Celebrate the Season: Top Fall 2025 Events & Community Activities in Monticello, MN
What are the best ways to experience fall in Monticello, MN this year?
From pumpkin patches to local art festivals, Monticello comes alive each fall with events that showcase the warmth, creativity, and community spirit that make this area such a great place to call home.
Downtown Trick-or-Treat Event – October 23, 2025
Downtown Monticello transforms into a festive Halloween stroll during the Downtown Trick-or-Treat Event, happening Thursday, October 23 from 4–6 PM. Businesses along West Broadway and Walnut Street will display orange pumpkins in their windows, inviting kids and families to stop by for treats and smiles.
It’s a wonderful way to meet local business owners, connect with neighbors, and enjoy a crisp fall evening in the heart of town.
Dan & Jerry’s Pumpkin Fest – October 26, 2025
Nothing says fall like a good pumpkin festival! Dan & Jerry’s Garden Center (2498 85th St NE) hosts its annual Pumpkin Fest on Sunday, October 26 from 10 AM – 2 PM.
Expect pumpkins, seasonal décor, local vendors, and a welcoming community atmosphere. This long-standing Monticello favorite is ideal for a weekend outing and makes a great stop for your fall photos.
Fresh Acres Fall Festival – Weekends through October 26
If you’re looking for a full day of fall fun, Fresh Acres Farm (8102 72nd St NE) runs its Fall Festival every Saturday and Sunday from 10 AM – 6 PM through October 26.
With its corn maze, hayrides, and cozy farm atmosphere, it’s the perfect spot to enjoy the changing leaves and local charm. Whether you’re a lifelong resident or exploring the area as a potential homebuyer, events like this give you a genuine sense of Monticello’s community vibe.
Harvest & Hops Festival – September 6, 2025
Kick off the season early at the Harvest & Hops Festival hosted at Fresh Acres Farm. Scheduled for Saturday, September 6 from 11 AM – 5 PM, this event blends fall traditions with local brews, artisan vendors, and live music.
It’s a great way to celebrate the start of fall and see firsthand how Monticello combines small-town comfort with a lively social scene.
Let’s Chalk Monticello – September 20–21, 2025
Each September, downtown Monticello transforms into an open-air art gallery during Let’s Chalk Monticello — a two-day chalk art festival along West Bridge Park and River Street.
Artists from across the region create colorful masterpieces right on the pavement, and visitors are encouraged to stroll, snap photos, and soak up the creativity. It’s a community favorite that highlights Monticello’s growing arts culture and downtown energy.
More to Explore This Fall
Looking to fill more weekends? Keep an eye on the Monticello Chamber of Commerce event calendar for other community gatherings and local markets happening throughout Wright County this fall. From harvest dinners to outdoor concerts, there’s always something happening just minutes from home.
Your Takeaway
Monticello’s fall season is more than just beautiful scenery — it’s a celebration of community. Whether you’re trick-or-treating downtown, browsing art on River Street, or picking pumpkins at Fresh Acres, each event offers a way to connect with the people and places that make this area special.
Ready to Experience More of Monticello?
If you enjoyed this roundup of Monticello MN fall events and community activities, be sure to check out my other local blogs for more ways to explore and enjoy life here.
To learn more about living, buying, or selling in Monticello, reach out to me, Steph Schmitz, REALTOR® — I’d love to help you get connected to this vibrant community.
