| 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
Be sure to swing up into one of our event spaces, The Moore Building Ballroom while you are toodling around on 2025 Reds of Christmas!! There will be information available about rental and you will get to see the beautiful space! Bonus...you can shop with Craft Haven, Pink Zebra, Gina Cripes Keepsakes, and Obrien's Gifts & Creations!!
Don't wait to grab tickets...their almost gone!
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!
Sage Nutrition - Monticello is open with new ownership (but a friendly face from the past)! If you haven't been back since the change 2025 Reds of Christmas will be a great opportunity to reacquaint yourself!. If you've never checked it out, take a look at the menu...they have something for everyone!
Don't wait to grab tickets... they're almost gone!
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!
KJ & Co. is one of our newest boutiques in Downtown Monticello, so you may not have had a chance to take a look yet! It's hard not to find that casual clothing or accessory you are looking for...so plan to spend some time when you come to 2025 Reds of Christmas!
Don't wait to grab tickets... they're almost gone!
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!
There's No Place Like Home. is a store with a little of everything to enjoy. You can find antiques and newer items, treats, etc. They are a great stop to enjoy on 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!