| November 2025 | |
| 28 Friday | Reds of Christmas 20255:00pm - 8:00pm CST Historic Courthouse Square in Downtown Monticello, Monticello, IL, 61856  Mingle with old & new friends alike in Monticello this holiday season! There’s no better way to kick things off than with the First State Bank and Trust Reds of Christmas, a shop walk with wine, appetizers, and dessert tastes throughout our historic downtown. Ticketed guests will receive a commemorative tasting glass at check-in for red wine sampling while shopping.
Tickets are on sale at 3 PM on October 31, 2025!
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Main Street Facebook
We've often promoted our friend Kat Ryan and her book series set in a fictional town that is loosely based on our beloved community. She has her 9th book in the series out now! So if we previously sucked you into her world...run out and grab the next book!
🎉 Celebrating 30 Years 🎉
From then to now, Monticello Main Street has grown with the businesses and people who bring downtown to life.
💚 For three decades, you’ve shopped, dined, and supported local — and together, we’ve built a downtown full of energy and community pride.
#MonticelloMainStreet #ThenAndNow #ThrivingTogether #ShopLocal #hoco
Monticello Main Street has always been about community, connection, and the businesses that call downtown home. From family-run shops to cornerstone services, these early storefronts built the foundation for the vibrant downtown we know today.
✨49 years of Brown Bag
✨55 years of Filippo's Pizza in Monticello
✨ 110 years of Burgess & Cline, Inc.
(Just to name a few...)
✨ 30 years of supporting local business — and it all started right here.
#MonticelloMainStreet #LocalLegacy #ShopLocal #hoco