Things to Do in Massachusetts in the Fall

Massachusetts Fall Foliage

Posted on September 28th, 2023 to Learn

While there’s never a shortage of things to do in the area, Massachusetts in the fall is truly something special. People navigate to the Bay State from every direction when the leaves start to transform before the onset of winter.

There’s something magical about being in New England during autumn, immersed in the natural beauty and historical atmosphere. Plus, the chill and smell of wood smoke on the breeze lend this exciting sense of nostalgia to every planned outing and adventure. Check out a few things to do in Massachusetts in fall, as well as a few recommended paths for leaf-peeping while you’re here.

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Boston MA in the Fall

Fall Things to Do in Massachusetts

1. Visit the Douglas State Forest

Douglas State Forest boasts over 5,000 acres of natural Massachusetts beauty to explore. In the autumn when the leaves of the local treat start to take on a new life, this state forest becomes one of the most breathtaking places on the map. There are many miles of woodland trails that lead you through the forest and around Wallum Lake. However, you can also enjoy kayaking, horseback riding, and other outdoor activities.

2. Pick your own apples

Some of the best apples are grown in New England, and you can find many orchards brimming with a bounty of sweet fruit in the fall. Therefore, it is the perfect time to head out and find a place to pick your own apples. A few top recommendations include the Douglas Orchard and Farm in Douglas and Wojcik’s Farm in Blackstone. Both places often host additional attractions and events during picking season, including live music, corn mazes, and food trucks.

3. Find a local fall festival

Autumn brings on the excitement of harvested crops and the final warm days coming to a close in Mass. Due to these two factors, the locals love to get together and create some amazing fall festivals. You can plan a visit to events like the Wachusett Mountain Ski Area Oktoberfest in Princeton or the Johnny Appleseed Festival in Leominster.

4. Check out the corn mazes

Corn mazes are a pretty big deal during the fall in Massachusetts. So, you never have to go too far to find an impressive maze made of corn stalks to spend a few hours, and some of them can be pretty tough. One that always gets honorable mentions is the Davis Mega Maze at Davis Farmland in Sterling, MA, which is eight acres large and contains more than three miles of paths.

What Are the Best Spots for Massachusetts Leaf Peeping?

If you’re planning to enjoy fall foliage in Massachusetts, be sure to plan your trip around the first few weeks of October. As October settles in every year, the Bay State explodes with a captivating assortment of golden yellows, fiery oranges, and eye-catching reds. If you’re looking for leaf-peeping routes through the state, a few top spots always attract a lot of travelers.

Old Sturbridge Village

Old Sturbridge Village is located in Sturbridge, MA, which lies right along the Connecticut border. This village offers a peek at what life would’ve been like in New England back in the 1800s. However, the quaint country setting with barns and covered bridges makes this a spectacular place in the fall.

Blackstone River Greenway

The Blackstone River Greenway in Uxbridge is part of the Blackstone Heritage Corridor, which is a collection of managed trails throughout the southern part of the state. You can take a 3.5-mile scenic hike or bike ride from Uxbridge to Blackstone and see an impressive autumn show along the way.

Wachusett Mountain

The Wachusett Mountain is considered the highest mountain peak in the eastern part of MA, and autumn transforms the mountain area into an absolute wonder. From the top of the mountain after a hike, you get views that reach all the way to Boston, New Hampshire, and many foothills and lakes. Therefore, you get to see the fall foliage in Massachusetts from many different vantage points.

Massachusetts in the Fall

Enjoy Fall in Massachusetts with Green N’ Go

Whether you’re passing through Uxbridge on the way to the mountains for a hike or planning to stay in the area for some outdoor adventures, we’d be happy to see you at Green N’ Go. With one of the finest collections of cannabis flower and premium cannabis products in the state—at the best possible prices—we make it easy to enhance your trip. Take a look at our menu where you can order ahead for speedy pickup when you arrive.

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