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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
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Dec 12 - Dec 14

Browse Select Pittsfield Aparthotels

Mountainside Condo Ski In Ski Out
Pool

Mountainside Condo Ski In Ski Out

9.0 out of 10, Wonderful, (30)
"It was a great place to stay and the host was very flexible and helpful "
Mountainside Condo Ski In Ski Out
Suite 1 - Quiet and private accommodations in a country setting.
Interior

Suite 1 - Quiet and private accommodations in a country setting.

7.4 out of 10, Good, (3)
"Modest property, handy to Tangelwood and local attractions Good value. "
Suite 1 - Quiet and private accommodations in a country setting.
Suite 4 - Quiet and private accommodations in a country setting.
Interior

Suite 4 - Quiet and private accommodations in a country setting.

10.0 out of 10, Exceptional, (3)
"Happy to have found this lovely place, which is convenient to Tanglewood, pin-drop quiet, and super comfortable. Next time I will avoid VRBO, though, because of its extortionary fees, and book directly with the inn."
Suite 4 - Quiet and private accommodations in a country setting.
Suite 5 - Quiet and private accommodations in a country setting.
Interior

Suite 5 - Quiet and private accommodations in a country setting.

10.0 out of 10, Exceptional, (1)
"Cozy space, Very friendly staff, very clean and close to Tanglewood!"
Suite 5 - Quiet and private accommodations in a country setting.
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

10.0 out of 10, Exceptional, (4)
"Very clean and spacious. All had fun!"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

10.0 out of 10, Exceptional, (1)
"Beautiful, clean updated property with plenty of room for ski gear and family stuff. Comfortable, spotless and ski on ski of accessibility. Absolutely perfect! Owner is responsive, and the perfect host!"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"as good as the last time we stayed there."
Sharon 1-night trip
Posted 2 days ago
Berkshire Mountain Lodge