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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 Farm
3.0 star property
East 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
Inn at Silver Maple Farm
Berkshire Travel Lodge
Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
The price is $75
$84 total
includes taxes & fees
Feb 4 - Feb 5
Berkshire Travel Lodge
Inn at Kenmore Hall
Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
The price is $575
$631 total
includes taxes & fees
Feb 4 - Feb 5
Inn at Kenmore Hall
Chatham Travel Lodge
Chatham Travel Lodge
2.5 star property
Old 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
Chatham Travel Lodge
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West 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
Shaker Mill Inn
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West 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
Pleasant Valley Motel West Stockbridge
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)
  • 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
Best Western Plus Berkshire Hills Inn & Suites
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
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 Cornell Inn, Lenox & The Berkshires
The Whitlock
The Whitlock
2.0 star property
Lenox
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
The Whitlock
33 Main
33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
  • cleanliness
    Elegant Lenox B&B near cultural attractions with daily breakfast service.
The price is $410
$458 total
includes taxes & fees
Feb 23 - Feb 24
33 Main
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
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
Howard Johnson by Wyndham Lenox
Berkshires Untold
Berkshires Untold
3.5 star property
Lenox
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
Berkshires Untold
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is $196
$554 total
includes taxes & fees
Feb 4 - Feb 5
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Hampton Terrace Inn
Hampton Terrace Inn
4.0 star property
Lenox
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 4 - Feb 5
Hampton Terrace Inn
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
Lenox
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
Element Lenox Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
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
The Yankee, Trademark Collection by Wyndham
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (599 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
Courtyard by Marriott Lenox Berkshires
Brook Farm Inn
Brook Farm Inn
3.5 star property
Lenox
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
Brook Farm Inn
Berkshire Inn
Berkshire Inn
2.0 star property
Pittsfield
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 Inn
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (826 reviews)
The price is $101
$136 total
includes taxes & fees
Mar 4 - Mar 5
Berkshire Mountain Lodge
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.

Top landmarks in Canaan

Learn more about Canaan

Canaan is well-known for its attractions such as Queechy Lake and Hollow FIelds Reserve.

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Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Check out reviews of Canaan hotels guests love

Frequently asked questions

What accommodations do travelers like in Canaan?
Can I book refundable hotels in Canaan?
If you need the flexibility to change your plans to Canaan, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Canaan if I want a vacation home instead of a traditional hotel?
Browse 9 vacation homes on our site.
What will the weather in Canaan be like during my visit?
July and August are typically the warmest months in Canaan when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and August are the months with the most rain.
Why should I book my Canaan hotel through Hotels.com?
There are lots of reasons to book your Canaan trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.