Home

Must-Go Places in Western Massachusetts

Planning a visit to western Massachusetts this fall? There’s so much to see and do in the western half of the state. Whether you’re dreaming of hiking through colorful fall leaves, testing your courage on New England’s tallest roller coaster, or simply relaxing and enjoying the season, you’ll find it here.

5 Can’t Miss Destinations in Western Massachusetts.

  1. Hiking the Berkshires

Hiking, swimming, paddling and climbing… it can only be the Berkshires. With over 2,100 square miles of mountains, forests and lakes, deciding where to start is the hardest part.

For a route that’s especially gorgeous in fall, check out Olivia’s Overlook at Yokun Ridge. The easy Walsh trail is perfect for all fitness levels and is about 1.5 miles roundtrip through a century-old forest. At the end, you’re rewarded with stunning views of Monument Mountain.

  1. Six Flags New England

If you love a thrill, head to Six Flags New England. Here you’ll find the tallest roller coaster in the region, “Superman the Ride,” featuring a 221-foot drop. Need more excitement? Hop on the “New England Sky Screamer” and swing 400 feet in the air, or catapult 240 feet up and back (at 80 miles per hour) on the “Nightwing.”

  1. The Big E

If you’re in Western Mass from mid- to late-September, spend a day (or two) at the Big E Eastern State Exposition, otherwise known as one of the biggest state fairs in the country.

From Flo Rida to Foghat, you can take in live music in the Big E Arena, watch a horse show, or ride the Ferris wheel while chowing down on salty, sugary, delicious fair food.

  1. Canna Provisions

No trip to western Massachusetts would be complete with a stop at Canna Provisions. With two locations — in Lee and Holyoke — this established dispensary has the best quality products and extensive selection around, with friendly, knowledgeable employees to help you make the right selections.

Plus, Canna Provisions’ head grower is the creator of the legendary “chemdog” strain. Long known as the Father of Kind Bud, Greg “Chemdog” Krzanowski is the Director of Cultivation, so you know you’re getting authentic strains.

  1. Naismith Memorial Basketball Hall of Fame

If you love basketball, don’t miss the Naismith Memorial Basketball Hall of Fame in Springfield. Here, you’ll find more than 40,000 square feet of basketball history on display. With interactive exhibits, clinics, competitions and memorabilia from the best players and team, the Hall of Fame brings the game to life.

With a little something for everyone in the family, Western Massachusetts can be an affordable family getaway with plenty of options to keep the entire family entertained!

Show More
Close