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Hotels in Canaan
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Where to stay in Canaan?

Inn at Silver Maple Farm
Inn at Silver Maple FarmEast Chatham
9.8 out of 10, Exceptional, (100 reviews)
cleanliness Walk to Queechy Lake from this welcoming B&B with complimentary breakfast.
The price is $129
$144 total
includes taxes & fees
Feb 4 - Feb 5

Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
5.4 out of 10, (463 reviews)
The price is $75
$84 total
includes taxes & fees
Feb 4 - Feb 5

Inn at Kenmore Hall
Inn at Kenmore HallRichmond
10.0 out of 10, Exceptional, (27 reviews)
The price is $575
$631 total
includes taxes & fees
Feb 4 - Feb 5

Chatham Travel Lodge
Chatham Travel LodgeOld Chatham
7.8 out of 10, Good, (216 reviews)
cleanliness Cozy family motel in Old Chatham, close to theaters and historical sites.
The price is $100
$112 total
includes taxes & fees
Feb 4 - Feb 5

Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
cleanliness Escape to the scenic Berkshires with free breakfast and outdoor activities nearby.
The price is $109
$120 total
includes taxes & fees
Feb 5 - Feb 6

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,002 reviews)
cleanliness Charming Berkshires motel near Tanglewood with free WiFi and convenient parking.
The price is $65
$71 total
includes taxes & fees
Feb 4 - Feb 5

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,001 reviews)
cleanliness Relaxing Berkshire retreat near Tanglewood with free breakfast and mountain recreation.
The price is $93
$104 total
includes taxes & fees
Feb 6 - Feb 7

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
9.0 out of 10, Wonderful, (1,000 reviews)
cleanliness Charming B&B retreat in Lenox with garden views and complimentary breakfast.
The price is $133
$154 total
includes taxes & fees
Feb 4 - Feb 5

The Whitlock
The WhitlockLenox
8.6 out of 10, Excellent, (286 reviews)
cleanliness Boutique retreat in Lenox with easy access to Tanglewood Music Center.
The price is $129
$144 total
includes taxes & fees
Feb 9 - Feb 10

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (830 reviews)
cleanliness Experience Lenox from a central motel with a pool and friendly staff at your service.
The price is $69
$77 total
includes taxes & fees
Feb 4 - Feb 5

Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (850 reviews)
cleanliness Enjoy luxury and culture in the Berkshires with nearby Tanglewood Music Center access.
The price is $90
$101 total
includes taxes & fees
Feb 4 - Feb 5

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ DeckStephentown
The price is $196
$554 total
includes taxes & fees
Feb 4 - Feb 5

Hampton Terrace Inn
Hampton Terrace InnLenox
9.0 out of 10, Wonderful, (43 reviews)
cleanliness Enchanting Berkshires inn with a seasonal outdoor pool and tennis courts period.
The price is $219
$245 total
includes taxes & fees
Feb 5 - Feb 6

Element Lenox Berkshires
Element Lenox BerkshiresLenox
9.8 out of 10, Exceptional, (18 reviews)
cleanliness Unwind in the Berkshires with a cozy indoor pool near Tanglewood Music Center.
The price is $139
$155 total
includes taxes & fees
Feb 22 - Feb 23

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by WyndhamLenox
9.2 out of 10, Wonderful, (1,004 reviews)
cleanliness Unwind in Lenox with mountain vistas, seasonal pools, and easy Berkshire access.
The price is $93
$103 total
includes taxes & fees
Feb 10 - Feb 11

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
9.2 out of 10, Wonderful, (598 reviews)
cleanliness Convenient Lenox escape with indoor pool just minutes from Tanglewood Music Center.
The price is $130
$145 total
includes taxes & fees
Mar 1 - Mar 2

Brook Farm Inn
Brook Farm InnLenox
9.4 out of 10, Exceptional, (164 reviews)
cleanliness Countryside retreat with a refreshing pool near Tanglewood Music Center.
The price is $204
$236 total
includes taxes & fees
Feb 4 - Feb 5

Berkshire Inn
Berkshire InnPittsfield
7.8 out of 10, Good, (842 reviews)
cleanliness Peaceful Berkshire Inn near cultural attractions and outdoor adventures awaits.
The price is $86
$96 total
includes taxes & fees
Feb 8 - Feb 9

Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (826 reviews)
The price is $101
$136 total
includes taxes & fees
Mar 4 - Mar 5
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.
Go beyond your typical stay in Canaan
Top landmarks in Canaan
Learn more about Canaan
Canaan is well-known for its attractions such as Queechy Lake and Hollow FIelds Reserve.

Photo by Robin/Loving Life
Open Photo by Robin/Loving Life
Check out reviews of Canaan hotels guests love

The Yankee, Trademark Collection by Wyndham
10/10 Excellent





































































