Search for Cheap Deals onHotels in The Berkshires
Choose from 1102 The Berkshires Hotel Deals
Vacation Village in the Berkshires
Looks way better in person than the pictures. Still old and dated but not as spooky as the pictures seem. They don't tell you this at all, just expect you to read a packet - there is no housekeeping, no nothing. You are supposed to take your own trash out. They also do not really clean the room beforehand ...
Reviewed on Mar 7, 2026
Hotel Downstreet, an Ascend Collection Hotel
For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options.
Reviewed on Mar 5, 2026
Berkshire Mountain Lodge
The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after ...
Reviewed on Mar 6, 2026
The Williams Inn
Lovely boutique hotel next to Williams. Just a light continental breakfast during the winter but there are other spots to find a hearty breakfast in town.
Reviewed on Mar 4, 2026
Berkshires Untold
The rooms were cute. The location is nice. The heating unit was very loud. It woke me up every time it turned on throughout the night. I couldn't find anyone to help me at 7am the next morning. i locked my key in my room. I am not sure if I'd stay here again.
Reviewed on Mar 3, 2026
The Yankee, Trademark Collection by Wyndham
Clean, comfortable, nice pool and hot tub, friendly staff. Would go back
Reviewed on Mar 7, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Fair. Pool was closed. Everything under construction. Poor location.
Reviewed on Mar 1, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Stayed for a long weekend in the grand villa. The room was spacious and clean. Even though it was winter there were still tons of activities in the resort. The jacuzzi was nice after a day of skiing and the balcony had a nice view. The staff was very friendly and helpful.
Reviewed on Mar 7, 2026
Quality Inn Great Barrington
The rooms were nice. Thick mattresses. Refrigerator and microwave in rooms. Staff was very friendly. Breakfast offered waffles, eggs and sausage. More than enough parking. If you are visiting the Mahaiwe Theater, it's a five minute walk. I recommend NO.10 for a meal before the show.
Reviewed on Mar 2, 2026
Huttopia Berkshires
The Red Lion Inn
great customer service
Reviewed on Feb 18, 2026
Hotel On North
Great friendly and helpful staff. The building is fantastic and the rooms have a very cool vibe and are very clean!
Reviewed on Mar 6, 2026
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