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Hotels in Canaan

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9

Where to stay in Canaan?

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

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, (1,004 reviews)
Escape to this Pittsfield hotel near the train station, with Tanglewood Music Center nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness center. Clean rooms and attentive staff create a welcoming mountain getaway.
The price is $118
$132 total
includes taxes & fees
Jul 28 - Jul 29
Best Western Plus Berkshire Hills Inn & Suites
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,018 reviews)
Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.
The price is $145
$162 total
includes taxes & fees
Aug 5 - Aug 6
The Yankee Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (496 reviews)
The price is $75
$84 total
includes taxes & fees
Jul 26 - Jul 27
Berkshire Travel Lodge
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
Tucked away in East Chatham, this charming B&B offers free daily buffet breakfast, WiFi, and parking. Just moments from Queechy Lake and Hand Hollow State Forest, you'll find a peaceful countryside retreat with easy access to outdoor adventures.
The price is $229
$256 total
includes taxes & fees
Aug 5 - Aug 6
Inn at Silver Maple Farm
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
Experience tranquility at this West Stockbridge B&B where hiking, biking, and kayaking adventures await. Enjoy free breakfast, complimentary parking, and daily housekeeping while exploring Ebenezer II Gifts and nearby cultural attractions.
The price is $182
$200 total
includes taxes & fees
Jul 27 - Jul 28
Shaker Mill Inn
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
This quaint motel offers free WiFi and parking in Old Chatham's peaceful setting. Explore nearby Mac-Haydn Theatre and Shaker Museum while enjoying daily housekeeping and convenient access to Hudson attractions.
The price is $112
$125 total
includes taxes & fees
Jul 26 - Jul 27
Chatham Travel Lodge
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Center. Free WiFi and parking make exploring local attractions like Hoffman's Pottery and Charles H. Baldwin & Sons effortless. Clean rooms and daily housekeeping ensure a comfortable stay.
The price is $72
$79 total
includes taxes & fees
Jul 27 - Jul 28
Pleasant Valley Motel West Stockbridge
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (890 reviews)
Dive into Berkshires charm at this centrally located Lenox motel, where you'll enjoy the refreshing outdoor pool and free parking. Near Guido's Marketplace and Bousquet Ski Area, with clean rooms and exceptionally helpful staff to enhance your stay.
The price is $99
$111 total
includes taxes & fees
Jul 26 - Jul 27
Howard Johnson by Wyndham Lenox
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,023 reviews)
The price is $122
$158 total
includes taxes & fees
Aug 23 - Aug 24
Berkshire Mountain Lodge
Desk, iron/ironing board, WiFi (free), bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (896 reviews)
Enjoy a serene retreat in Pittsfield with a seasonal outdoor pool and proximity to Colonial Theater and Berkshire Museum. This motel offers clean rooms, free WiFi, and parking. Just a 2-minute drive from the transportation hub for your Tanglewood adventures.
The price is $90
$101 total
includes taxes & fees
Jul 27 - Jul 28
Berkshire Inn
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,003 reviews)
Unwind at this centrally located Pittsfield hotel with an indoor pool and health club. Just 15 minutes from Tanglewood Music Center and a quick 6-minute walk to transportation. Enjoy quiet rooms with microwaves, refrigerators, and a bar on-site.
The price is $114
$127 total
includes taxes & fees
Jul 29 - Jul 30
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (145 reviews)
Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing hot tub after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.
The price is $156
$174 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,011 reviews)
Nestled in Lenox, this lodge offers easy access to Kennedy Park and Pleasant Valley Wilderness Sanctuary. The Club Room serves American cuisine, while the terrace provides a perfect spot to unwind after exploring local attractions.
The price is $152
$170 total
includes taxes & fees
Aug 23 - Aug 24
Berkshires Untold
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is $127
$142 total
includes taxes & fees
Aug 24 - Aug 25
Quality Inn Lee - Lenox South
Free daily buffet breakfast

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
Dive into the indoor pool at this Lenox hotel, just 10 minutes from Tanglewood Music Center. Enjoy a complimentary breakfast before exploring nearby attractions like Guido's Marketplace and Bousquet Ski Area. Free WiFi and parking complete your comfortable stay.
The price is $180
$201 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Berkshires-Lenox
Desk, iron/ironing board, WiFi (free), bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (859 reviews)
Tucked away in a peaceful corner of Pittsfield, this quiet motel offers free WiFi and parking with a 24-hour front desk. Nearby Crane Museum of Papermaking awaits exploration, while winter enthusiasts will love the downhill skiing options just moments away.
The price is $69
$77 total
includes taxes & fees
Jul 28 - Jul 29
FairBridge Inn Express
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (26 reviews)
The price is $151
$169 total
includes taxes & fees
Jul 26 - Jul 27
Hideaway Inn Lenox
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,008 reviews)
The price is $200
$268 total
includes taxes & fees
Jul 27 - Jul 28
The Red Lion Inn
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
The price is $107
$120 total
includes taxes & fees
Jul 26 - Jul 27
The Central Downtown Inn & Suites
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.
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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.
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Learn more about Canaan

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

See all hotels in Canaan
A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Check out reviews of Canaan hotels guests love

The Whitlock

The Whitlock

8/10 Good
"Very nice coffee set up in the morning. Staff was super courteous and helpful. Most of property is updated although carpeting and rugs are tired. Location is great, very convenient to Tanglewood and restaurants. Parking is onsite and more than ample. B"
Rebecca 1-night trip
Posted 14 hours ago
The Whitlock

Frequently asked questions

What accommodations do travelers like in Canaan?
Guests like The Yankee Inn, Berkshire Mountain Lodge and Berkshires Untold.
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 7 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.