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Top hotels and accommodation in Shelter Island

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1002)
"Great location. "
The price is AU$142
includes taxes & fees
10 Aug - 11 Aug
Pier Blue Inn Old Saybrook - Essex

Liberty Inn

2.0 star property
7.4 out of 10, Good, (612)
"Great property owner…Clean and well located for the Old Saybrook area…"
The price is AU$145
includes taxes & fees
11 Aug - 12 Aug
Liberty Inn

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1001)
"Great location and pool, close to a wonderful restaurant "
The price is AU$197
includes taxes & fees
17 Aug - 18 Aug
Quality Inn Old Saybrook - Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (439)
"Room was very comfortable. I would definitely use again."
The price is AU$144
includes taxes & fees
7 Aug - 8 Aug
Econo Lodge Inn & Suites Old Saybrook Westbrook

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (261)
"For the money this reservation was a real win Clean lovely pool area convenient to everything"
The price is AU$141
includes taxes & fees
31 Aug - 1 Sept
Clinton Motel

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (888)
"A simple, affordable, conveniently located, and pleasant stay."
The price is AU$155
includes taxes & fees
5 Aug - 6 Aug
Super 8 by Wyndham Old Saybrook

Shorewood Inn

2.5 star property
8.4 out of 10, Very good, (663)
"Good place to stay"
Shorewood Inn

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.2 out of 10, (206)
"Would stay again. "
The price is AU$134
includes taxes & fees
3 Aug - 4 Aug
Lamplighter Motel - Clinton, Connecticut

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is AU$363
includes taxes & fees
1 Sept - 2 Sept
The Niantic Inn

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (293)
"Great place highly recommended. Quiet and cozy atmosphere. Pool, tennis court, volleyball court and onsite parking made the stay that much better. Amazing staff and super professional. "
The price is AU$423
includes taxes & fees
3 Aug - 4 Aug
Hampton's Vacation Inn

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (150)
"Great place "
Greenporter Hotel

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is AU$2,074
includes taxes & fees
3 Aug - 4 Aug
Wainscott Woods Retreat

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (300)
"Great place!"
The price is AU$549
includes taxes & fees
19 Aug - 20 Aug
The Bentley Hotel Southampton

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (502)
"Tired, expensive needs update"
The price is AU$498
includes taxes & fees
5 Aug - 6 Aug
Copper Beech Inn

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (155)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is AU$395
includes taxes & fees
1 Sept - 2 Sept
Westbrook Inn B&B

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (187)
"Would stay again. So beautiful and clean. "
The price is AU$681
includes taxes & fees
3 Aug - 4 Aug
The Shoals Suites and Slips

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Really cute bed and breakfast! Great location on the marina. The food was good and the people were very friendly. "
The price is AU$516
includes taxes & fees
3 Aug - 4 Aug
Inn at Harbor Hill Marina

Sea Haven Resort Motel

2.0 star property
7.2 out of 10, Good, (21)
"Great staff"
The price is AU$477
includes taxes & fees
3 Aug - 4 Aug
Sea Haven Resort Motel

Budget Host East End Hotel in Riverhead

2.0 star property
6.6 out of 10, (728)
"Nice place"
The price is AU$184
includes taxes & fees
10 Aug - 11 Aug
Budget Host East End Hotel in Riverhead
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
Menantic Creek map

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Crescent Beach.

Silver Beach map

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Coecles Harbor map

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Hay Beach map

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Shorewood map

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Stay near top Shelter Island attractions

Wades Beach

Wades Beach

Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting and beaches.

Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

Find out more about 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.

*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 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 21 mi (33.9 km) from the heart of Shelter Island, Marram is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Quality Inn Old Saybrook - Westbrook 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?

Hamptons Retreat: This holiday home rental outside of Shelter Island offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 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 balcony, a garden and a selection of games 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?

Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Quality Inn Old Saybrook - Westbrook 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 is the best spa hotel 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 93 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 Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Gardiner's Bay Country Club. 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.