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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, (98)
9.8/10
Exceptional
(98)
- Walk to Queechy Lake from this welcoming B&B with complimentary breakfast.
The price is $129
$129
$144 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Berkshire Travel Lodge
Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (460)
5.4/10
(460)
The price is $76
$76
$85 total
includes taxes & fees
Dec 30 - Dec 31
Chatham Travel Lodge
Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (214)
7.8/10
Good
(214)
- Cozy family motel in Old Chatham, close to theaters and historical sites.
The price is $116
$116
$130 total
includes taxes & fees
Dec 30 - Dec 31
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, (1001)
8.6/10
Excellent
(1001)
- Relaxing Berkshire retreat near Tanglewood with free breakfast and mountain recreation.
The price is $76
$76
$85 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (439)
9.6/10
Exceptional
(439)
- Escape to the scenic Berkshires with free breakfast and outdoor activities nearby.
The price is $119
$119
$131 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1003)
6.8/10
(1003)
- Charming Berkshires motel near Tanglewood with free WiFi and convenient parking.
The price is $52
$52
$57 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
- Unwind in Lenox with mountain vistas, seasonal pools, and easy Berkshire access.
The price is $101
$101
$113 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
9.6/10
Exceptional
(14)
- Unwind in the Berkshires with a cozy indoor pool near Tanglewood Music Center.
The price is $135
$135
$151 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
9.2/10
Wonderful
(1004)
- Relaxing Berkshires retreat with indoor pool near Tanglewood Music Center.
The price is $102
$102
$114 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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)
- 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
Dec 30 - Dec 31
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
9.2/10
Wonderful
(659)
- 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 2 - Jan 3, 2026
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)
- Convenient Lenox escape with indoor pool just minutes from Tanglewood Music Center.
The price is $139
$139
$155 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Berkshires Untold
Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (821)
9.0/10
Wonderful
(821)
- Enjoy luxury and culture in the Berkshires with nearby Tanglewood Music Center access.
The price is $127
$127
$142 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (797)
9.0/10
Wonderful
(797)
The price is $88
$88
$120 total
includes taxes & fees
Jan 27 - Jan 28, 2026
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, (1003)
8.0/10
Very Good
(1003)
- Located in Pittsfield, the hotel offers peaceful rooms near Berkshire attractions.
The price is $88
$88
$99 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Berkshire Inn
Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
7.8/10
Good
(840)
- Peaceful Berkshire Inn near cultural attractions and outdoor adventures awaits.
The price is $86
$86
$96 total
includes taxes & fees
Dec 30 - Dec 31
The Whitlock
The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
8.6/10
Excellent
(281)
- Boutique retreat in Lenox with easy access to Tanglewood Music Center.
The price is $130
$130
$145 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (70)
9.2/10
Wonderful
(70)
- Lakeside getaway in Berkshires with indoor pool and Tanglewood Music Center nearby.
The price is $123
$123
$137 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
- Charming B&B retreat in Lenox with garden views and complimentary breakfast.
The price is $143
$143
$165 total
includes taxes & fees
Jan 4 - Jan 5, 2026
33 Main
33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
10/10
Exceptional
(74)
- 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, 2026
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, (810)
9.0/10
Wonderful
(810)
The price is $67
$67
$74 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires2.0 star property
Great Barrington
7.6 out of 10, Good, (564)
7.6/10
Good
(564)
The price is $75
$75
$84 total
includes taxes & fees
Dec 30 - Dec 31
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 11 - Jan 12, 2026
7.6 out of 10, Good, (828)
7.6/10
Good
(828)
The price is $79
$79
$88 total
includes taxes & fees
Dec 30 - Dec 31
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, (985)
8.4/10
Very Good
(985)
The price is $83
$83
$90 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
The price is $84
$84
$94 total
includes taxes & fees
Jan 11 - Jan 12, 2026
7.8 out of 10, Good, (840)
7.8/10
Good
(840)
The price is $86
$86
$96 total
includes taxes & fees
Dec 30 - Dec 31
9.0 out of 10, Wonderful, (797)
9.0/10
Wonderful
(797)
The price is $88
$88
$120 total
includes taxes & fees
Jan 27 - Jan 28, 2026
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, (1003)
8.0/10
Very Good
(1003)
The price is $88
$88
$99 total
includes taxes & fees
Jan 3 - Jan 4, 2026
7.8 out of 10, Good, (81)
7.8/10
Good
(81)
The price is $89
$89
$97 total
includes taxes & fees
Jan 4 - Jan 5, 2026
7.6 out of 10, Good, (410)
7.6/10
Good
(410)
The price is $90
$90
$101 total
includes taxes & fees
Dec 30 - Dec 31
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, (864)
8.8/10
Excellent
(864)
The price is $91
$91
$101 total
includes taxes & fees
Jan 25 - Jan 26, 2026
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
The price is $101
$101
$113 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (1002)
8.4/10
Very Good
(1002)
The price is $93
$93
$103 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield Inn & Suites Albany East Greenbush
Fairfield Inn & Suites Albany East Greenbush2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
The price is $93
$93
$103 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
8.6/10
Excellent
(1001)
The price is $76
$76
$85 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (348)
8.6/10
Excellent
(348)
The price is $94
$94
$105 total
includes taxes & fees
Dec 30 - Dec 31
9.2 out of 10, Wonderful, (1004)
9.2/10
Wonderful
(1004)
The price is $102
$102
$114 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1001)
9.0/10
Wonderful
(1001)
The price is $104
$104
$116 total
includes taxes & fees
Jan 7 - Jan 8, 2026
9.6 out of 10, Exceptional, (439)
9.6/10
Exceptional
(439)
The price is $119
$119
$131 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
10/10 Excellent
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
The Red Lion Inn
10/10 Excellent
"Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it.
Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!"
Berkshire Mountain Lodge
10/10 Excellent
"Clean and warm, very spacious and cozy. People here are very nice too! Very good experience here. "
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
"The bed was very comfortable. The staff was helpful and courteous"
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
"Perfect for a weekend away. Stagg was friendly. Room was clean and spacious. It was everything we needed and more."
Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"Really enjoyed our overnight mid-trip stay here. The facility is open and bright, clean and prep'd. The staff (including late-night check-in clerk) were all very friendly and outgoing. The breakfast was a cut above, including a couple waffle makers, some well-prepared scrambled eggs and crispy bacon (and a host of healthier options I ignored). Will plan on staying there again. "
Berkshires Untold
10/10 Excellent
"Our room was spotless and cozy. I was very pleased to be able to control the temperature as I like to sleep in a cool room. The shower and sink products are lovely -- especially the moisturizer for cold weather skin. I cannot speak highly enough about the restaurant -- beautiful decor, delicious cocktails, amazing food, everything we ordered was great!"
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Very friendly and helpful woman at reception desk. Loved the Indian restaurant Mint right in the hotel."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance"
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.