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Canaan – 44 hotels and places to stay
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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.

Beautiful setting, nicely renovated place, friendly hosts, great breakfast.
9.4
Scored 9.4
Wonderful
Rated wonderful
53 reviews
Price from$169per night
Check availability
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.

The staff was very friendly and accommodating. The room was very clean. The mattresses were firm and probably new, but the older spring variety. Comfortable as long as you like very firm. The room had a nice in room fridge. Microwave and coffee pot. A full gas station mini mart directly across the street with excellent coffee. Tables and chairs on covered porch outside the rooms. There were also a few picnic tables in a small grassy area. A pleasant,clean, and comfortable motel for that area. Not your city large hotel as it would be out of place there. I would stay again.
7.0
Scored 7.0
Good
Rated good
60 reviews
Price from$99.99per night
Check availability
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...

Nice Large Room with fireplace and hottub.
8.3
Scored 8.3
Very Good
Rated very good
937 reviews
Price from$106.25per night
Check availability
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.

quiet
8.6
Scored 8.6
Excellent
Rated excellent
163 reviews
Price from$169per night
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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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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.

Reasonably priced place that accepts dogs all while providing an exceptional view!!! We enjoy the stay at the Black Swan with staff eager to meet the needs of all customers. The room is a good size, the deck was clean and semi-private, and the view was priceless!
8.3
Scored 8.3
Very Good
Rated very good
600 reviews
Price from$90.78per night
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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
8.5
Scored 8.5
Very Good
Rated very good
192 reviews
Price from$195.02per night
Check availability
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 was great
8.7
Scored 8.7
Excellent
Rated excellent
349 reviews
Price from$132.04per night
Check availability
The Red Lion Inn, hotel in Canaan

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options.

Very charming and comforting as well as comfortable
8.0
Scored 8.0
Very Good
Rated very good
283 reviews
Price from$119per night
Check availability
Life House, Berkshires, hotel in Canaan

Located in Lenox, 3.4 miles from Tanglewood, Life House, Berkshires has accommodations with a shared lounge, free private parking, a restaurant and a bar. This 4-star hotel offers free WiFi.

Breakfast was ok…
8.0
Scored 8.0
Very Good
Rated very good
208 reviews
Price from$131.11per night
Check availability
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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

  • The Cascades

    The Cascades

    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
  • Berkshire Travel Lodge

    Berkshire Travel Lodge

    Canaan
    From $75.59 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
  • Berkshire Travel Lodge

    Berkshire Travel Lodge

    Canaan
    From $75.59 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
  • Berkshire Travel Lodge

    Berkshire Travel Lodge

    Canaan
    From $75.59 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

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