Western Massachusetts Mountain Vacations
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4 Night Mountain holidays in Western Massachusetts
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View all tripsMountain Hotels in Western Massachusetts
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
- 27 min drive from University of Massachusetts Amherst
Stay at this hotel in Hancock. Enjoy free parking, 2 hot tubs, and breakfast (surcharge). Our guests praise the property condition in our reviews. Popular attractions ...
8.2/10 Very good! (1,003 reviews)
"We only booked for one night in between two other resorts. This one obviously is a rental unit with nothing appealing in it. No extra amenities, no comfort, no space!"
Reviewed on Sep 24, 2026
Cavalier Cottage B&B
236 East Oxbow Road Shelburne Falls MA
- 41 min drive from University of Massachusetts Amherst
Book a stay at this business-friendly cottage in Shelburne Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pocumtuck Mountain and ...
9.4/10 Exceptional! (3 reviews)
"Cavalier Cottage was perfect for my two-night stay. It was very spacious and clean. Patricia was an excellent host, and provided delicious, warm home-made scones each morning which was a really nice touch!"
Reviewed on Aug 26, 2026
Chambery Inn
199 Main St Lee MA
- 15 min drive from University of Massachusetts Amherst
Stay at this B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...
9.6/10 Exceptional! (388 reviews)
"This is a charming little inn. We enjoyed a cozy suite with a fireplace and a hot tub. The bed was very comfortable and the doorside delivery of hot coffee and a continental breakfast in a cute picnic basket was a nice touch. Although the room was at the basement level (with small windows at the ..."
Reviewed on Sep 15, 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.
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