The Berkshires Romantic Holidays
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Photo by Photo courtesy of Berkshire Visitors Bureau
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Shaker Mill Inn
2 Oak Street West Stockbridge MA
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking and daily housekeeping. Popular attractions Tanglewood Music Center and National Shrine ...
9.6/10 Exceptional! (449 reviews)
Loved all of it! We had the garden room and it had everything you needed. Was clean and comfy, breakfast supplied in your room along with coffee, microwave, toaster oven, refrigerator and private deck - we will definitely be back.
Reviewed on 30 Apr 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (2,342 reviews)
Clean room staff it's respectful and easy going
Reviewed on 28 Apr 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
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 ...
8/10 Very Good! (1,000 reviews)
Couples like: on-site spa services, bar, winery tours
Travellers say...
Staff was nice. Room was clean. Parking lot was under construction. Had to park offsite. Wasn't a total inconvenience. One elevator was broken and the wait time was long each time we were trying to use.
Reviewed on 19 Apr 2026
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.
