The Berkshires Romantic Holidays
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Shaker Mill Inn
2 Oak Street West Stockbridge MA
- 37 min drive from Jiminy Peak Mountain Resort
Stay at this B&B in West Stockbridge. Enjoy free parking and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II Gifts and Antiques ...
9.6/10 Exceptional! (476 reviews)
"Everything was just perfect, except for the housekeeper didn’t make the bed and empty the trash"
Reviewed on 27 Sept 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
- 13 min walk from Jiminy Peak Mountain Resort
Stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in ...
8.8/10 Excellent! (2,691 reviews)
"Great place great price!"
Reviewed on 1 Oct 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
- 18 min drive from Jiminy Peak Mountain Resort
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
