Western Massachusetts Mountain Vacations 2026

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Top Mountain Western Massachusetts Hotels

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

1 hour drive from Six Flags New England

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! (1,007 reviews)

"Only problem was the stairs. I hadn't realized that there was such a long climb to our condo or I would have asked for something a little friendlier to a 75 year old."

Reviewed on 2026/8/13

Cavalier Cottage B&B

236 East Oxbow Road Shelburne Falls MA

2 hours drive from Six Flags New England

Book a stay at this business-friendly cottage in Shelburne Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Catamount State Forest ...

Chambery Inn

199 Main St Lee MA

49 min drive from Six Flags New England

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! (384 reviews)

"The room was clean and very quiet. Breakfast was delivered to our room as requested."

Reviewed on 2026/8/13

See all 1,514 properties in Western Massachusetts

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.