| May 2025 | |
| 09 Friday | The Whites of Spring 20255:00pm - 8:00pm CST CIBM Bank, 204 S Market, Monticello, IL, 61856 A Refreshing Way to Enjoy Historic Downtown Monticello The Whites of Spring celebrates the arrival of Spring in downtown Monticello. Sample white wines as you walk, sip, and shop at participating merchants and restaurants. There will also be a few appetizer locations! This event is on Friday, May 9, from 5 - 8:00 pm around historic downtown Monticello. Wine sampling is reserved for ticketed guests, but all are invited to enjoy extended shopping hours. The printed map and wine glass pickup location will be in CIBM Bank at 204 S Market St., Monticello, IL 61856, starting at 4 PM. We ...more |
| 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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| December 2025 | |
| 18 Thursday | Candles & Carols 202505:00 PM - 8:00pm CST Downtown Monticello, 110 S State St, Monticello, IL, 61856  Come to Downtown to enjoy a community celebration! Make some family memories for the holidays!
5 - 8 PM:
Horse-Drawn Carriage Rides available!
Local Retailers and Restaurants are open for last-minute shopping!
Grab a selfie for fun holiday photos in Rotary Park!
6:00-7:30 Join in a Community Carol Sing-a-Long!! Make some family memories for the holidays!
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Main Street Facebook
It's a fitting song for There's No Place Like Home. 114 W. Washington Monticello Il!
Prairie Fire Glass... the perfect stop to shop and stay warm!
Last but not least...Ziemer Gallery will be participating in 2025 Reds of Christmas this year! Carol has been a staple of our event over the years, and we are thrilled they will be in one last Reds of Christmas! We certainly hope people will swing by to enjoy the beautiful artwork, but also to tell Carol THANK YOU for her hard work and efforts over the years! Ziemer Gallery and Carol will be missed in our downtown!
Ziemer Gallery's last day will be November 30th Noon-4pm.
We are down to under 25 tickets...so get them while you can!
This event is a fundraiser for Monticello Main Street. Monticello Main Street is a 501c3 organization, celebrating its 30th anniversary in 2026, dedicated to historic preservation and strengthening our community's economic growth. Learn more at our website!
We need some help to do all the fun things around town in the next few weeks...if you could help, we'd sure appreciate it!
Please share and tag people that you know would want to help us!!