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Hotels in Canaan
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Inn at Silver Maple Farm
Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
9.8/10
Exceptional
(98)
cleanliness Walk to Queechy Lake from this welcoming B&B with complimentary breakfast.
The price is $129
$129
$144 total
includes taxes & fees
Jan 8 - Jan 9




Berkshire Travel Lodge
Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (461)
5.4/10
(461)
The price is $75
$75
$84 total
includes taxes & fees
Jan 8 - Jan 9




Inn at Kenmore Hall
Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
10/10
Exceptional
(27)
The price is $425
$425
$466 total
includes taxes & fees
Jan 20 - Jan 21




Chatham Travel Lodge
Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (214)
7.8/10
Good
(214)
cleanliness Cozy family motel in Old Chatham, close to theaters and historical sites.
The price is $116
$116
$130 total
includes taxes & fees
Jan 8 - Jan 9




Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (440)
9.6/10
Exceptional
(440)
cleanliness Escape to the scenic Berkshires with free breakfast and outdoor activities nearby.
The price is $112
$112
$123 total
includes taxes & fees
Jan 13 - Jan 14




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, (1002)
8.6/10
Excellent
(1002)
cleanliness Relaxing Berkshire retreat near Tanglewood with free breakfast and mountain recreation.
The price is $76
$76
$85 total
includes taxes & fees
Jan 25 - Jan 26




Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1001)
6.8/10
(1001)
cleanliness Charming Berkshires motel near Tanglewood with free WiFi and convenient parking.
The price is $52
$52
$57 total
includes taxes & fees
Jan 23 - Jan 24




Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
7.6/10
Good
(828)
cleanliness Experience Lenox from a central motel with a pool and friendly staff at your service.
The price is $79
$79
$88 total
includes taxes & fees
Jan 8 - Jan 9




The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1010)
9.2/10
Wonderful
(1010)
cleanliness Unwind in Lenox with mountain vistas, seasonal pools, and easy Berkshire access.
The price is $101
$101
$113 total
includes taxes & fees
Jan 14 - Jan 15




Berkshires Untold
Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (832)
9.0/10
Wonderful
(832)
cleanliness Enjoy luxury and culture in the Berkshires with nearby Tanglewood Music Center access.
The price is $114
$114
$127 total
includes taxes & fees
Jan 8 - Jan 9




The Whitlock
The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (283)
8.6/10
Excellent
(283)
cleanliness Boutique retreat in Lenox with easy access to Tanglewood Music Center.
The price is $125
$125
$140 total
includes taxes & fees
Jan 11 - Jan 12




The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
cleanliness Charming B&B retreat in Lenox with garden views and complimentary breakfast.
The price is $143
$143
$165 total
includes taxes & fees
Jan 8 - Jan 9




Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
9.2/10
Wonderful
(1000)
cleanliness Relaxing Berkshires retreat with indoor pool near Tanglewood Music Center.
The price is $111
$111
$124 total
includes taxes & fees
Jan 25 - Jan 26




Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (594)
9.2/10
Wonderful
(594)
cleanliness Convenient Lenox escape with indoor pool just minutes from Tanglewood Music Center.
The price is $148
$148
$165 total
includes taxes & fees
Jan 21 - Jan 22




Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (660)
9.2/10
Wonderful
(660)
cleanliness Modern hotel near Herman Melville's Arrowhead with indoor pool and Asian fusion dining.
The price is $128
$128
$143 total
includes taxes & fees
Jan 9 - Jan 10




Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (807)
9.0/10
Wonderful
(807)
The price is $88
$88
$120 total
includes taxes & fees
Feb 5 - Feb 6




Berkshire Inn
Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
7.8/10
Good
(841)
cleanliness Peaceful Berkshire Inn near cultural attractions and outdoor adventures awaits.
The price is $86
$86
$96 total
includes taxes & fees
Jan 19 - Jan 20




Hampton Terrace Inn
Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
9.0/10
Wonderful
(43)
cleanliness Enchanting Berkshires inn with a seasonal outdoor pool and tennis courts period.
The price is $219
$219
$245 total
includes taxes & fees
Jan 20 - Jan 21




33 Main
33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
10/10
Exceptional
(74)
cleanliness Elegant Lenox B&B near cultural attractions with daily breakfast service.
The price is $400
$400
$447 total
includes taxes & fees
Jan 18 - Jan 19




Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
cleanliness Located in Pittsfield, the hotel offers peaceful rooms near Berkshire attractions.
The price is $98
$98
$109 total
includes taxes & fees
Jan 9 - Jan 10
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.
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.
Budget hotels in Canaan and vicinity




9.0 out of 10, Wonderful, (814)
9.0/10
Wonderful
(814)
The price is $67
$67
$74 total
includes taxes & fees
Jan 8 - Jan 9




Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires2.0 star property
Great Barrington
7.6 out of 10, Good, (566)
7.6/10
Good
(566)
The price is $75
$75
$84 total
includes taxes & fees
Jan 8 - Jan 9




8.4 out of 10, Very Good, (1000)
8.4/10
Very Good
(1000)
The price is $76
$76
$85 total
includes taxes & fees
Jan 20 - Jan 21




Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
The price is $76
$76
$85 total
includes taxes & fees
Jan 25 - Jan 26




Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Holiday Inn Express Hotel & Suites West Coxsackie by IHG2.5 star property
West Coxsackie
8.4 out of 10, Very Good, (986)
8.4/10
Very Good
(986)
The price is $79
$79
$85 total
includes taxes & fees
Jan 25 - Jan 26




7.6 out of 10, Good, (828)
7.6/10
Good
(828)
The price is $79
$79
$88 total
includes taxes & fees
Jan 8 - Jan 9




8.4 out of 10, Very Good, (1004)
8.4/10
Very Good
(1004)
The price is $82
$82
$92 total
includes taxes & fees
Feb 1 - Feb 2




7.8 out of 10, Good, (841)
7.8/10
Good
(841)
The price is $86
$86
$96 total
includes taxes & fees
Jan 19 - Jan 20




9.0 out of 10, Wonderful, (807)
9.0/10
Wonderful
(807)
The price is $88
$88
$120 total
includes taxes & fees
Feb 5 - Feb 6




7.8 out of 10, Good, (85)
7.8/10
Good
(85)
The price is $89
$89
$97 total
includes taxes & fees
Jan 25 - Jan 26




7.6 out of 10, Good, (411)
7.6/10
Good
(411)
The price is $90
$90
$101 total
includes taxes & fees
Jan 8 - Jan 9




Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG2.5 star property
Rensselaer
8.8 out of 10, Excellent, (867)
8.8/10
Excellent
(867)
The price is $91
$91
$101 total
includes taxes & fees
Jan 25 - Jan 26




Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - Albany2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
The price is $93
$93
$103 total
includes taxes & fees
Jan 21 - Jan 22




8.6 out of 10, Excellent, (351)
8.6/10
Excellent
(351)
The price is $94
$94
$105 total
includes taxes & fees
Jan 8 - Jan 9




Fairfield Inn & Suites Albany East Greenbush
Fairfield Inn & Suites Albany East Greenbush2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1007)
8.6/10
Excellent
(1007)
The price is $97
$97
$108 total
includes taxes & fees
Jan 25 - Jan 26




Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG2.5 star property
Great Barrington
8.8 out of 10, Excellent, (716)
8.8/10
Excellent
(716)
The price is $98
$98
$109 total
includes taxes & fees
Jan 25 - Jan 26




Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
The price is $98
$98
$109 total
includes taxes & fees
Jan 9 - Jan 10




The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham2.5 star property
Lenox
9.2 out of 10, Wonderful, (1010)
9.2/10
Wonderful
(1010)
The price is $101
$101
$113 total
includes taxes & fees
Jan 14 - Jan 15




The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $110
$110
$122 total
includes taxes & fees
Jan 27 - Jan 28




8.6 out of 10, Excellent, (548)
8.6/10
Excellent
(548)
The price is $110
$110
$123 total
includes taxes & fees
Jan 8 - Jan 9
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.
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
Pet friendly
Family friendly
Cottage
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

Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"Clean space, comfy bed, hot shower, quick breakfast. Life's good!"

Berkshires Untold
10/10 Excellent
"Delicious sundae! Cozy fire!"

The Yankee, Trademark Collection by Wyndham
10/10 Excellent
"Room was cozy and clean. Loved the fireplace & view. Great price too.
Cameron at the front desk was pleasant and working hard the several times we saw him. Pool was warm & hot tub was nice! Overall, great stay! Will definitely stay again! "

Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"Nice warm pool and hot tub. Good little fitness center. "

Hampton Inn & Suites Berkshires-Lenox
10/10 Excellent
"The front desk lady was super nice and helpful. Checkin was quick and effortless :) My only complaints are we had a room near where they were doing construction, so that was kinda noisy. Also, when I reserved a room online I made sure I got one with the fridge and microwave. I didn't notcie4 until after we settled in and wanted to heat up leftovers that we didn't have a microwave :( :( At that point I was too tired from traveling to call down to the front desk."

The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Clean"

Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Staff was very pleasant and friendly. From front desk to valet. "

Berkshire Mountain Lodge
10/10 Excellent
"great stall and friendly pet friendly place"

Prospect Berkshires
10/10 Excellent
"Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!"
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 11 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.