September has arrived, bringing crisp evenings, cozy flavors, and a calendar full of events across Central Massachusetts to help you make the most of early fall. From savoring bites at the Leominster Food Truck Festival to raising a stein at Dirigible Brewing Co.’s Oktoberfest, there’s no shortage of ways to celebrate the season. Whether you’re diving into tarot, sharing book recommendations, dancing at a Victorian fairytale ball, or exploring the woods on a Mushroom Walk, these local happenings offer something for every taste and interest.
Leominster Food Truck Festival - Friday, September 12th
Kick off the weekend with a delicious variety of flavors at the Leominster Food Truck Fest. From savory bites to sweet treats, this vibrant fest features a rotating lineup of food trucks, local flavors, and community camaraderie. Grab a friend and make it a Friday feast surrounded by good eats and great company. Learn more here.
Dirigible Brewing Co. Oktoberfest - Saturday, September 13th
Raise a glass at Dirigible Brewing Co.’s first Oktoberfest! Enjoy the release of their Ein-Stein Märzen and Chuckaboo Pilsner, with traditional gravity-pour kegs, hearty sausages, warm pretzels with beer cheese, and live oompah music. The expanded beer garden sets the stage for games, competitions, and plenty of festive fun. See event information here.
Monthly Tarot Class - Monday, September 15th
Gather with fellow tarot enthusiasts for this monthly class led by Wendy Saydah. Each session highlights the astrological themes of the month and explores how they appear in the cards, offering guidance and fresh perspectives. All are welcome, whether you are new to tarot or already experienced. Bring a favorite deck and a journal to join the practice. Find details here.
Shelf Aware Book Group - Tuesday, September 16th
Connect with fellow readers at the Ayer Library’s Shelf Aware Book Group. This relaxed gathering invites you to share what you’re currently reading and pick up fresh recommendations from others. It’s the perfect way to make progress on your TBR list while discovering new titles to explore. The group meets from 1:30 to 3:00 PM in the library lounge. Learn more here.
Mushroom Walk - Saturday, September 27th
Celebrate Good Neighbor Day with a guided Mushroom Walk led by Ayer’s own Jonathan Kranz. This 90-minute hike through the Pine Meadow Conservation Area explores local fungi, highlighting which mushrooms are safe to enjoy and which to avoid. Meet at the Pine Meadow Pond Trail Head at 10:00 AM, and don’t forget bug spray, sturdy shoes, and a curious spirit for this fall foray into the forest. Reserve your spot here.
Billy Deuce Comedy: Bull Run - Saturday, September 27th
Close out the month with laughs at the Bull Run in Shirley, where comedian and musician Bill Doucette (better known as Billy Deuce) takes the stage. A Massachusetts native with national reach, Billy blends storytelling, music, and character-driven humor with a nostalgic flair. Expect high-energy performances rooted in real-life experiences, a few nods to the past, and plenty of reasons to laugh the night away. The show begins at 8:00 PM in the Bull Run Ballroom. For more information, click here!
September in Central Massachusetts is all about gathering, exploring, and savoring the shift into fall. Whether it’s sharing a meal, raising a glass, getting lost in a good story, or laughing until your cheeks hurt, these moments bring people together and make the season feel special. Take the time to step away from routine, lean into the spirit of community, and let September leave you with memories that last well beyond the month.
