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Canaan – 52 hotels and places to stay

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The Inn at Richmond, hotel in Canaan

Located in Richmond, 7.1 miles from Tanglewood Musical Center, The Inn at Richmond provides accommodations with a garden, free private parking, a shared lounge and a terrace.

The breakfast was very good. So many choices. We ate a late lunch so didn't have room for their check-in food. Also, didn't realize there would be selections. Quaint historical home. Wished we could have utilized the additional socializing space in the out buildings.
Scored 9.0
9.0
Rated wonderful
Wonderful
8 reviews
Price from
$316.25
1 night, 2 adults
Inn at Silver Maple Farm, hotel in Canaan

Located in East Chatham, 14 mi from Stockbridge, Inn at Silver Maple Farm features air-conditioned rooms and free private parking. Certain units feature a seating area for your convenience.

Was very neat and clean. The lawn and garden was well manicured with lots of room to sit outside.
Scored 9.4
9.4
Rated wonderful
Wonderful
63 reviews
Price from
$149
1 night, 2 adults
Chatham Travel Lodge, hotel in Canaan

Located near Interstate 90, this Old Chatham motel features an outdoor terrace and rooms that include a microwave and refrigerator. Downtown Chatham is 2 miles away.

Hotel was clean, comfortable, quiet, quaint, well appointed, and adorable. Staff was professional, friendly and helpful. Excellent location, close to alot. No complaints would highly recommend and definitely stay there again
Scored 7.5
7.5
Rated good
Good
42 reviews
Price from
$109.99
1 night, 2 adults
The Yankee, Trademark Collection by Wyndham, hotel in Canaan

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in...

Staff at front desk was excellent!
Scored 8.4
8.4
Rated very good
Very Good
916 reviews
Price from
$152
1 night, 2 adults
Courtyard by Marriott Lenox Berkshires, hotel in Canaan

Located in Lenox, 3 miles from Tanglewood, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace.

Very conveniently located
Scored 8.6
8.6
Rated excellent
Excellent
138 reviews
Price from
$144
1 night, 2 adults
Hotel on North, hotel in Canaan

Located in Pittsfield and within 8.1 miles of Tanglewood, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.

It was beautifully designed, with interesting artifacts and artwork and large, bright, comfortable room and bathroom. The whole hotel was creatively designed with the old floors and details left. It was comfortable to hang out in, with lots of sitting areas, even a lovely big skylit area on the second floor outside our room. Pittsfield was an interesting urban town, different from nearby areas like Lenox. We had a fabulous breakfast at Dottie’s nearby.
Scored 9.1
9.1
Rated wonderful
Wonderful
189 reviews
Price from
$199
1 night, 2 adults
Hampton Terrace Inn, hotel in Canaan

Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is a 5-minute drive away.

Steinway piano!
Scored 9.4
9.4
Rated wonderful
Wonderful
20 reviews
Price from
$284.90
1 night, 2 adults
The Black Swan Lee - Lenox, Ascend Hotel Collection, hotel in Canaan

The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.

Location was great, bed was comfortable and the lake view was wonderful.
Scored 8.4
8.4
Rated very good
Very Good
569 reviews
Price from
$109.65
1 night, 2 adults
Hilton Garden Inn Lenox Pittsfield, hotel in Canaan

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

Great location. Very nice restaurant.
Scored 8.3
8.3
Rated very good
Very Good
171 reviews
Price from
$163.56
1 night, 2 adults
Hampton Inn & Suites Berkshires-Lenox, hotel in Canaan

This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern...

Breakfast ok location didn’t matter
Scored 8.7
8.7
Rated excellent
Excellent
290 reviews
Price from
$126.65
1 night, 2 adults
See all hotels in and around Canaan

What Guests Said About Canaan:

  • Scored 6.0
    6.0

    I booked a double room and when I got there the lady at the...

    I booked a double room and when I got there the lady at the front desk said that I did not book a double room, I know what I booked, but I wasn't about to argue, so she gave me a single Queen room it was so small that I had to upgrade to a King room, so not only did I not get the room that I booked, but I had to pay more money than I thought I had so I'll never come here again, plus there was no overnight person and no one to give the key to so I left the key in the room and they charged me for the key this is the worst hotel I've ever stayed in and the tub in the bathroom was extremely dirty with black spots in it.
    Marisol
    United States of America
  • Scored 2.0
    2.0

    Breakfast was bread and twinkies, not even joking.

    Breakfast was bread and twinkies, not even joking. The room was disgusting and dirty and just worst hotel I've ever stayed in. Also dead bugs all over the room, no lock on window and door, and 11 stations on TV, non working lamps and the pool is non working, nothing like the pictures show.
    Martin
    United States of America
  • Scored 2.0
    2.0

    Hotel was so disgusting, we couldn't stay.

    Hotel was so disgusting, we couldn't stay. The smell of mold and the conditions of the room were so unsanitary, outdated and rundown that it put our health in jeopardy. Do not stay in this hideous place, unsafe, blood on sheets, mold on surfaces, bathroom unusable. They should be ashamed of themselves and Booking.com should really reconsider the quality of the property they list on their site. It was at best, a two-bit by the hour cesspool.
    Michael
    United States of America

See reviews by guests who stayed at hotels in Canaan

  • Scored 8.0
    8.0
    Rated very good
    Very Good
     · 32 reviews
    The Inn serves not simply as a place to stay but also as an ecumenical retreat center. This means that the staff is committed to community and practices service to guests in a really nice way. We had great conversations with the staff and other guests. The breakfast was made to order--eggs, toast, coffee, orange juice. It was served whenever we were ready. The building is over 200 years old. Some may find this off-putting since it lacks the dazzle of new hotels. We thought it adds lots of charm to the place.
    D
    DIANE
    United States of America
  • From $80.99 per night
    Scored 4.4
    4.4
    Rated disappointing
    Disappointing
     · 201 reviews
    Breakfast was bread and twinkies, not even joking. The room was disgusting and dirty and just worst hotel I've ever stayed in.
    Martin
    United States of America