| October 2026 | |
| 31 Saturday | Merry on MainAll day event CST Christmas Starts Here in Historic Downtown Monticello
A Week of Holiday Shopping, New Merchandise, Seasonal Décor & Small-Town Christmas Charm.
We will keep you up to date on Facebook regarding all the great places to shop and enjoy!
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| November 2026 | |
| 27 Friday | Reds of Christmas 20265:00pm - 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 Noon on October 16, 2026!
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| December 2026 | |
| 18 Friday | Take a Pause before the Clause05:00 PM - 8:00pm CST Downtown Monticello, 110 S State St, Monticello, IL, 61856 .jpg) |