Fall in Middle Tennessee is made for family adventures—even if we’re still waiting on those cooler temperatures to settle in. Soon the crisp air and colorful leaves will follow, and with them, plenty of community events that make it the perfect season to get outside together. And the best part, you don’t have to spend a dime to enjoy it. Both Robertson and Sumner counties are home to free, family-friendly fall activities that bring neighbors together and celebrate the season. From bustling town squares to quiet wooded trails, you’ll find something for everyone in your crew.

Robertson County

Fall on the Farm (Orlinda)

• On Saturday, October 11, 2025, from 9:00 a.m. to 3:00 p.m., Bernard Farms hosts its annual Fall on the Farm festival. Families can enjoy live music, local food, seasonal activities, and a welcoming farm atmosphere that captures the best of autumn in Robertson County. It’s a great way to spend the day outdoors with neighbors and friends. Learn more 

1st Fridays in Historic Downtown Springfield

• The town square comes alive on the first Friday of each month with food trucks, artisans, and live music. Families can stroll through shops, enjoy a sweet treat, and listen to local performers without worrying about admission costs. It’s a relaxed evening that feels like a community block party. The next one takes place on October 3rd, 6:00 p.m. - 9:00 p.m. Learn more

Annual Scair - Port Spooktacular 

• On Saturday, October 18, 2025, from 10:00 a.m. to 2:00 p.m., the Springfield Robertson County Airport transforms into a high-flying Halloween celebration. Families can trick-or-treat along decorated hangars and planes, snap photos with Ichabod Crane and the Headless Horseman, enjoy live music, shop local vendors, and grab bites from a food truck. Learn more

Sumner County

17th Annual Pumpkin Patch Festival (Hendersonville)

• On Saturday, October 11, 2025, families can enjoy the 17th Annual Pumpkin Patch Festival from 10:00 a.m. to 2:00 p.m. at the Center Stage Plaza. Kids ages 9 and under receive a free pumpkin (while supplies last) and can join in pumpkin painting, inflatables, games, costume and dance contests, and a magic show. Live music, food vendors, and photo backdrops make it a festive day for the whole family.
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Portland Fall Festival

• Portland knows how to celebrate the season, and this festival proves it. Families can wander through pumpkin displays, watch local performers, and browse arts and crafts booths. Kids can try their hand at pumpkin carving while adults sip cider and shop from local vendors. It’s a true community tradition that welcomes everyone. The event takes place on October 18th, 10:00 a.m. - 3:00 p.m.
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Bledsoe Creek State Park

• For families who prefer a slower pace, nothing beats a day at Bledsoe Creek. With scenic trails winding through forests and along the lake, the park offers plenty of spots for a picnic or leaf-collecting adventure. Autumn colors peak in October, making it one of the most beautiful times of year to explore the outdoors without spending a dime. Five family friendly events are taking place in October, from Art in the Park to Spooky Season Species.
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From small-town festivals filled with laughter to peaceful hikes surrounded by fall color, Robertson and Sumner counties make it easy to create lasting family memories without breaking the bank. 

Each event captures a little piece of what makes Tennessee special: community spirit, natural beauty, and traditions that bring people together. So mark your calendars, grab a sweater, and get ready to enjoy all the free fun fall has to offer right here in your community.

Editor's Note: Have a free, family-friendly event you'd love us to add to our Community Calendar? Email Sarah for consideration.