Photo by Robin/Loving Life

Hotels in Canaan

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Check prices for these dates

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Top 5 hotels in Canaan at a glance

  1. Inn at Silver Maple Farm — 3-star hotel in East Chatham. Guest rating: 9.8/10 — Exceptional.
  2. Best Western Plus Berkshire Hills Inn & Suites — 2.5-star hotel in Pittsfield. Guest rating: 8.6/10 — Excellent.
  3. The Yankee Inn — 2.5-star hotel in Lenox. Guest rating: 9.2/10 — Wonderful.
  4. Berkshire Travel Lodge — 2.5-star hotel in Austerlitz. Guest rating: 5.4/10.
  5. Berkshire Mountain Lodge — 3-star hotel in Pittsfield. Guest rating: 9.0/10 — Wonderful.

Where to stay in Canaan?

Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
$129
$144 total
includes taxes & fees
Aug 31 - Sep 1
Inn at Silver Maple Farm

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$115
$128 total
includes taxes & fees
Sep 20 - Sep 21
Best Western Plus Berkshire Hills Inn & Suites

The Yankee Inn

The Yankee Inn
Lenox
$152
$170 total
includes taxes & fees
Sep 27 - Sep 28
The Yankee Inn

Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
$75
$84 total
includes taxes & fees
Sep 1 - Sep 2
Berkshire Travel Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
$105
$139 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
$118
$132 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
$171
$188 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn

Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
$112
$125 total
includes taxes & fees
Sep 8 - Sep 9
Chatham Travel Lodge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
$79
$88 total
includes taxes & fees
Aug 31 - Sep 1
Howard Johnson by Wyndham Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
$124
$139 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Berkshires-Lenox

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
$80
$88 total
includes taxes & fees
Sep 1 - Sep 2
Pleasant Valley Motel West Stockbridge

Berkshires Untold

Berkshires Untold
Lenox
$149
$166 total
includes taxes & fees
Sep 10 - Sep 11
Berkshires Untold

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$148
$165 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Lenox Pittsfield

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
$110
$122 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Lee - Lenox South

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
$128
$142 total
includes taxes & fees
Sep 21 - Sep 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshire Inn

Berkshire Inn
Pittsfield
$86
$96 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
$118
$132 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
$115
$128 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
$99
$111 total
includes taxes & fees
Aug 31 - Sep 1
The Central Downtown Inn & Suites

The Red Lion Inn

The Red Lion Inn
Stockbridge
$161
$230 total
includes taxes & fees
Sep 29 - Sep 30
The Red Lion Inn
View all properties

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.
See properties

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

Check out reviews of Canaan hotels guests love

The Yankee Inn

The Yankee Inn

8/10 Good
"Independent option convenient to Tanglewood. Spacious room and facility. Breakfast included but needs better coffee and some other tweaks."
Francis 1-night trip
Posted less than an hour ago
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"It was an amazing one night stay for us! Clean rooms, attentive staff, and the Baths were amazing."
Brittany 1-night trip
Posted 14 hours ago
Pocketbook Hotel and Bath
Berkshires Untold

Berkshires Untold

10/10 Excellent
"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."
Naomi 2-night trip
Posted 16 hours ago
Berkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Friendly and professional staff. Check in quick and easy. Will definitely stay again"
abdoul kader 1-night trip
Posted 18 hours ago
Vacation Village in the Berkshires
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Location"
patricia 2-night trip
Posted 18 hours ago
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Ok hotel"
Mark 1-night trip
Posted 20 hours ago
Quality Inn Lee - Lenox South
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Amazing time. Stayed in the Presidential units. Worth it."
Marsha 5-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Hotel On North

Hotel On North

10/10 Excellent
"One of my favorite hotels in America - for real!"
Martha 2-night trip
Posted 1 day ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 2 days ago
The Red Lion Inn

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 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.

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