Photo by Robin/Loving Life
Hotels in Canaan
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Check prices for these dates
Tonight
Aug 31 - Sep 1Tomorrow
Sep 1 - Sep 2This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Top 5 hotels in Canaan at a glance
- Inn at Silver Maple Farm — 3-star hotel in East Chatham. Guest rating: 9.8/10 — Exceptional.
- Best Western Plus Berkshire Hills Inn & Suites — 2.5-star hotel in Pittsfield. Guest rating: 8.4/10 — Very Good.
- The Yankee Inn — 2.5-star hotel in Lenox. Guest rating: 9.2/10 — Wonderful.
- Berkshire Travel Lodge — 2.5-star hotel in Austerlitz. Guest rating: 5.4/10.
- Berkshire Mountain Lodge — 3-star hotel in Pittsfield. Guest rating: 9.0/10 — Wonderful.
Where to stay in Canaan?




Inn at Silver Maple Farm
Inn at Silver Maple FarmEast Chatham
$139
$156 total
includes taxes & fees
Sep 1 - Sep 2




Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
$115
$128 total
includes taxes & fees
Sep 20 - Sep 21




Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
$75
$84 total
includes taxes & fees
Sep 1 - Sep 2




Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
$88
$120 total
includes taxes & fees
Oct 1 - Oct 2




Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
$118
$132 total
includes taxes & fees
Sep 8 - Sep 9




Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$168
$184 total
includes taxes & fees
Sep 8 - Sep 9




Chatham Travel Lodge
Chatham Travel LodgeOld Chatham
$112
$125 total
includes taxes & fees
Sep 8 - Sep 9




Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
$79
$88 total
includes taxes & fees
Sep 1 - Sep 2




Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
$123
$138 total
includes taxes & fees
Sep 13 - Sep 14




Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
$80
$88 total
includes taxes & fees
Sep 1 - Sep 2




Berkshires Untold
Berkshires UntoldLenox
$145
$162 total
includes taxes & fees
Sep 28 - Sep 29




Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
$148
$165 total
includes taxes & fees
Sep 13 - Sep 14




Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
$110
$122 total
includes taxes & fees
Sep 20 - Sep 21




The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
$128
$142 total
includes taxes & fees
Sep 21 - Sep 22




Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
$118
$132 total
includes taxes & fees
Sep 7 - Sep 8




Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
$115
$128 total
includes taxes & fees
Sep 7 - Sep 8




The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
$99
$111 total
includes taxes & fees
Sep 1 - Sep 2




The Red Lion Inn
The Red Lion InnStockbridge
$161
$230 total
includes taxes & fees
Sep 29 - Sep 30
Go beyond your typical stay in Canaan
Pet friendly
Family friendly
Cottage
Top landmarks in Canaan
Queechy Lake
Queechy Lake is 1.7 mi (2.7 km) from central Canaan, why not stop by during your stay.
Learn more about Canaan
Canaan is well-known for its attractions such as Queechy Lake and Hollow FIelds Reserve.
See all hotels in Canaan
Photo by Robin/Loving Life
Check out reviews of Canaan hotels guests love
Berkshire Mountain Lodge
8/10 Good
"Best buy in the area during the high season. Spacious room and great location. Only negative is that property is a bit dated but recent renovations have been made."
Hotel On North
8/10 Good
"Nice room! Comfortable bed. Super friendly staff."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"
Pocketbook Hotel and Bath
8/10 Good
"Gorgeous stay - need to work out some kinks. Had to ask for a steamer 3 times to never get one. 3 times for extra pillows. The valet parking situation is a bit off. Hotel staff talking loudly with non guests how they wouldn’t spend the money to stay here. Our room had a window that was directly in the way of morning light with a window that had NO shade - brought this up and nothing was done nor apologized. The rooms are LOUD - yes the property is old and they make note but when you have old and steel tubs you need to add rugs in the room minimum. The aesthetic is beautiful and the design firm did great but if you want to charge these prices that I’m sure will climb you need to fix these small details. The restaurant was the star out our trip absolutely incredible food and lovely staff. Overall a good stay but again - some changes need to be made as you know the crowd you are attracting."
Quality Inn Lee - Lenox South
8/10 Good
"Very nice and clean motel...better than I thought it would be, so we felt a lot better about staying there. We were a bit disappointed about the breakfast portion of the day so went out for brunch instead. The breakfast sandwiches weren't that great and not many tables to sit at. But overall, the rooms and bathrooms were very clean and modern."
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"Great for families"
Jiminy Peak Mountain Resort
10/10 Excellent
"Nice to have a kitchenette to cook in"
Berkshires Untold
10/10 Excellent
"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."
Quality Inn Great Barrington
10/10 Excellent
"Location"








