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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 fifteen wine tastes, as well as appetizer 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 $30 and are available online only at monticellomainstreet.org starting at 3 PM on October 31, 2025! Ticket sales will close upon sell-out.
A special thanks to our sponsor, First State Bank and Trust, for their support!! We also want to thank Bespoke Gift Company for their partnership with Monticello Main Street for this event!
We have amazing participating businesses:
First State Bank of Monticello
Monticello Mercantile
The Green Door
Yoga off the Square
Piatt County Animal Shelter
Soy&Lee Clothing Boutique
Friends$ Video Gaming Parlor
Willow Tree Missions on State
En Point Monticello
Koester Homes with Sage City Market
Hartfield Book Co.
Dragonfly Treasures & More
Out of the Blue Polish Pottery
Simply JJ
Kaybee Community Cafe
These Four Walls
Brackett & Compnay
Boka Shoppe
Mary, Maude & Me
There's No Place Like Home
KDK by Design
KJ & Co.
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Event Venue & Nearby Stays
First State Bank and Trust, 201 W Main St, Monticello, IL 61856-1860, United States
Concerts, fests, parties, meetups - all the happenings, one place.






