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Check prices for these dates

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

Our top choices for The Berkshires Preferred

1. The Orchards Hotel

The Orchards Hotel
Williamstown
United States
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The Orchards Hotel
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Top The Berkshires Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Great stay, friendly staff, met all of our needs."
Brian 2-night trip
Posted less than an hour ago
Berkshires Untold
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Our entire stay was exemplary!"
Daisy 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"A convenient place to stay for Tanglewood events. Fully equipped kitchen, free laundry room and quiet. Sofa is uncomfortable."
Andrew 18-night trip
Posted 1 hour ago
Berkshire Mountain Lodge
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"A nice little hotel. Friendly staff. Well-maintained. And the nice thing is the location - it's in downtown Great Barrington, so you can walk to restaurants and other attractions without having to get into your car. No more than 30 minutes from Tanglewood, Shakespeare and Co., and Jacob's Pillow. Also a 20-minute walk from a small lake and beach."
Michael 11-night trip
Posted 2 hours ago
Quality Inn Great Barrington
The Whitlock

The Whitlock

8/10 Good
"This is a very quaint hotel in a fantastic location. It is easy to walk to everything in Lenox and even Tanglewood from the hotel. Just be aware it is an uphill walk back from Tanglewood. The room was very spacious and bed very comfortable. Would definitely stay here again. If looking for any opportunities to improve, only thing I can come up with is a small frig in the room. Great place!"
Patricia 1-night trip
Posted 16 hours ago
The Whitlock
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Lovely setting. Comfortable and well equipped townhouse. We are not much for the pool or mini golf type “activities” but we like the location near biking, hiking, theater and dance venues. And the ability to have meals in instead of using restaurants every meal. Looks like a great place for family vacations."
barbara 2-night trip
Posted 18 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Hotel On North

Hotel On North

10/10 Excellent
"Such a charming hotel. Just stayed for the second time and it won’t be the last. Old school with modern amenities. A gem."
Carol 1-night trip
Posted 21 hours ago
Hotel On North
The Yankee Inn

The Yankee Inn

8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Luann 1-night trip
Posted 21 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
Evan M 1-night trip
Posted 1 day ago
The Red Lion Inn

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