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Canaan hotels from HK$596

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Our top choices for Canaan hotels

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
Experience tranquility at this peaceful B&B in Lee, where deep-tissue massages and aromatherapy await. Just a 10-minute drive from Tanglewood Music Centre, guests enjoy access to a hot tub, terrace, and snack bar while exploring nearby Berkshire attractions.

"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
Charming Cornell Inn offers a peaceful garden retreat within walking distance to Lenox attractions. Enjoy complimentary gourmet breakfast and unwind with a drink at the bar before retiring to comfortable rooms. Free WiFi and parking enhance your Berkshires getaway.

"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is HK$1,301
HK$1,497 total
includes taxes & fees
17 Dec - 18 Dec
The Cornell Inn, Lenox & The Berkshires

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
Set amid East Chatham's natural beauty, this charming B&B welcomes guests with daily buffet breakfast and complimentary WiFi. Explore nearby Queechy Lake and Hand Hollow State Forest, with Albany Airport just 44 minutes away.

"Great stay, comfortable place"
United States
barry
The price is HK$1,004
HK$1,125 total
includes taxes & fees
22 Dec - 23 Dec
Inn at Silver Maple Farm

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.

"Staff was very friendly and helpful."
United States
Pamela
The price is HK$615
HK$687 total
includes taxes & fees
11 Jan - 12 Jan 2026
Howard Johnson by Wyndham Lenox

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (816)
This Lenox lodge combines comfort with convenience, just a short drive from Tanglewood Music Centre. The Club Room serves delicious American cuisine, while a welcoming bar and outdoor terrace enhance your stay. Kennedy Park and Pleasant Valley Wilderness Sanctuary await nearby.

"Easiest check in and out. Great food in dining room. "
United States
William
The price is HK$854
HK$953 total
includes taxes & fees
17 Dec - 18 Dec
Berkshires Untold

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
Located in Lee, this inviting B&B offers kayaking adventures and a terrace with lakefront views. Wake up to a full breakfast each morning before exploring nearby attractions like The Mount and Wyndhurst Golf & Club. Helpful staff ensure a memorable stay.

"A charming inn in the center of the Berkshires."
United States
Danny
The price is HK$1,360
HK$1,596 total
includes taxes & fees
19 Dec - 20 Dec
Lakehouse Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
Experience comfort in Great Barrington at this welcoming hotel with clean rooms and attentive service. Visit nearby Lake Mansfield Park or explore the Housatonic River after enjoying the indoor pool, fitness centre, and complimentary WiFi.

"Great hospitality "
United States
regina maria
The price is HK$833
HK$930 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (805)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
Tucked in West Stockbridge, this charming B&B offers complimentary morning meals and convenient self parking. Outdoor enthusiasts can explore nearby hiking trails, kayaking spots, and mountain biking routes. Ebenezer II Gifts and Hotchkiss Mobile Studio await just minutes away.

"Nice place, easy check in"
United States
Robert
The price is HK$840
HK$922 total
includes taxes & fees
18 Dec - 19 Dec
Shaker Mill Inn

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
Surrounded by natural beauty, this Lenox hotel offers easy access to Tanglewood Music Centre. Explore nearby hiking and biking trails, then unwind on the terrace or garden. Free WiFi and parking enhance your Berkshires adventure.

"Rooms are clean, large, good shower, good bed"
United States
BORIS
The price is HK$1,090
HK$1,217 total
includes taxes & fees
23 Dec - 24 Dec
The Whitlock

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
Discover this charming motel in Lee with free WiFi and parking. The helpful staff ensures a welcoming stay while the seasonal outdoor pool provides refreshment. Nearby attractions include Lee Library and Tanglewood Music Centre, with hiking trails waiting for exploration.

"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is HK$700
HK$782 total
includes taxes & fees
24 Dec - 25 Dec
Sunset Inn

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (590)
Set in Lenox with easy access to local attractions, this hotel offers an indoor pool and fitness centre. Grab a bite at the café or unwind at the bar after exploring Kennedy Park. Rooms include refrigerators and microwaves for added convenience.

"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is HK$1,051
HK$1,174 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard by Marriott Lenox Berkshires

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.

"Clean room and staff was super friendly"
United States
Yuen
The price is HK$1,160
HK$1,295 total
includes taxes & fees
15 Jan - 16 Jan 2026
Hotel On North

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
Relax in this Lenox retreat featuring poolside drinks and a garden oasis. Just minutes from Shakespeare and Company, this B&B offers free breakfast, WiFi and parking. Guests consistently praise the attentive staff for an exceptional stay.

"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn

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
9.0 out of 10, Wonderful, (804)
Nestled in the Berkshires, this family-friendly resort features 2 outdoor and 2 indoor swimming pools. Enjoy refreshments at the pool bar or coffee shop while staying near cultural attractions like Tanglewood Music Centre and Berkshire Theatre Festival.

"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is HK$798
HK$1,044 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is HK$1,156
HK$1,640 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn

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, (1000)
Enjoy panoramic lake vistas at this peaceful Lenox hotel, just 10 minutes from Tanglewood Music Centre. After working out in the 24-hour fitness centre, savour Indian cuisine at Mint restaurant while watching spectacular sunsets over the water.

"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
The price is HK$781
HK$872 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
Embrace the natural charm at this New Ashford motel offering a refreshing seasonal outdoor pool. Free WiFi and parking make exploration easy, with Jiminy Peak Mountain Resort and Brodie Mountain just a short drive away. Enjoy the garden and terrace areas.

"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is HK$949
HK$1,041 total
includes taxes & fees
17 Dec - 18 Dec
The Springs Motel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2174)
"Awesome for ski"
United States
Lazar
The price is HK$809
HK$989 total
includes taxes & fees
14 Jan - 15 Jan 2026
Vacation Village in the Berkshires

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
This charming bed and breakfast in Lenox offers a complimentary full breakfast daily. Enjoy free WiFi and parking while staying minutes from Lenox Library and The Bookshop. Pittsfield Municipal Airport is just an 11-minute drive away.

"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is HK$3,067
HK$3,425 total
includes taxes & fees
11 Jan - 12 Jan 2026
33 Main
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.

Yum
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 Adventures: Canaan offers a variety of activities, including hiking and winter sports, set against stunning landscapes.
  • Charming Canaan Village: Explore the picturesque village known for its historic buildings and beautiful scenery.
  • Cultural Experiences: Enjoy local theatre performances and music concerts that enrich the cultural atmosphere.
  • Family-Friendly Activities: Discover historic houses, nature reserves, and a local library, perfect for family outings.
  • Unique Accommodations: Stay in charming bed and breakfasts or distinctive agritourism properties for a memorable experience.

Find great hotels near Canaan

In Canaan, New York, visitors can enjoy a delightful selection of accommodations, including charming bed and breakfasts and unique agritourism properties. Ideal for adventure seekers and families alike, many hotels offer pet-friendly options and memorable experiences. From picturesque barn stays to cosy carriage houses, Canaan’s lodging options cater to diverse preferences, ensuring a relaxing and enjoyable vacation in this beautiful countryside setting.

  • The Yankee, Trademark Collection by Wyndham: This hotel offers a sophisticated atmosphere tailored for business travellers seeking both comfort and convenience. Located 14.5km from Canaan, The Yankee features well-appointed rooms designed for productivity and relaxation. Guests can enjoy modern amenities such as complimentary Wi-Fi, a business centre, and meeting facilities, ensuring a seamless stay for work-related needs. With its professional environment and attentive service, this property is ideal for those balancing business and leisure during their visit.
  • Berkshire Mountain Lodge: A haven for adventure seekers, Berkshire Mountain Lodge is a 3-star rated lodge situated 14.5km from Canaan. This property is perfect for travellers eager to explore outdoor activities, boasting a range of adventure sports onsite and nearby, including biking, kayaking, snow tubing, skiing, and ziplining. The lodge is well-equipped to cater to both thrill-seekers and business travellers, offering a unique blend of recreation and comfort for an exhilarating vacation experience.
  • Best Western Plus Berkshire Hills Inn & Suites: Located 11.3km from Canaan, this family-friendly hotel welcomes guests with a warm and pet-friendly atmosphere. Best Western Plus Berkshire Hills Inn & Suites offers a variety of amenities designed for families, including games for children, cribs (for a fee), and first aid kits. The property also accommodates pets, featuring dog exercise areas and a clear pet policy. Ideal for families and business travellers alike, this hotel combines comfort with thoughtful services to create an enjoyable stay.

Where to stay near Canaan

Canaan, New York, offers a delightful blend of outdoor adventures and romantic scenery, making it an ideal destination for various travellers. Explore the charming Canaan Village, renowned for its picturesque landscapes and historic ambiance. Don't miss the iconic black facade buildings that add character to the area. With its close proximity to Massachusetts, Canaan provides a unique atmosphere for family-friendly outings, budget-friendly experiences, and trendy spots to unwind and enjoy the local culture.

  • Lenox: Situated a mere 14.5km from Canaan, Lenox is a charming city that attracts visitors with its vibrant entertainment scene. Known for its romantic and family-friendly atmosphere, Lenox sees a moderate influx of tourists, particularly from June to August. Here, you'll discover a variety of activities, including music concerts and theatre performances, while the nearby ski fields cater to winter sports enthusiasts. Nature lovers will appreciate the scenic beauty of local lakes and mountains, as well as the serene places of worship that dot the area, making it an ideal destination for relaxation and recreation.
  • Austerlitz: Located 9.7km from Canaan, Austerlitz is a delightful city that invites outdoor adventurers and families alike. With visitor numbers peaking in the warmer months, especially from June to July, Austerlitz is perfect for those seeking outdoor experiences. The area is well-known for its skiing opportunities and theatre performances, ensuring entertainment year-round. The stunning local landmarks, including picturesque lakes, majestic mountains, and historic buildings, provide a rich tapestry of experiences for those eager to explore the beauty of the Hudson Valley.
  • Stockbridge: Just 17.7km away from Canaan, Stockbridge is renowned for its cultural richness and romantic charm. This city enjoys a steady flow of visitors, with peak seasons occurring from July to September. Stockbridge offers a plethora of cultural experiences, including music concerts and theatre shows, alongside its ski fields for winter sports aficionados. The area's captivating landscapes feature serene lakes, notable monuments, and places of worship, making it a must-visit for those wanting to delve into the cultural tapestry of the region.

Things to do near Canaan

Canaan offers a delightful blend of outdoor activities and romantic scenery, making it an ideal destination for a memorable getaway. Visitors can enjoy aerial adventures and plentiful hiking opportunities while also indulging in local theatre and music concerts. For those who appreciate winter sports, the ski field provides exhilarating experiences amidst stunning landscapes. Embrace the charm of Canaan as you explore its captivating offerings.

Shopping

Canaan offers charming shopping experiences at Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery, all located 11.3km away. If you're up for a drive, consider visiting nearby towns for additional local shops and unique finds.

Recreation

Tanglewood Music Center, an 12.9km drive from Canaan, offers a vibrant atmosphere filled with captivating music performances. For a tranquil experience, visit Fairfield Brook WMA or Shatford Memorial Park, both 9.7km away, where you can unwind in nature and enjoy peaceful surroundings.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 20.9km from Canaan, where you can enjoy vibrant ski and sports vibes. For a scenic adventure, hike the Housatonic River Walk, 24.1km away, surrounded by stunning landscapes. Alternatively, embrace exciting activities at the Berkshire Retreat Center, 19.3km from Canaan.

Nightlife

In Canaan, the vibrant nightlife includes Shakespeare and Company, a charming theatre 14.5km away, perfect for romantic outings. Nearby, The Mac-Haydn Theatre offers a similar cultural experience. For thrill-seekers, the Mountain Coaster, located 20.9km from Canaan, promises exhilarating fun under the stars.

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

Booking tips and Expedia advantages for Canaan

For a budget-friendly vacation in Canaan, New York, consider visiting during the cheaper months of March or December to January, when accommodation prices are lower. Mondays are the most economical days to book, while Saturdays tend to be pricier. Utilise Expedia’s search tool to filter by budget and location, and look for package deals that combine flights and hotels for additional savings. Don’t forget to explore free local attractions to enhance your experience without spending much.

  • 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. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Canaan hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Canaan

Canaan is an idyllic destination for outdoor enthusiasts and romantics alike, offering scenic beauty and a rich cultural experience. Visitors can explore historic houses, nature reserves, and the local library, making it perfect for families seeking memorable adventures. With its charming attractions, Canaan invites travellers to immerse themselves in its picturesque surroundings and enjoy a variety of engaging activities.

  • Hancock Shaker Village: Immerse yourself in the unique culture of the Shakers at this historic village. Explore beautifully preserved buildings and learn about their innovative lifestyle and sustainable practices, all set against a picturesque backdrop.
  • Norman Rockwell Museum: Discover the heartwarming art of Norman Rockwell at this dedicated museum. Featuring an extensive collection of his iconic illustrations, the museum offers a glimpse into American life through the lens of one of its most beloved artists.
  • Berkshire Botanical Garden: Stroll through this enchanting botanical garden, perfect for families and couples alike. With diverse plant collections and stunning landscapes, it provides a serene outdoor experience for nature lovers and romantics.

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 have several airport options. ALBany International Airport (ALB) is located 48.3km away, with nearby hotels like the 4-star Park Manor Hotel, The Landing Hotel at Rivers Casino & Resort, and DoubleTree by Hilton Schenectady Downtown, all about 12.9km from the airport. For a closer option, Hudson's Columbia County Airport (HCC) is 25.7km away, with excellent hotels such as The Wick, Hudson, and The Nest Hudson, both just 8.0km from the airport. Lastly, Bradley International Airport (BDL) in Hartford, CT, is 82.1km distant, offering hotel choices like DoubleTree by Hilton Hartford and Marriott Hartford Downtown, conveniently located within 19.3km.

Frequently asked questions

What's the best place to stay in Canaan?
Vacation Village in the Berkshires, located 13.3 mi (21.4 km) from the heart of Canaan, is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Holiday Inn & Suites Pittsfield-Berkshires by IHG and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Canaan.
What are some of the best holiday rentals that Canaan has to offer?
Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Canaan is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Canaan.
If I need to cancel my hotel reservation in Canaan, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Canaan.
What are some accommodation options with pools in Canaan?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Berkshire Mountain Lodge are a couple of other choices that feature an on-site pool. View all hotels with pools in Canaan.
What is staying in Canaan like?
Visitors can enjoy all that Canaan has to offer, including the restaurants, coffee shops and shopping. Tourists can also enjoy the city's local tours and museums. In Canaan, there are 19 hotels and other accommodation options to choose from. Find out more about Canaan.
What should I see while I'm in Canaan?
Favourite places to visit include Queechy Lake, Hollow FIelds Reserve and Hand Hollow State Forest. Additionally, you might want to add Bates Memorial State Park to your itinerary. Take a look at what more there is to see and do in Expedia's Canaan guide.
What's the seasonal weather in Canaan?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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