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Our top choices for Canaan hotels

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AU$551
includes taxes & fees
21 Jan - 22 Jan
The Old Inn On The Green

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is AU$560
includes taxes & fees
15 Feb - 16 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is AU$227
includes taxes & fees
6 Feb - 7 Feb
Lakehouse Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (549 reviews)
"Perfect for pets "
United States
Maria
The price is AU$184
includes taxes & fees
26 Jan - 27 Jan
The Little Lion

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374 reviews)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (92 reviews)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
United States
Jennifer
The price is AU$291
includes taxes & fees
21 Jan - 22 Jan
Granville House

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (443 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is AU$170
includes taxes & fees
25 Jan - 26 Jan
Shaker Mill Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is AU$150
includes taxes & fees
21 Jan - 22 Jan
Sunset Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (134 reviews)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is AU$304
includes taxes & fees
21 Jan - 22 Jan
Gedney Farm

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (829 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is AU$132
includes taxes & fees
21 Jan - 22 Jan
Howard Johnson by Wyndham Lenox

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is AU$216
includes taxes & fees
28 Jan - 29 Jan
East Rock Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is AU$316
includes taxes & fees
26 Jan - 27 Jan
Harbour House Inn

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (817 reviews)
"Unbelieveably clean for the price."
United States
Micah
Monument Mountain Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90 reviews)
"Great vibe. Comfortable great staff"
United States
Bart
The price is AU$218
includes taxes & fees
26 Jan - 27 Jan
The Springs Motel

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AU$702
includes taxes & fees
22 Jan - 23 Jan
33 Main

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is AU$251
includes taxes & fees
21 Jan - 22 Jan
The Revival House

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
"Old time charm and hot tub under the stars"
United States
Lori
The price is AU$307
includes taxes & fees
22 Jan - 23 Jan
The Red Lion Inn

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (286 reviews)
"Super cute place and walking distance to a bunch of great shops and food! "
United States
Gina
The price is AU$216
includes taxes & fees
23 Jan - 24 Jan
The Whitlock
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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Stay near popular Canaan attractions

Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

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

Top Canaan Hotel Reviews

Recent Reviews in Canaan

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Frequently asked questions

What's the best place to stay in Canaan?
Vacation Village in the Berkshires, located 13.3 mi (21.4 km) from the heart of Canaan, is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Holiday Inn & Suites Pittsfield-Berkshires by IHG and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Canaan.
What are some of the best holiday rentals that Canaan has to offer?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This holiday home rental outside of Canaan offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. See all vacation rentals in Canaan.
If I need to cancel my hotel reservation in Canaan, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Canaan.
What are some accommodation options with pools in Canaan?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG and The Yankee, Trademark Collection by Wyndham are a couple of other choices that feature an on-site pool. View all hotels with pools in Canaan.
What is staying in Canaan like?
Visitors can enjoy all that Canaan has to offer, including the restaurants, coffee shops and shopping. Tourists can also enjoy the city's local tours and museums. In Canaan, there are 18 hotels and other accommodation options to choose from. Find out more about Canaan.
What should I see while I'm in Canaan?
Favourite places to visit include Queechy Lake, Hollow FIelds Reserve and Hand Hollow State Forest. Additionally, you might want to add Bates Memorial State Park to your itinerary. Take a look at what more there is to see and do in Expedia's Canaan guide.
What's the seasonal weather in Canaan?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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