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30 Aug - 31 Aug
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31 Aug - 1 Sep
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5 Sep - 7 Sep
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Top 10 Canaan hotels and places to stay

Our top choices for Canaan hotels

Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (787)
"My stay was perfect. I can't wait to stay there again. "
The price is ฿2,550
฿2,848 total
includes taxes & fees
8 Sept - 9 Sept
Howard Johnson by Wyndham Lenox
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1009)
"Wonderful place to stay"
The price is ฿3,871
฿4,323 total
includes taxes & fees
1 Sept - 2 Sept
The Yankee, Trademark Collection by Wyndham
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is ฿4,637
฿5,180 total
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn & Suites Berkshires-Lenox
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (744)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (546)
"Excellent location, friendly service, clean, comfortable room."
The price is ฿2,421
฿2,705 total
includes taxes & fees
3 Sept - 4 Sept
Travelodge by Wyndham Great Barrington Berkshires
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (998)
"Very nice staff!!"
The price is ฿2,248
฿2,466 total
includes taxes & fees
3 Sept - 4 Sept
Pleasant Valley Motel West Stockbridge
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (62)
"I was pleasantly surprised to find this gem in the middle of town. Relatively inexpensive for the area. Clean rooms and property. Nice staff. Beautiful pool. Would definitely recommend "
The price is ฿3,681
฿4,038 total
includes taxes & fees
1 Sept - 2 Sept
The Springs Motel
The Little Lion
Pool

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (529)
"Comfy, quiet, and clean "
The price is ฿4,818
฿5,382 total
includes taxes & fees
1 Sept - 2 Sept
The Little Lion
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ฿4,122
฿5,866 total
includes taxes & fees
2 Sept - 3 Sept
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (29)
"Do hotel, very clean we had a great day"
The price is ฿4,577
฿5,113 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (58)
"Great place"
Little Cat Lodge
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (624)
"Convenient location for my trip"
The price is ฿3,525
฿3,937 total
includes taxes & fees
1 Sept - 2 Sept
Wagon Wheel Inn
Gregory House Country Inn
Front of property

Gregory House Country Inn

3.0 star property
8.8 out of 10, Excellent, (59)
"Big rooms, very friendly staff and great pizza!"
The price is ฿3,632
฿4,031 total
includes taxes & fees
10 Sept - 11 Sept
Gregory House Country Inn
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (808)
"good location....easy access to highlight destinations and downtown"
The price is ฿2,780
฿3,106 total
includes taxes & fees
1 Sept - 2 Sept
Berkshire Inn
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ฿3,169
฿3,540 total
includes taxes & fees
1 Sept - 2 Sept
Huttopia Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (969)
"Quiet, clean, accessible. "
The price is ฿5,133
฿5,733 total
includes taxes & fees
9 Sept - 10 Sept
Jiminy Peak Mountain Resort
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"Great location and close enough to walk to shops and restaurants. "
The price is ฿2,996
฿3,346 total
includes taxes & fees
14 Sept - 15 Sept
Quality Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1008)
"Very comfortable and a nice breakfast "
The price is ฿3,546
฿3,960 total
includes taxes & fees
14 Sept - 15 Sept
Quality Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is ฿4,088
฿4,567 total
includes taxes & fees
8 Sept - 9 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (763)
"Quite and good location to around towns"
The price is ฿5,141
฿5,743 total
includes taxes & fees
28 Sept - 29 Sept
Hotel On North
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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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.

See all hotels in Canaan
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Top Canaan Hotel Reviews

More cheap stays in Canaan

More cheap stays in Canaan

Quality Inn

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is ฿2,996 per night from 14 Sept to 15 Sept
฿2,996
฿3,346 total
14 Sept - 15 Sept
includes taxes & fees

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Berkshire Mountain Lodge and Quality Inn. See all available top hotels, or 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. Offers a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Howard Johnson by Wyndham Lenox 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 21 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.