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Our top choices for Canaan hotels

1. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is CA $146
CA $163 total
includes taxes & fees
Jun 4 - Jun 5
The Yankee Inn

2. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (861 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
The price is CA $107
CA $119 total
includes taxes & fees
Jun 10 - Jun 11
Monument Mountain Motel

3. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
The price is CA $154
CA $172 total
includes taxes & fees
Jun 4 - Jun 5
Berkshire Lake Lodge

4. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is CA $130
CA $145 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn Great Barrington

5. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (458 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $190
CA $208 total
includes taxes & fees
Jun 4 - Jun 5
Shaker Mill Inn

6. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $122
CA $136 total
includes taxes & fees
Jun 4 - Jun 5
The Little Lion

7. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
The price is CA $159
CA $178 total
includes taxes & fees
Jun 4 - Jun 5
Best Western Plus Berkshire Hills Inn & Suites

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (862 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is CA $109
CA $122 total
includes taxes & fees
Jun 4 - Jun 5
Howard Johnson by Wyndham Lenox

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (820 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 CA $94
CA $105 total
includes taxes & fees
Jun 10 - Jun 11
FairBridge Inn Express

10. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (468 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is CA $91
CA $102 total
includes taxes & fees
Jun 4 - Jun 5
Berkshire Travel Lodge

11. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (51 reviews)
"My favorite place to stay! Always comfortable and breakfast was great."
United States
Allison
The price is CA $251
CA $280 total
includes taxes & fees
Jun 4 - Jun 5
Wilder House Berkshires

12. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (969 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
The price is CA $173
CA $193 total
includes taxes & fees
Jun 7 - Jun 8
Berkshires Untold

13. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is CA $95
CA $104 total
includes taxes & fees
Jun 4 - Jun 5
Pleasant Valley Motel West Stockbridge

14. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (859 reviews)
"Great stay "
United States
Brian
The price is CA $113
CA $126 total
includes taxes & fees
Jun 4 - Jun 5
Berkshire Inn

15. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (582 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is CA $108
CA $120 total
includes taxes & fees
Jun 22 - Jun 23
Travelodge by Wyndham Great Barrington Berkshires

16. Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is CA $183
CA $204 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

17. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is CA $165
CA $184 total
includes taxes & fees
Jun 4 - Jun 5
Quality Inn Lee - Lenox South

18. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is CA $203
CA $289 total
includes taxes & fees
Jun 16 - Jun 17
The Red Lion Inn

19. The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (32 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is CA $229
CA $256 total
includes taxes & fees
Jun 16 - Jun 17
The Revival House

20. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (3 reviews)
"After a little snafu with check-in (we had completed the form in advance and never received the room number text), we were able to get checked in with the virtual front desk. The inn was clean and well appointed and centrally located. The common areas felt inviting and useful for both the adults and kids. We would stay again."
United States
Samantha
The price is CA $148
CA $165 total
includes taxes & fees
Jun 7 - Jun 8
Hideaway Inn Lenox
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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

Hotels in Canaan with star rating

Find out more about Canaan

Top reasons to visit Canaan

  • Outdoor Adventures: Canaan is perfect for skiing, swimming, and golfing, catering to outdoor enthusiasts of all kinds.
  • Romantic Getaways: The area's charm and serene surroundings make it an ideal spot for couples seeking a romantic escape.
  • Canaan Valley: The beautiful Canaan Valley is a highlight, offering stunning landscapes and recreational opportunities.
  • Historical Exploration: Discover the local culture through historic houses, nature reserves, and libraries.
  • Diverse Accommodation: Enjoy a range of accommodation options, from cozy B&Bs to affordable hotels, suitable for every traveller.

Find great hotels near Canaan

Experience the charm of Canaan, New York, with a variety of accommodation options tailored for every traveller. From cozy bed & breakfasts to welcoming agritourism properties, you'll find a range of affordable hotels and motels perfect for family vacations or adventurous getaways. Whether you're searching for pet-friendly stays or the best cheap hotels, Canaan offers a delightful retreat for all visitors looking to explore the beauty of the area.

  • The Yankee, Trademark Collection by Wyndham: Located 14.5km from Canaan, The Yankee, Trademark Collection by Wyndham is the perfect choice for business travellers seeking a professional atmosphere. This hotel features a range of amenities designed specifically for corporate guests, including a 24-hour business centre, multiple meeting rooms, and versatile conference spaces. With its modern decor and attentive service, The Yankee ensures a productive stay while providing a comfortable retreat after a busy day.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Situated 16.1km from Canaan, this 3-star hotel caters to both business and family travellers. The Holiday Inn & Suites Pittsfield-Berkshires offers an array of amenities to accommodate all ages, including free cribs and window guards for children. Business amenities such as an accessible 24-hour business centre, meeting rooms, and a conference centre are also available. Guests appreciate the welcoming atmosphere and family-friendly features, making it an excellent choice for those travelling with kids.
  • Best Western Plus Berkshire Hills Inn & Suites: Only 11.3km from Canaan, the Best Western Plus Berkshire Hills Inn & Suites is ideal for families, business travellers, and pet owners alike. This hotel offers a variety of features, including a 24-hour business centre, meeting rooms, and conference space, along with children's amenities such as games and first aid kits. Pets are warmly welcomed, with designated areas for dogs and a pet-friendly policy. With its diverse offerings, this hotel ensures a comfortable stay for all guests.

Where to stay near Canaan

Canaan, New York, offers a charming blend of outdoor adventures and romantic getaways, making it an ideal destination for Canadian travellers. Explore nearby serene spots, enjoy family-friendly activities, and discover picturesque beaches. With a variety of recreational opportunities and historical neighbourhoods, Canaan provides the perfect atmosphere for both budget-conscious and trendy visitors. Whether you seek a peaceful retreat or an adventurous escape, Canaan and its surroundings promise a memorable vacation experience.

  • Lenox: Nestled 14.5km away from Canaan, Lenox is a charming city renowned for its entertainment and romantic atmosphere. Visitors flock here primarily during the summer months from June to August, taking advantage of the vibrant concert scene and cultural offerings. The city boasts picturesque landscapes with nearby lakes and mountains, making it ideal for both family outings and couples seeking a memorable getaway. Key highlights include the local theaters and music venues, as well as opportunities for skiing in the winter. Whether you're enjoying a summer evening concert or a cozy winter retreat, Lenox promises a delightful experience.
  • East Chatham: A mere 6.4km from Canaan, East Chatham is an outdoor enthusiast's dream. This city sees a steady influx of visitors, particularly from June to July and September, who come for its adventurous spirit and romantic settings. Surrounded by stunning natural beauty, East Chatham offers access to lakes, mountains, and even a national state park for hiking and exploration. The local theatre and music events add a cultural touch to the outdoor activities, while skiing options make it a year-round destination. For those looking to immerse themselves in nature, East Chatham is a must-visit.
  • Pittsfield: Located 16.1km from Canaan, Pittsfield is a bustling city that draws visitors year-round, with peak seasons from June to August and a slight dip in visitor numbers during the fall and winter months. Known for its skiing facilities, Pittsfield is a hotspot for adventure and sports enthusiasts. The city features excellent ski resorts and fields that cater to all skill levels. Additionally, the nearby lakes and a waterpark make it a fun destination for families as well. With a lively atmosphere and plenty of outdoor activities, Pittsfield offers an exciting vacation experience.

Things to do near Canaan

Canaan, New York, is an ideal destination for outdoor enthusiasts and couples seeking adventure and romance. Visitors can enjoy skiing at local resorts, explore popular attractions, and indulge in entertainment options. The area also offers opportunities for swimming and golfing, making it a well-rounded vacation spot. Whether you're hitting the slopes or relaxing by the water, Canaan has something for everyone.

Shopping

In Canaan, you can explore 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, check out nearby shopping options for more unique finds and souvenirs.

Recreation

Tanglewood Music Center offers an immersive experience with live concerts in an enchanting setting, just 12.9km from Canaan. Kennedy Park, located 14.5km away, provides a tranquil environment for relaxation and rejuvenation. For outdoor enthusiasts, Wyndhurst Golf & Club, 16.1km from Canaan, features scenic golf amidst nature.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 20.9km from Canaan, where snowy slopes await. For a scenic hike, explore the Housatonic River Walk, 24.1km away, offering breathtaking views. Alternatively, hit the slopes at Bousquet Ski Area, a skiField 14.5km from Canaan.

Nightlife

Experience the vibrant nightlife near Canaan by catching a show at Shakespeare and Company or The Mac-Haydn Theatre, both offering a blend of culture and romance. For more entertainment, the Colonial Theater is also a great choice, ensuring a delightful evening for families and couples alike.

*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 cheaper months of March or December to January, avoiding the pricier summer and autumn seasons. Book your stay for a Wednesday, as it’s the least expensive day. Use Expedia to compare hotel options, focusing on eco-certified establishments for sustainable choices. Consider bundling your hotel, flights, and activities for additional savings. For the best deals, filter searches by price and look for discount hotels on sites like momondo.

  • 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: Utilize Expedia’s search tool to refine your options based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the most affordable rates and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Canada with your flights and activities through an Expedia package.

Find the best attractions near Canaan

Canaan, New York, is perfect for outdoor, romantic, and adventure vacations, offering a mix of historic houses, nature reserves, and libraries to explore. Visitors can immerse themselves in local culture while enjoying family-friendly experiences. A highlight is the beautiful Canaan Valley, which adds to the area's charm. Whether you're seeking adventure or a quiet retreat, Canaan has something for everyone.

  • National Shrine of the Divine Mercy: Located 17.7km from Canaan, this serene shrine offers a peaceful atmosphere for reflection and prayer. Its beautiful architecture and well-maintained gardens provide a spiritual retreat amidst nature, making it a unique cultural experience.
  • Hancock Shaker Village: Only 8.0km away, this historic village showcases the Shaker way of life through restored buildings and engaging exhibits. Visitors can explore the craftsmanship and communal living that defined this unique American religious sect.
  • Norman Rockwell Museum: Situated 16.1km from Canaan, this art museum houses an extensive collection of Rockwell's iconic artwork. The museum offers insights into American culture and storytelling through art, making it a must-visit for art enthusiasts.

Best time to go to Canaan

The best time to visit Canaan is dependant 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, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is located 82.1km away; nearby hotels include the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the 4-star Marriott Hartford Downtown, 19.3km away. Albany, NY (ALB-Albany Intl.) is 48.3km from Canaan, with excellent hotel choices like the 4-star Park Manor Hotel and the 4-star DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Additionally, Pittsfield, MA (PSF-Pittsfield Municipal) is 12.9km away, offering options such as the 4.5-star Stockbridge Country Inn and the 4-star Central Downtown Inn & Suites, just 3.2km 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 CA $126 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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