| 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
Did you know that Just BEE Açaí at UIUC now has a location in Monticello?! They have the most amazing acai bowls, toasts, and more!! Be sure to swing by for some treats during 2025 Reds of Christmas!
Don't wait to grab tickets...this event sells out each year!
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!
KDK by Design is a must-see on @2025 Reds of Christmas! Katie always has her store beautifully decorated and gives some great inspiration, not to mention has great services to offer!
Don't wait to grab tickets...this event sells out each year!
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!
Searching for a gift for the antique lover in your life? Mary, Maude & Me is the place you must stop during 2025 Reds of Christmas! Look at the vintage wrapping paper they posted earlier!!
Don't wait to grab tickets...this event sells out each year!
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!
Boka Shoppe Inc. has been a staple in Monticello for over 50 years! Make sure you swing by to say hi to Donna and crew during 2025 Reds of Christmas! You never know what you will find, they have so many different choices for your gift-giving needs!
Don't wait to grab tickets...this event sells out each year!
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!