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Canaan – 48 hotels and places to stay
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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.

7.0
Scored 7.0
Good
Rated good
59 reviews
Price from$99.99per night
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.

So many delicious breakfast options; very kind and welcoming staff; gorgeous location
9.4
Scored 9.4
Wonderful
Rated wonderful
52 reviews
Price from$169per night
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...

My husband and I just returned from a 2 night stay at The Yankee. We absolutely loved every aspect of this wonderful hotel. The front desk staff was friendly and knowledgeable. You could tell that cleanliness was a priority. The room was large and the bed was wonderfully comfortable. Breakfast, which was included, was very good and there was even the ability to have a freshly made omelet. My husband and I love a good hot tub and pool. The pool was the perfect temperature as was the hot tub. Many times you go away only to find a cold pool and a lukewarm hot tub. Not here. They were both perfect. Location is good, service is good, and the facilities are wonderful. We will be back and when we are in the area will not stay anywhere else.
8.3
Scored 8.3
Very Good
Rated very good
942 reviews
Price from$106.25per night
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.

Quiet, lovely lake view, close to town.
8.3
Scored 8.3
Very Good
Rated very good
603 reviews
Price from$96.93per night
Best Western Plus Berkshire Hills Inn & Suites, hotel in Canaan

Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi.

The room was spacious.
7.9
Scored 7.9
Good
Rated good
248 reviews
Price from$122.18per night
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, hotel in Canaan

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

The staff is super kind and responsive. Love the breakfast in the morning.
7.3
Scored 7.3
Good
Rated good
274 reviews
Price from$118per night
Howard Johnson by Wyndham Lenox, hotel in Canaan

This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV.

Nice
6.7
Scored 6.7
Pleasant
Rated pleasant
342 reviews
Price from$79per night
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.

Staff very helpful, great location, quiet and well taken care of property. free breakfast.
8.7
Scored 8.7
Excellent
Rated excellent
160 reviews
Price from$178per night
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.

Breakfast sandwich was excellent
8.6
Scored 8.6
Excellent
Rated excellent
190 reviews
Price from$188.21per night
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.

Great location, nice breakfast
9.4
Scored 9.4
Wonderful
Rated wonderful
8 reviews
Price from$306.90per night
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What Guests Said About Canaan:

  • 6.0
    Scored 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
  • 2.0
    Scored 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
  • 2.0
    Scored 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

Explore guest reviews of hotels in Canaan

  • 8.0
    Scored 8.0
    Very Good
    Rated very good
     · 31 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 $70.19 per night
    4.8
    Scored 4.8
    Disappointing
    Rated disappointing
     · 264 reviews
    After we saw the conditions of the room and hotel we had no choice but to leave. Blood stains on the 1970’s bedding, mold so bad we chocked, room falling apart and a horrid overall smell. So gross, so upsetting and so alarming. I question whether or not to ever use booking.com again when they list by the hour places like this on their site. No money back either! Do Not Book this he’ll hole!
    Mike
    United States of America
  • From $70.19 per night
    4.8
    Scored 4.8
    Disappointing
    Rated disappointing
     · 264 reviews
    Everything. The beds were comfy even though they didn't look it at first glance. The room was spotless. The area was perfect. This was one of the best hotels I have ever stayed in. The poor guy here has been running the hotel for months by himself and although you can see he was clearly stressed out he was patient and attentive! This was a great place to stay overall.
    A
    Anonymous
    United States of America
  • From $70.19 per night
    4.8
    Scored 4.8
    Disappointing
    Rated disappointing
     · 264 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