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Year
May 2026
08
Friday

The Whites of Spring 2026

5:00pm - 8:00pm CST

CIBM Bank, 204 S Market, Monticello, IL, 61856

Whites of Spring | Monticello IL Wine Walk & Spring Shopping Event

Whites of Spring is a spring wine walk in Monticello, Illinois, and a refreshing way to experience historic downtown Monticello. This popular Monticello, IL event is the perfect opportunity for a girls’ night out or an early Mother’s Day outing.
Join us in downtown Monticello for an evening of white wines, light bites, and boutique shopping. As one of the most unique things to do in Monticello, Illinois, this spring, Whites of Spring invites you to explore local shops, restaurants, and small businesses in a fun, social atmosphere.

What to Expect at This Monticello Wine Walk:

  • Wine samples at participating downtown Monticello shops and restaurants
  • Appetizers and desserts along the way
  • Extended shopping hours during this downtown Monticello event
  • A relaxed, social experience perfect for a spring night out
Wine sampling is reserved for ticketed guests, but everyone is welcome to enjoy shopping and the lively atmosphere in historic downtown Monticello.

Event Details:

Friday, May 8 | 5:00–8:00 PM
Historic Downtown Monticello, Illinois

Tickets for this Monticello, IL wine walk go on sale March 20.

Begin your evening at CIBM Bank, located at 204 S Market St., Monticello, IL. Ticket holders can pick up their wine glass, printed event map, and grab bag starting at 4:00 PM. There is a Google map link below.

 

Participating businesses:
Soy and Lee Boutique
Monticello Mercantile
Dragonfly
There's No Place Like Home
Mary, Maude & Me
KJ & Co.
Kaybee Community Cafe with Rising and Rooted
Brackett & Company
Lilly's Flooring
Willowtree Missions
Out of the Blue
Friend$
Koester Homes
Simply JJ
The Green Door
Legends
Edward Jones
Blend & Brew
The Main Scoop
Sage Nutrition

 

Thank You to Our Sponsor:

Thank you to CIBM Bank for sponsoring this downtown Monticello event!

Why Attend Whites of Spring:

  • Discover local boutiques and restaurants in downtown Monticello
  • Support small businesses in Monticello, Illinois
  • Enjoy one of the top spring events in Central Illinois
  • Experience a unique wine walk and shopping event in a charming small-town setting
Tickets are limited, so be sure to purchase early for this Monticello, Illinois event.
 
If you are looking for a Google Map of these locations, please visit: bit.ly/26Whites

October 2026
31
Saturday

Merry on Main

All 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!  Be sure to check all the info shared in the discussion tab for this event!!

November 2026
27
Friday

Reds of Christmas 2026

5:00pm - 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 & Trust Reds of Christmas, a shop walk with fifteen wine tastes, along with 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 per person.  They are available online only. Ticket sales will close upon sell-out. A printed Map will be provided to ticket holders; a Google map will be available here! Visitors without tickets will not receive tastes at each location, but are welcome to shop and enjoy the festive atmosphere with our ticket holders!
 
Special thanks to our sponsor, First State Bank and Trust, for their support of this event!!  As well as our wonderful participating businesses: 
 
Monticello Mercantile
Soy & Lee Clothing Boutique
These Four Walls
Out of the Blue Polish Pottery
En Pointe
Yoga Off the Square
There's No Place Like Home
Stewart Family Hardware
Lilly's Flooring
Friend$ Video Gaming Parlor
KJ & Co.
Simply JJ
Dragonfly Treasurers and More
Mary, Maude & Me
The Green Door
Willowtree Missions
Kaybee Community Cafe
Sage Nutrition
Legends Corner
 
 
 
 

December 2026
18
Friday

Take a Pause before the Clause

05:00 PM - 8:00pm CST

Downtown Monticello, 110 S State St, Monticello, IL, 61856

 
Step away from the hustle, take a breath & enjoy some downtown holiday magic!
5 - 8 PM:
Horse-Drawn Carriage Rides
Strolling Carolers
Enjoy the holiday vibe and grab a selfie in Rotary Park
Grab a bite to eat at one of our restaurants! If you and your friends want to carol, we'd love to have you, and we even have a digital songbook you could use!
Keep watching this event and our page for information on any restaurant or retail specials and businesses open for last-minute shopping!
 

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Monticello Main Street, Inc. is a nonprofit program of The National Trust for Historic Preservation, dedicated to the revitalization of our historic downtown. Monticello is accredited both as an Illinois and National Main Street community. Monticello Main Street © | PO Box 392, Monticello, IL 61856 | Tel: (217) 762-9318 | Fax: (217) 762-9713 | info@monticellomainstreet.org Copyright © 2006-2026