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Our top choices for Canaan hotels

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
The price is £120
includes taxes & fees
21 May - 22 May
Gedney Farm

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is £292
includes taxes & fees
10 May - 11 May
The Old Inn On The Green

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is £141
includes taxes & fees
10 May - 11 May
The Revival House

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is £181
includes taxes & fees
11 May - 12 May
Harbour House Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,004 reviews)
"Great location "
United States
Edith
The price is £95
includes taxes & fees
26 May - 27 May
Quality Inn Lee - Lenox South

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
"Decent clean quiet "
United States
William
The price is £87
includes taxes & fees
26 May - 27 May
Sunset Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (819 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is £56
includes taxes & fees
9 Jun - 10 Jun
FairBridge Inn Express

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is £140
includes taxes & fees
11 May - 12 May
Chambery Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (663 reviews)
"Good to stay. "
United States
Ibinabo
The price is £52
includes taxes & fees
26 May - 27 May
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is £220
includes taxes & fees
11 May - 12 May
Devonfield Inn B&B

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,005 reviews)
"Staff was friendly, room was clean and the beds were comfortable. Dog friendly also. Good breakfast selection. I would stay there again."
United States
Lillian
The price is £104
includes taxes & fees
19 May - 20 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (891 reviews)
"Great place for a family vacation. Lots of activities for kids and peaceful location in the Berkshires. "
United States
Khary
The price is £119
includes taxes & fees
12 May - 13 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is £226
includes taxes & fees
25 May - 26 May
The Inn at Stockbridge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (92 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
The price is £97
includes taxes & fees
17 May - 18 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (677 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is £104
includes taxes & fees
17 May - 18 May
Hilton Garden Inn Lenox Pittsfield

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
The price is £65
includes taxes & fees
10 May - 11 May
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (925 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is £88
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"Good location and great breakfast."
United States
Linda
The price is £112
includes taxes & fees
17 May - 18 May
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (848 reviews)
"Room was very comfortable and well appointed. Shower was large and useful. Staff was a delight."
United States
David
The price is £122
includes taxes & fees
12 May - 13 May
Hotel On North

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (363 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is £87
includes taxes & fees
31 May - 1 Jun
The Central Downtown Inn & Suites
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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Stay near popular Canaan attractions

Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Top Canaan Hotel Reviews

More cheap stays in Canaan

Find out more about Canaan

Top reasons to visit Canaan

  • Outdoor Recreation: Canaan boasts excellent skiing opportunities and scenic ski fields, perfect for winter sports enthusiasts.
  • Charming Accommodation: Enjoy cosy bed and breakfasts and agritourism properties, ideal for families and adventure-seekers.
  • Cultural Experiences: Explore historic houses, local libraries, and the charming town hall for a taste of Canaan's rich history.
  • Scenic Landscapes: Experience breathtaking natural beauty, making it a perfect spot for romantic getaways and relaxation.
  • Proximity to Attractions: Canaan serves as a convenient base for exploring nearby New York City and picturesque small towns.

Find great hotels near Canaan

Discover the charm of Canaan, New York, with a delightful range of accommodation options, including cosy bed and breakfasts and inviting agritourism properties. Ideal for families and adventure-seekers alike, these pet-friendly lodgings offer a welcoming atmosphere for all travellers. Explore the beauty of the region while enjoying the comforts of home in Canaan’s hotels and cabins, perfect for a memorable getaway.

  • Berkshire Mountain Lodge: Nestled in the scenic Berkshires, this 3-star lodge boasts a remarkable guest rating of 9.0. Ideal for adventure seekers, it provides thrilling ski and golf experiences just 14.5km from Canaan. The lodge features convenient ski shuttle access and offers a variety of outdoor activities including hiking, kayaking, and snow tubing. Guests can also enjoy on-site golf facilities, making it perfect for those looking to immerse themselves in the natural beauty and adventure of the region.
  • The Yankee, Trademark Collection by Wyndham: A budget-friendly option with an impressive guest rating of 9.2, The Yankee is also located 14.5km from Canaan. This hotel is designed with the business traveller in mind, offering essential amenities and a comfortable environment to unwind after a long day. Its practical and welcoming atmosphere makes it a smart choice for those needing convenience without sacrificing quality.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: With a solid guest rating of 8.0, this 3-star hotel is situated 16.1km from Canaan, appealing to families and adventurous guests alike. Offering a range of family-friendly amenities, including breakfast options for children and cribs, it ensures a comfortable stay for all ages. Guests can engage in various activities such as cross-country skiing, horse riding, and hiking, making it a versatile choice for those seeking both relaxation and adventure during their visit.

Where to stay near Canaan

Canaan, New York, offers a delightful blend of outdoor adventures and romantic getaways, perfect for travellers seeking both family-friendly activities and budget-friendly options. Explore charming small towns nearby, enjoy the scenic landscapes, and immerse yourself in the rich history of the region. With its convenient location and inviting main street, Canaan serves as an excellent base for discovering the vibrant atmosphere of nearby cities and neighbourhoods, making it a memorable destination for all types of visitors.

  • Lenox: Situated 14.5km from Canaan, Lenox is a charming city that attracts visitors year-round, with peak arrivals during the summer months of June to August. Known for its rich cultural scene, Lenox offers a delightful mix of entertainment, romance, and artistic experiences. Visitors can enjoy an array of activities, from music concerts to theatre performances, while winter sports enthusiasts can take advantage of the nearby ski facilities. The scenic landscape features picturesque lakes and mountains, making it an ideal spot for nature lovers. Don’t miss the local event conference venues, which host a variety of activities throughout the year.
  • East Chatham: Just 6.4km from Canaan, East Chatham is a city that thrives on outdoor adventure. While it sees visitors primarily from June to July and September, the area offers a unique experience for thrill-seekers and nature enthusiasts. The local ski fields and resorts are a major draw, providing excellent opportunities for skiing and snowboarding in the winter months. The stunning natural surroundings, including lakes and mountains, add to the allure, making East Chatham a fantastic destination for outdoor activities. Additionally, the historic college university in the area adds a touch of academic charm.
  • New Lebanon: Located a mere 6.4km from Canaan, New Lebanon is another city that caters to outdoor enthusiasts. With a seasonal influx of visitors peaking in the summer months, this area is perfect for those seeking adventure and skiing experiences. The local ski fields and resorts offer thrilling winter sports opportunities, while the nearby urban parks and lakes provide serene spots for relaxation and leisure. New Lebanon’s natural beauty and recreational options make it a delightful addition to your travel itinerary.

Things to do in Canaan

Canaan offers a delightful blend of outdoor recreation, making it ideal for romantic getaways and ski vacations. Visitors can enjoy skiing on the local slopes, exploring the scenic ski fields, and catching a show at the theatre. This charming destination provides ample opportunities for adventure and relaxation amidst stunning natural beauty.

Shopping

Canaan offers charming local shops for unique gifts and souvenirs. For a wider selection, head to the nearby Great Barrington Plaza with its array of retail stores. If you're up for a drive, visit the Berkshire Mall in Lanesborough for more shopping options and larger brands.

Recreation

Tranquil Haven Wellness Retreat offers rejuvenating spa treatments and yoga sessions amidst picturesque landscapes. For outdoor enthusiasts, the nearby Canaan Valley provides scenic hiking trails and peaceful picnic spots, allowing you to immerse yourself in nature’s beauty while unwinding and recharging your spirit.

Adventure

Experience the thrill of the outdoors at Catamount Mountain Resort, where you can enjoy skiing in winter and mountain biking in summer. For a scenic adventure, explore the trails at the nearby Berkshire Botanical Garden, offering beautiful landscapes and a chance to connect with nature.

Nightlife

Canaan offers a charming nightlife with local pubs such as The Olde English Pub, perfect for a relaxed evening. For a lively atmosphere, visit The Canaan Inn, where you can enjoy live music and delicious food, creating a delightful blend of entertainment and socialising.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Canaan

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Canaan are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Canaan is Monday. The most expensive day to stay in Canaan is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Canaan with your flights and activities through an Expedia package.

Find the best attractions near Canaan

Canaan, New York, offers a delightful blend of outdoor adventures and romantic escapes, perfect for ski vacations. Visitors can explore historic houses, nature reserves, and local libraries, making it an ideal spot for those seeking culture and family experiences. While in the area, consider attractions in nearby New York City or a visit to the charming town hall in Canaan for a taste of local history.

  • Art Omi International Arts Center - Fields Sculpture Park: Experience a unique outdoor sculpture garden with over 60 contemporary works set against a stunning natural backdrop. Ideal for families, this park encourages exploration and interaction with art in a serene environment.
  • Animagic Museum of Animation: Delve into the fascinating world of animation at this charming museum. Showcasing the art and history of animated films, it offers a culturally rich experience, perfect for animation enthusiasts and families alike.
  • National Shrine of the Divine Mercy: This peaceful shrine offers a tranquil atmosphere for reflection and prayer. With beautiful architecture and serene grounds, it serves as a cultural and spiritual haven for visitors seeking solace and inspiration.

Best time to go to Canaan

The best time to visit Canaan is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly 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 cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.6°F (-5.2°C)Light RainMostly CloudyAverageSlightly Low
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudySlightly HighAverage
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnyAverageSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly High
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowAverage
December29.3°F (-1.5°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Canaan

For your trip to Canaan, New York, there are several major airports to consider. Albany International Airport (ALB) is the closest, situated 48.3km away, with nearby hotel options like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Bradley International Airport (BDL) in Hartford, CT, is 82.1km away, with excellent hotels such as DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. White Plains Airport (HPN) is located 151.3km from Canaan, offering luxurious stays like The Opus Westchester, Autograph Collection, 6.4km from the airport.

Frequently asked questions

What is the best area to stay in Canaan?
The best areas to stay in Canaan are the surrounding towns of Chatham and Kinderhook, as Canaan itself is a rural area with limited accommodation options.

Chatham offers a pleasant village experience with a focus on local businesses and a relaxed pace. The main street, Main Street, features independent shops, art galleries, and restaurants. It's centrally located for exploring the wider region and provides a good base for those who appreciate a small-town feel with convenient amenities.

Couples looking for a peaceful escape will appreciate Kinderhook. This historic village is known for its well-preserved 18th and 19th-century architecture and quiet streets. It's home to the Martin Van Buren National Historic Site and offers a tranquil setting with a few upscale dining options.

For families, Chatham is a practical choice due to its slightly larger size and more diverse range of casual dining options and local parks.
When is the best time to go to Canaan?
The best time to visit Canaan is during the late spring, summer, and early autumn months, particularly from May to October, when the weather is most pleasant for outdoor activities.

For those who enjoy warm weather and a wide range of outdoor pursuits, July and August are ideal. The days are long and sunny, great for exploring the local hiking trails, enjoying the lakes, or visiting nearby farms and orchards. This period is great for families looking for a summer break with plenty of fresh air and activities.

If you prefer slightly cooler temperatures and stunning natural beauty, late September and October offer spectacular autumn foliage. The rolling hills surrounding Canaan transform into a canvas of reds, oranges, and yellows, making it a wonderful time for scenic drives and photography. This season is particularly appealing to couples seeking a romantic getaway amidst picturesque landscapes.

While Canaan does experience cold and snowy winters, it can still be a good time to visit for those who enjoy winter sports like skiing or snowboarding at nearby resorts.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Canaan.
How can I save on a Canaan hotel booking with Expedia?
Members always get our best prices. Find our best Canaan hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Canaan hotel?
Prices for hotels in Canaan often vary, but you can find a great deal from £56 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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