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Choose from 1401 Canaan Hotel Deals
Vacation Village in the Berkshires
The Yankee Inn
"Very nice and convenient hotel."
Reviewed on Aug 12, 2026
Berkshire Mountain Lodge
"I did not expect the faciity to be what it was, a resort. It was just awesome and everything was perfect. The only thing was, if I knew a little more about the place, I would have brought some items I wouldn't if I was in a hotel. This place has so much to offer in some catagories."
Reviewed on Aug 12, 2026
FairBridge Inn Express
"Didn't get any amenities there were people dealing drugs on the other side when I drove out very, very noisy. I don't know where the person was from from the desk, but he was unfriendly wasn't pleasant. We were there for about two hours, and we decided to leave."
Reviewed on Aug 12, 2026
Berkshires Untold
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. ..."
Reviewed on Aug 12, 2026
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Comfort Inn & Suites East Greenbush - Albany
"Great stay. Very easy and affordable. No issues."
Reviewed on Aug 10, 2026
The Red Lion Inn
"This is a historic and very dated hotel. Be aware there are numerous buildings and you may not be in a room in the main building. Although the setting of our room was quiet and pleasant, the condition of the building is in need of updating, and frequent outdoor cleaning and sweeping for spider webs. ..."
Reviewed on Aug 12, 2026
Quality Inn Great Barrington
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
Reviewed on Aug 12, 2026
Howard Johnson by Wyndham Lenox
Pocketbook Hotel and Bath
Jiminy Peak Mountain Resort
"Quiet and serene. Great weekend escape!"
Reviewed on Aug 10, 2026
Find cheap hotels in Canaan
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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Canaan.
Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Canaan’s 1,401 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $77. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Canaan hotel deals at the last minute.
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Frequently Asked Questions About Canaan hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Canaan?
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