The Best Pittsfield, MA Chalets from $70

A historic building with classical architecture, a traffic light, and a yellow taxi.

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Our top choices for Pittsfield chalets

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

$1,204 nightly

Jul 21 - Jul 22

Total with taxes and fees

Secluded Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Cropseyville

Patrick H.

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Top Pittsfield Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"Quite comfortable. Better-than-most value compared to many over-priced rates at nearby accommodations."

The Red Lion Inn

8/10 Good

"Dinner in the main dining room was amazing! Food delicious and staff attentive. We stayed in the Stephen’s House and arrived in the dark. It was not well lighted and 184 was up a huge flight of stairs. We had to haul up too many bags! We would have done a sm. 1 night bag If we had known this was a second floor. Beds were very uncomfortable soft and towels with stains. The kitchen area was without a refrigerator turned on and no ice. The front desk attendant was very efficient and ran some ice over! We love Red Lion Inn and found some things a bit off this time."

FairBridge Inn Express

8/10 Good

"Room was clean and in excellent condition - apparently they have totally renovated since earlier reviews that mentioned severe problems. The exterior could use some paint, but the room was perfectly clean and fairly spacious. All the little things, like good A/C, shower temp/pressure, a working mini-fridge, etc., were completely fine. Complaints: I couldn't get the WiFi to work. Also: it's not in the most scenic part of Pittsfield, but it's just minutes from the nicer areas, and a short walk to fast food or decent chain restaurants like Friendlys, Applebees, and Starbucks."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"This was a beautiful hotel close to the best part of North Adams. The gallery on the lobby floor gives it an upscale vibe but without too high a price tag. It was very convenient for our college visit to Williams College. It was very quiet even directly across from the elevator. The beds were very comfortable. The coffee was good. But,my one note would be there wasn't anything else offered for breakfast that my picky eater teenager would eat."

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Pittsfield Chalets information

Number of reviews	10,087
Accommodation	7 Chalets
Lowest Price	$70
Highest Price	$272

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Pittsfield Vacation Rentals

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Check prices for these dates

Our top choices for Pittsfield chalets

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Secluded Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Find vacation rentals that suit your style

Top Pittsfield Hotel Reviews

Berkshire Mountain Lodge

Comfort Inn & Suites East Greenbush - Albany

The Red Lion Inn

Vacation Village in the Berkshires

FairBridge Inn Express

Quality Inn Great Barrington

Hotel Downstreet, an Ascend Collection Hotel

The Williams Inn

Best Western Plus Berkshire Hills Inn & Suites

Find out more about Pittsfield

Pittsfield Chalets information

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