Pittsfield Condo Resorts

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Top Condo Resorts in Pittsfield

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$160 total

Nov 3 - Nov 4

Total with taxes and fees

Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Enjoy the 2 hot tubs and perks like free self parking and free WiFi.

The Ponds at Foxhollow

3 Foxhollow Drive Route 7, Lenox, MA

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This condo resort features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and conveniences like a 24-hour front desk and laundry facilities.

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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.