Two people are walking down a path in the woods covered in leaves.

Fall in the Berkshires, Massachusetts

Bridging the gap between the sun-soaked days of summer and the frosty embrace of winter, fall in Massachusetts weaves together the charms of both seasons. An afternoon drive along the region's scenic byways, surrounded by the vibrant colors of the leaves, can lead to a day apple picking or exploring a picturesque New England town.


If you are looking for ideas on things to do in Massachusetts in the fall, here are some of or favorite autumn activities.

Two people are walking down a path in the woods covered in leaves.

Into the wild


To fully appreciate fall foliage in Massachusetts, we encourage you to step out into the crisp autumn day and enjoy our beautiful nature. Here are some tips for unforgettable day trips in the Berkshires of Massachusetts.

Mount Greylock


Standing watch above the state of Massachusetts, Mount Greylock provides sweeping views of the fall foliage in the Berkshires area. Whether you choose to hike to the summit or take a drive along the scenic roads, you'll find yourself enveloped in a vibrant tapestry of yellows and oranges as the leaves create a colorful canopy all around you.

The Mohawk Trail


With 63 miles of breathtaking beauty spanning 50,000 acres of state parks and forests, the Mohawk Trail invites you to savor the stunning nature of the Berkshires. Along the way, you'll encounter museums, hiking spots, historic towns, and magnificent vistas, finishing at the Mohawk Trail State Forest, with walking trails nestled in nature's embrace.

Natural Bridge State Park


Natural Bridge State Park features the only natural white marble arch in North America. This unique bridge spans Hudson Brook as it flows through a 60-foot gorge, showcasing the power of glacial erosion. We also urge you to explore an abandoned marble quarry and see a man-made white marble dam, for a uniquely New England Experience.

An aerial view of a small town with a church in the middle

Local charm


For centuries, autumn has been the season of gathering and reaping the rewards of farmers’ hard work. In some safeguarded places, these age-old traditions are still lovingly preserved. Fortunately, the Berkshires is one such place where the past is cherished, and its continued future is warmly welcomed. You can delight in the land’s abundance by exploring local farmers' markets, enjoying meals at nearby restaurants, or stopping by cozy local cafes.

Whitney’s Farm Market & Garden Center



Whitney’s Farm Market is a Berkshire gem, offering farm-fresh produce, homemade baked goods, and an artisanal deli. With locally grown fruits and vegetables, every bite brings the essence of the Berkshires to your table.

A grocery store filled with lots of jars and bottles

Pick It for yourself


If you yearn to put your own hands to work, we encourage you to visit some of the local orchards during the apple-picking season. With the season beginning in late August, September seems ideal for setting out into the crisp autumn air and filling your baskets with hand-picked fresh fruit. Check the list below to find your preferred apple-picking haven:


  • Hilltop Orchards: This century-old, family-run orchard invites you to their apple ciders and wine tasting, cider donuts, tours, and relaxation at the foothills of the Berkshires.
  • Windy Hill Farm: More than just an orchard, this farm consists of an apple orchard, a blueberry field, field-grown specialty ornamental nursery stock, and a holiday shop. 
  • Bartlett’s Orchard: If you want to enjoy a treat while you pick, Bartlett’s Orchard, apart offers fresh cider and baked goods in addition to apple picking.



A family is holding a basket of apples in their hands.
A group of young people are throwing leaves in the air in a park.

Celebrate The Season


If you are looking for engaging fall activities in Massachusetts, we have you covered! There are plenty of things to do in the Berkshires at this time of the year, with welcoming communities and fall festivals to choose from.

Harvest Festival at Berkshire Botanical Garden


The Berkshire Botanical Garden’s annual Harvest Festival is a beloved Berkshire tradition taking place in Stockbridge. This lively event offers family activities, from a botanical bakery and beer garden to food trucks, games, and hay rides. Enjoy shopping over 80 craft vendors, listening to live music, and immersing yourself in the autumn spirit. Known as the quintessential fall celebration, the festival transforms the 24-acre garden into a vibrant hub of festivities and local artistry.

A wicker basket filled with pumpkins and hay
A person is holding a maple leaf with a heart shaped center.

Fall Foliage Parade


The streets of North Adams come alive as the city hosts their annual downtown Fall Foliage Parade, a joyful celebration of all things autumn in the Berkshires. Join the community for this enchanting spectacle, and prepare to be dazzled by a parade that turns dreams into reality!


Lenox Apple Squeeze


Lenox Apple Squeeze promises a lively day filled with music, mouthwatering food, and a kid's carnival. Stroll through over 70 vendors offering delicious bites and unique artisan crafts, and enjoy live musical performances at the Antimony Beer Garden downtown.

There is a pumpkin patch in the middle of an orchard.
A campground activitiy center with a golf cart parked in front of it

Camp with us at Mt. Greylock Campsite Park

If you are ready to really fall into autumn, we invite you to immerse yourself in the season at Mt. Greylock Campsite Park. Escape to our secluded camping plots and RV spaces, nestled deep within acres of pristine forest. 



Our beautifully maintained campground offers a true outdoor adventure where you can breathe in the fresh air and let the stress melt away. For an even more enchanting experience, consider a midweek stay to enjoy more availability and savings. Book your retreat here and let the rejuvenating magic of Mt. Greylock whisk you away!

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