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Our top choices for Shelter Island hotels

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is AU$107
includes taxes & fees
3 Feb - 4 Feb
Lamplighter Motel - Clinton, Connecticut

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is AU$126
includes taxes & fees
3 Feb - 4 Feb
Clinton Motel

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, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is AU$111
includes taxes & fees
8 Feb - 9 Feb
Econo Lodge Inn & Suites Old Saybrook Westbrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (912 reviews)
"Excellent "
United States
David
The price is AU$115
includes taxes & fees
4 Feb - 5 Feb
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, (1,001 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is AU$167
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Old Saybrook - Westbrook

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is AU$305
includes taxes & fees
8 Feb - 9 Feb
Westbrook Inn B&B

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is AU$180
includes taxes & fees
3 Feb - 4 Feb
Southampton Long Island Hotel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148 reviews)
"Great spot!"
United States
Keith
Harpoon House

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is AU$475
includes taxes & fees
8 Feb - 9 Feb
Saybrook Point Resort & Marina

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is AU$147
includes taxes & fees
3 Feb - 4 Feb
Liberty Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is AU$602
includes taxes & fees
15 Feb - 16 Feb
The Huntting Inn

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is AU$207
includes taxes & fees
28 Feb - 1 Mar
Sea Haven Resort Motel

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (78 reviews)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is AU$451
includes taxes & fees
8 Feb - 9 Feb
Mill House Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is AU$160
includes taxes & fees
3 Feb - 4 Feb
Hamlet Inn

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (296 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is AU$532
includes taxes & fees
3 Feb - 4 Feb
Zey Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is AU$236
includes taxes & fees
3 Feb - 4 Feb
American Beech Hotel

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (563 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is AU$261
includes taxes & fees
3 Feb - 4 Feb
The Harbor Front Inn

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,000 reviews)
"Great place!"
United States
Laura
The price is AU$348
includes taxes & fees
3 Feb - 4 Feb
Water's Edge Resort & Spa
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 Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. 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 Blue Hotel 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. In Shelter Island, there are 97 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 Shelter Island Whale's Tail 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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