Events

Shops will be open until 8pm. Stop by all the shops and get entered into a drawing for fabulous prizes! Hope to see you there!

Christmas Market as part of Murphysboro Hometown Christmas Festivities 9 a.m. to 4 p.m. at Canning Auction Barn.

Join us for a night of live music at Havisham Bourbon, Brew & Spirits! We will be showcasing the talented students of the SIU School of Music in an intimate speakeasy setting. Enjoy a unique blend of jazz, blues, and more while sipping on your favorite drink. Don't miss out Read more

Wear your most festive Christmas running gear! The 5k will help kick off “Christmas in Downtown Anna” so PLAN TO ATTEND ALL THE OTHER “CHRISTMAS IN DOWNTOWN ANNA” EVENTS! •Registration for the 5K or 1-Mile Run/Walk is $20; on race day, Nov 25, registration is $25. Registration: 7:15 am 5K Read more

Light Up The Night Parade Union County Chamber of Commerce and the City of Anna are proud to host this festive and fun event in Downtown Anna! November 29, 2025 5:30 PM – 7:00 PM Downtown Anna Join us for Union County Light Up The Night Parade! This free event Read more

Meet the alpacas!  The ranch will have Christmas decorations up and a few of our alpacas will be dressed for the occasion! Join Us for a Magical Christmas with the Alpacas Event!  Get ready to make this holiday season unforgettable! Gather your loved ones and come to Rolling Oak Alpaca Read more

Municipal Building.  Meet Santa, Cookies, and caroling.

 2 Dates. November 29th at 7:30PM. This is a great way to finish the Christmas In Downtown Anna Festivities. It's at the Davie School Inn and doors will open at 6:30pm. This is our favorite show of the year so this year we have added a second date on December Read more

Join us for Christmas in the Courtyard on December 4th from 4:30pm-7:30pm! Take a picture with Santa, and enjoy free carriage rides graciously provided by Farmers State Bank and FSB Insurance. It's the perfect way to kick off the holiday season with family and friends. See you there! Mrs. Proctor's Read more

• Dec 5 at 7 pm, Dec 6 and 7 at 2 pm: Secret Garden: Spring Version Musical directed by Jaylyn Althoff. This enchanting classic of children's literature is reimagined in brilliant musical style by composer Lucy Simon and Marsha Norman. Orphaned in India, 11-year-old Mary Lennox returns to Yorkshire Read more

Krampus – long overlooked as Santa’s demon sidekick – is visited by Marley’s ghost on Christmas Eve in a twisted take of A Christmas Carol. But unlike Scrooge, Krampus enjoys being bad – and has no interest in redemption. This dark comedy flips the classic tale with humor and holiday Read more

Christmas Jubilee is a heartwarming holiday concert featuring a combined choir of singers from local churches and performance groups. Enjoy timeless carols, modern holiday favorites, and show-stopping performances. Performance Dates • Friday, Dec. 5 | 6:30 p.m. • Saturday, Dec. 6 | 2 p.m. Location Little Chapel Church Auditorium 3859 Read more