

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (917 reviews)
"This place is awful!!! The electricity worked sometimes…. The room was barely passable clean, there was an electrical outlet that had wires exposed. Someone punched a hole in the wall of our bathroom. I’m pretty sure the women at the desk was drunk. I went to the desk to ask for towels there was none in our room the women at the desk popped up about 5 minutes later and told me she would bring towels in less then 10 minutes she never showed up… there where also multiple cigarette burns on the the...
United States
Dan
The price is AU$139
includes taxes & fees
3 June - 4 June
Super 8 by Wyndham Old Saybrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Easy check-in. Good breakfast."
United States
peter
The price is AU$188
includes taxes & fees
8 June - 9 June
Quality Inn Old Saybrook - Westbrook

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (76 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is AU$222
includes taxes & fees
21 May - 22 May
Hampton Bays Hotel on Main

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (242 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is AU$446
includes taxes & fees
26 May - 27 May
The Scranton Seahorse Inn

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (699 reviews)
"Great place to stay"
United States
Mitchell
The price is AU$342
includes taxes & fees
3 June - 4 June
The Hampton Maid

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (475 reviews)
"Cute property"
United States
sabrina
The price is AU$215
includes taxes & fees
25 May - 26 May
Hamlet Inn

Sun N Sound

Sun N Sound
2.5 star property
Culloden Shores
9.0 out of 10, Wonderful, (269 reviews)
"The hotel was in a great location, clean, and had great views!! "
United States
Alyssa
The price is AU$326
includes taxes & fees
17 May - 18 May
Sun N Sound

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
"Beautiful resort in a great location "
United States
Nikki
The price is AU$664
includes taxes & fees
1 June - 2 June
Marram
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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Our guide on 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.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap accommodation in Shelter Island

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Enjoy pristine beaches with soft sands and breathtaking ocean views, perfect for relaxation.
  • Outdoor Adventures: Engage in activities like golf, windsurfing, and paddleboarding amidst beautiful scenery.
  • Scenic Boat Tours: Take a leisurely boat tour to explore the picturesque coastline and nearby islands.
  • Romantic Sunsets: Unwind at Sunset Beach, renowned for its stunning sunsets and tranquil atmosphere.
  • Diverse Accommodations: Choose from charming bed and breakfasts to unique agritourism stays for a memorable experience.

Find great hotels near Shelter Island

Discover the charm of Shelter Island, New York, where a variety of lodging options awaits you. From delightful bed and breakfasts to unique agritourism properties, you'll find the perfect spot for your getaway. Ideal for families and pet-lovers alike, these accommodations offer a range of services to enhance your adventure. Whether you seek a cozy retreat or a family vacation experience, Shelter Island hotels have something for everyone.

  • Sound View Greenport: Nestled 6.4km from Shelter Island, Sound View Greenport offers a delightful blend of business convenience and beachside relaxation. This pet-friendly hotel is ideal for travellers seeking both productivity and leisure. Enjoy direct access to the beach, making it perfect for a sun-soaked escape. Business guests will appreciate the well-equipped meeting rooms and conference space, while furry companions are welcome with specific pet policies and amenities, ensuring a comfortable stay for all.
  • The Harbor Front Inn: Located merely 4.8km from Shelter Island, The Harbor Front Inn is a charming retreat for pet lovers and business travellers alike. This 3.5-star accommodation provides a perfect mix of professional amenities and a relaxed atmosphere. Enjoy the convenience of in-room pet policies while you conduct your business affairs. The property also boasts scenic views and a welcoming environment, making it an excellent choice for those who want to bring their four-legged friends along.
  • Sag Harbor Inn: Situated 8.0km from Shelter Island, Sag Harbor Inn is a sophisticated option for business-minded guests. This well-appointed hotel features modern meeting facilities, making it suitable for corporate gatherings and conferences. Guests can unwind in comfortable surroundings after a productive day, enjoying the charm of the surrounding area. While Sag Harbor Inn may not be pet-friendly, it offers a serene retreat for those focused on their work and looking to explore the beautiful surroundings.

Where to stay near Shelter Island

Discover the charm of Shelter Island, New York, where outdoor adventures meet romantic escapes. Explore stunning salt marshes and enjoy luxury beach getaways with breathtaking ocean views. Nearby Long Island offers family-friendly excursions and scenic spots perfect for relaxation. Whether you're seeking a budget-friendly trip or a memorable experience filled with history, Shelter Island and its surroundings provide the ideal backdrop for an unforgettable vacation.

  • Hamptons: Located 14.5km away from Shelter Island, the Hamptons are renowned for their stunning beaches and vibrant outdoor culture. This popular holiday destination attracts a significant number of visitors from June to August, drawn in by the idyllic beach experience and romantic ambiance. Here, you can indulge in a round of golf, enjoy live music at local concerts, or unwind at luxurious resorts. Notable attractions include picturesque beaches and serene lakes, making it perfect for relaxation or adventure.
  • Greenport: Just 4.8km from Shelter Island, Greenport is a charming city that offers a delightful mix of outdoor activities and romantic spots. The peak travel season runs from June to August, with visitors flocking to its beautiful beaches and vibrant events. Popular activities include golfing and attending music concerts, while the local event conference venue hosts a variety of gatherings. Greenport’s inviting beaches and family-friendly attractions make it a perfect spot for both relaxation and exploration.
  • Sag Harbor: Located 8.0km from Shelter Island, Sag Harbor is a picturesque city that combines outdoor fun with a romantic seaside atmosphere. The area sees a spike in visitors from June to August, making it a lively destination for beach lovers. Enjoy activities like golfing, or discover the winter sports at nearby ski fields. The local beaches, family parks, and scenic landscapes provide numerous opportunities for relaxation and recreation, making Sag Harbor a must-visit on your trip.

Things to do in and around Shelter Island

Shelter Island is perfect for outdoor and romantic getaways, offering activities like golf, wind surfing, and paddle boarding. Enjoy scenic boat tours and consider group retreats for a unique experience. With its beautiful beaches and tranquil atmosphere, this destination is ideal for a relaxing holiday.

Shopping

In Shelter Island, visit the Greenport Farmers' Market, just 4.8km away, for fresh produce and local goods. The Style Bar and BookHampton are both within 8.0km, offering a unique selection of fashion and books. If you're up for a drive, check out nearby shopping options in Greenport.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini golf experience with a lively family atmosphere. For serenity, Cedar Point County Park offers a peaceful retreat for relaxation and wellness. Meanwhile, Noyac Golf Club invites you to indulge in outdoor sports amidst beautiful landscapes.

Adventure

Splish Splash Water Park, located 37.0km from Shelter Island, offers thrilling water slides and family fun in a vibrant atmosphere. For nature lovers, the Walking Dunes Trailhead, 25.7km away, provides scenic hiking trails through stunning landscapes. Experience high-speed excitement at Riverhead Raceway, situated 35.4km away, perfect for motorsport enthusiasts.

Nightlife

On Shelter Island, you can enjoy the charming Greenport Carousel, just 4.8km away, with its family-friendly atmosphere. For a blend of culture and romance, head to Bay Street Theatre, 8.0km away. Finally, catch a flick at Regal UA East Hampton, located 17.7km from the island.

Booking tips and Expedia advantages for Shelter Island

To save money on your trip to Shelter Island, consider visiting between January and March when hotel prices are lower. Tuesdays are typically the cheapest days to stay, while Saturdays are the priciest. Use Expedia’s search tool to find budget-friendly accommodations and filter for eco-certified options. You can also save by bundling your hotel, flights, and activities into a package. For transport, walking is a great way to get around and enjoy the area without added costs. Look out for any special offers to maximise your savings!

  • 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 Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to choose your budget, desired location, and additional preferences. You can easily sort the results from the lowest to highest prices, ensuring you find the most affordable accommodation first. Additionally, you have the option to filter your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Shelter Island hotel accommodation with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island offers a delightful blend of outdoor adventures and romantic getaways, perfect for beach lovers and culture seekers. Explore its stunning beaches, historic buildings, and urban parks. Don't miss the beautiful sunset at Sunset Beach, which provides a picturesque setting to unwind. With a variety of attractions catering to diverse interests, Shelter Island is an ideal spot for a memorable holiday experience.

  • Wades Beach: Experience the quintessential beach vibes at Wades Beach, where you can unwind on soft sands, swim in calm waters, and soak up the sun. It’s the perfect spot for a leisurely day by the sea.
  • The Jewish Center of the Hamptons: Located 17.7km away, this beautiful synagogue offers a rich cultural experience. Engage with the community and explore Jewish heritage through various events and services held in a welcoming atmosphere.
  • Jonathan Adler: Also situated 17.7km from Shelter Island, Jonathan Adler showcases a unique blend of modern design and playful aesthetics. Discover stunning home decor items and creative pieces that embody contemporary style.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependant 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.

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 have several airport options. Islip, NY (ISP-MacArthur) is 70.8km away, with nearby hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both about 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 51.5km from Shelter Island, featuring the 4-star Omni New Haven Hotel at Yale, just 4.8km away. For a closer option, East Hampton, NY (HTO) is only 14.5km away, with top accommodations like the 5-star Mill House Inn and the 4.5-star Topping Rose House, both within 4.8km of the airport.

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 traveller data. Other good choices for your stay in the area are Montauk Manor and Montauk Yacht Club. 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?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This holiday home rental outside of Shelter Island offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor and Montauk Yacht Club 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 102 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, Crescent Beach and Mashomack Preserve. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shell 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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