Compare Condo Resort Rentals The Berkshires

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Featured Condo Resorts in The Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd Hancock MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $195 total per night
$195 total
Dec 18 - Dec 19
Total with taxes and fees
At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Other amenities at this ski condominium resort include 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
The Ponds at Foxhollow features an indoor pool, an outdoor pool, and a gym. Free parking is available if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
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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.

Hotel Options in The Berkshires

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $126 nightly
    The price is $141 total per night from Jan 4 to Jan 5
    $141 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.6/10 Excellent! (2,168 reviews)
    The Williams Inn

    The Williams Inn

    101 Spring Street Williamstown MA
    $186 nightly
    The price is $208 total per night from Dec 21 to Dec 22
    $208 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.6/10 Exceptional! (549 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    One West Street Pittsfield MA
    $94 nightly
    The price is $105 total per night from Dec 19 to Dec 20
    $105 total
    Dec 19 - Dec 20
    Total with taxes and fees
    8/10 Very Good! (988 reviews)

The Berkshires Condo Resorts essential information

Accommodation
2 Condo Resorts
Lowest Price
$105
Highest Price
$208
Popular accommodation
Jiminy Peak Mountain Resort, The Ponds at Foxhollow

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