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Compare 1,404 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1001)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$101 nightly
The price is $113
Dec 14 - Dec 15
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Great stay!"
United States
Ann
$63 nightly
The price is $70
Dec 16 - Dec 17
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2162)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
$101 nightly
The price is $113
Dec 7 - Dec 8
Total with taxes and fees
Vacation Village in the Berkshires

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$114 nightly
The price is $127
Dec 7 - Dec 8
Total with taxes and fees
Berkshires Untold

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1002)
"Room was spotless, staff very friendly."
United States
amber
$96 nightly
The price is $106
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort Inn & Suites East Greenbush - Albany

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (976)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$92 nightly
The price is $103
Dec 12 - Dec 13
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

3.5 star property
South Lee
9.0 out of 10, Wonderful, (794)
"Place was great!"
United States
Benjamin
$122 nightly
The price is $136
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
$169 nightly
The price is $189
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Red Lion Inn

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$165 nightly
The price is $185
Dec 5 - Dec 6
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
$91 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (777)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$101 nightly
The price is $113
Jan 4 - Jan 5, 2026
Total with taxes and fees
Berkshire Mountain Lodge

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (856)
"Friends visiting our church stayed here -- and they thought it was great! Treated very nicely by the staff; great view of Albany's skyline."
United States
Nicholas
$91 nightly
The price is $101
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (702)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
$107 nightly
The price is $120
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
$133 nightly
The price is $149
Dec 22 - Dec 23
Total with taxes and fees
Hotel On North

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 7 - Dec 8
Total with taxes and fees
Chambery Inn

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1004)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Dec 7 - Dec 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Hampton Inn & Suites Albany-East Greenbush

2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (881)
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
$111 nightly
The price is $127
Dec 19 - Dec 20
Total with taxes and fees
Hampton Inn & Suites Albany-East Greenbush

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
$151 nightly
The price is $169
Dec 9 - Dec 10
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
$133 nightly
The price is $150
Dec 6 - Dec 7
Total with taxes and fees
Micosta Leisure Inn

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
$135 nightly
The price is $151
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
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.

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

Top Canaan Hotel Reviews

More cheap stays in Canaan

Hotels in Canaan with star-rating

Find out more about Canaan

Top reasons to visit Canaan

  • Outdoor Adventures: Canaan is perfect for outdoor enthusiasts, offering activities like skiing, hiking, and exploring scenic mountain trails.
  • Charming Accommodations: Enjoy a range of unique stays, from cozy bed & breakfasts to agritourism properties, catering to diverse preferences.
  • Romantic Getaways: The serene hills and beautiful gardens make Canaan an ideal spot for couples looking to unwind together.
  • Local Attractions: Discover historic houses, nature preserves, and vibrant nightlife that enrich your vacation experience.
  • Proximity to Albany: Just a short drive away, downtown Albany offers rich history and additional attractions for visitors to explore.

Find great hotels near Canaan

Discover a variety of charming accommodations in Canaan, New York, ranging from cozy bed & breakfasts to unique agritourism properties. Whether you're seeking a pet-friendly retreat, a family-friendly getaway, or an adventurous escape, Canaan offers an array of options to suit your needs. Explore the best hotels in the area and find the perfect place to unwind and enjoy the beautiful surroundings.

  • The Yankee, Trademark Collection by Wyndham: Experience a business traveler’s haven at The Yankee, Trademark Collection by Wyndham. Located 9 miles from Canaan, this hotel is designed for those seeking a productive getaway with top-notch business amenities. Guests can enjoy 24-hour access to the business center, multiple meeting rooms, and ample conference space, making it ideal for meetings and corporate events. The hotel’s sophisticated environment caters to professionals looking for comfort and convenience while traveling.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Embrace adventure and inclusivity at Holiday Inn & Suites Pittsfield-Berkshires by IHG, situated 10 miles from Canaan. This 3-star hotel is perfect for travelers eager to explore the outdoors, with proximity to skiing, snowboarding, fishing, and hiking. The property welcomes LGBTQIA guests and features a vibrant city theme, ensuring an engaging and adventurous experience. With a central location, guests can easily access local attractions, making it a great choice for those looking to blend business with leisure.
  • Best Western Plus Berkshire Hills Inn & Suites: Best Western Plus Berkshire Hills Inn & Suites is an ideal family-friendly and pet-friendly retreat located 7 miles from Canaan. This hotel blends business convenience with family amenities, offering a 24-hour business center, meeting rooms, and conference space. Kids will enjoy games and services tailored just for them, while pets are warmly welcomed. With a dog exercise area and a pet-friendly policy, families traveling with pets can relax knowing their furry companions are accommodated.

Where to stay near Canaan

Experience the charm of Canaan, New York, where outdoor adventures meet romantic getaways. Explore the scenic lakes, serene hills, and beautiful gardens that surround this quaint city. Just a short drive away, downtown Albany offers a rich historical atmosphere. Whether you're seeking family-friendly activities or trendy spots, Canaan provides a diverse backdrop for your vacation, making it an ideal destination for all types of travelers.

  • Lenox: Nestled 9 miles from Canaan, Lenox is a charming city known for its vibrant cultural scene and natural beauty. This destination experiences a moderate influx of visitors, particularly during the summer months from June to August. Lenox offers a delightful mix of entertainment-themed experiences, making it a perfect spot for romantic getaways or family outings. Enjoy music concerts and theatrical performances, or hit the nearby ski slopes in winter. Outdoor enthusiasts will appreciate the stunning landscapes featuring lakes and mountains, while event conference venues cater to those planning special gatherings. A visit to Lenox promises a blend of excitement and relaxation.
  • East Chatham: Just 4 miles from Canaan, East Chatham is a hidden gem that caters to those seeking outdoor adventures and romantic escapes. Visitors flock here primarily from June to July and September, drawn by the area's year-round appeal. With abundant opportunities for exploration, East Chatham is perfect for outdoor enthusiasts who love hiking and skiing. The local theater and music scene add to the town's charm, while the nearby national state park offers breathtaking views and a chance to reconnect with nature. Whether you're seeking adventure or a peaceful retreat, East Chatham has something for everyone.
  • Pittsfield: Located 10 miles from Canaan, Pittsfield is a dynamic city that draws visitors year-round, with peak times in the summer and fall. Known for its skiing and sports activities, Pittsfield is a haven for thrill-seekers and outdoor lovers alike. With access to ski fields and resorts, winter sports enthusiasts will find plenty to enjoy. The city also boasts beautiful lakes and mountains, providing a picturesque backdrop for various activities. Families can take advantage of the local waterpark during warmer months, making Pittsfield a versatile destination for both adventure and family fun.

Things to do near Canaan

Canaan, New York, offers a perfect blend of outdoor adventure and romantic getaways. Visitors can enjoy skiing at local resorts, explore scenic mountain trails, and unwind with wellness classes. For a memorable stay, indulge in the vibrant nightlife and tee off at a nearby golf club. Whether you're seeking thrills or relaxation, Canaan provides a captivating escape for every traveler.

Shopping

In Canaan, you can explore Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery, all just 7 miles away for unique gifts and souvenirs. If you're up for a drive, consider checking out larger malls in nearby towns for a wider selection.

Recreation

Tanglewood Music Center offers an enchanting musical experience 8 miles from Canaan, perfect for immersing yourself in the arts. For relaxation, visit Kennedy Park, 9 miles away, where you can unwind in nature. Enjoy a round of golf at Wyndhurst Golf & Club, located 10 miles from Canaan.

Adventure

Experience the thrill of winter sports at Jiminy Peak Mountain Resort, located 13 miles from Canaan, where you can ski and enjoy a vibrant sports atmosphere. Alternatively, hike the scenic Housatonic River Walk, 15 miles away, for breathtaking outdoor views and adventure, or hit the slopes at Bousquet Ski Area, 9 miles distant.

Nightlife

Experience the vibrant nightlife in Canaan by visiting the Shakespeare and Company theater, just 9 miles away, for a romantic and cultural performance. Alternatively, catch a show at the Colonial Theater or the Mac-Haydn Theatre, both offering a delightful mix of entertainment for the whole family.

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

Booking tips and Expedia advantages for Canaan

To save money on your trip to Canaan, plan your visit during the off-peak months of March and December to January for lower accommodation rates. Wednesdays are the most affordable days to book your stay, while Saturdays tend to be pricier. Use Expedia's search tool to find budget-friendly hotels and consider bundling your flight, hotel, and activities for extra savings. Joining the One Key membership can provide exclusive discounts and cash for future bookings. Don't forget to explore free local activities and take advantage of breakfast offers to stretch your budget further.

  • 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 Wednesday. The most expensive day to stay in Canaan is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, ensuring you find the most affordable hotels first. Additionally, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Canaan with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Canaan

Canaan, New York, is a delightful destination perfect for outdoor enthusiasts and romantic getaways. Visitors can explore a variety of attractions, including historic houses, nature preserves, and local libraries. Whether you're seeking cultural experiences, family-friendly activities, or adventure, Canaan offers a charming mix of points of interest that will enrich your vacation and create lasting memories.

  • National Shrine of the Divine Mercy: Located 11 miles from Canaan, this serene shrine offers a peaceful retreat for reflection and prayer, surrounded by beautiful gardens and stunning architecture that evokes deep cultural and spiritual vibes.
  • Hancock Shaker Village: Just 5 miles away, this historic village provides an immersive experience into the Shaker community's way of life with beautifully preserved buildings, engaging exhibits, and demonstrations that showcase their craftsmanship and unique culture.
  • Norman Rockwell Museum: Situated 10 miles from Canaan, this art museum celebrates the iconic American artist Norman Rockwell, featuring a vast collection of his original works and offering insights into his life and artistry, making it a must-visit for art lovers.

Best time to go to Canaan

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

To reach Canaan, New York, you can fly into three major airports. Hartford, CT (BDL-Bradley Intl.) is 51 miles away, with nearby hotel options like the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and Marriott Hartford Downtown, 12 miles away. Albany, NY (ALB-Albany Intl.) is 30 miles away, offering hotels such as Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 8 miles from the airport. Lastly, Pittsfield, MA (PSF-Pittsfield Municipal) is only 8 miles from Canaan, with hotels like The Central Downtown Inn & Suites, just 2 miles from the airport, making it a convenient choice for travelers.

Frequently asked questions

When is the best time to go to Canaan?
The most popular time to visit Canaan is during the summer months of June through August. This period offers warm temperatures, typically ranging from the mid-70s to low 80s Fahrenheit, superb for enjoying the region's beautiful landscapes and outdoor activities. Whether you're hiking the scenic trails or exploring local wineries, the welcoming weather enhances your experience.

As you consider your travel plans, keep in mind that this peak season sees a flurry of tourist activity. The vibrant atmosphere is invigorating, with various festivals and events taking place throughout the summer. This is an ideal time for those who appreciate attentive service, as many establishments are well-prepared to cater to visitors looking for quality experiences.

For travelers who prefer a quieter environment, September can be an excellent choice. This month often brings comfortable weather with fewer crowds, making it easier to explore attractions at your leisure. Additionally, many accommodations offer lower rates during this shoulder season, allowing you to enjoy Canaan's charms while still seeking good value.
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?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Canaan hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $70 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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