February Annual 2020! Feb 22

This mid-winter celebration of arts and culture features the historic landscape of Uptown Jackson. 

2019 featured Roy Thomas, the former Editor-in-Chief of Marvel Comics and co-creator of some of comics’ greatest heroes, including Wolverine. He was raised in Jackson, attended St. Paul Lutheran School, Jackson High School, and Southeast Missouri State University.

Springfest 2020! March 27

Say goodbye to winter and join in with our Piccadilly Style Auction!


This unique and fun event will have you jingling with fun as you bid on great items using merely quarters!

JACKSON-IN-BLOOM 2020! April 18

Jackson-In-Bloom is a family-oriented event held in early spring.

2019 had Uptown Jackson filled with color. Once again the Jackson High School Plant Sale was a big success, and everyone enjoyed all the activities, food vendors, and merchant specials.  


Jackson-In-Bloom also encourages all local businesses and residents to show their pride in the community by planting colorful blooming plants and trees throughout Jackson so we can truly be “Jackson in Bloom”.

Oktoberfest 2020! Oct 2-3

Oktoberfest is presented in the style of a German Festival. We feature live music, authentic food and beer, and family-friendly activities to give one the sense of adventure that a trip to Munich would provide!


More information on the specifics of the event is on our Facebook page at www.facebook.com/UptownJacksonOktoberfest.

Christmasfest 2020! Dec 6

The Christmas Parade in Uptown Jackson! 

After the parade be sure to visit Santa. There is children's story-time at the History Center with hot chocolate for the little ones. Parents, bring your cameras!

Many uptown merchants stay open late offering specials and decorate their windows in a Christmas theme.

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  • 125 E. Main St, Suite E

  • Jackson, Missouri, 63755

  •  Tel: 573-987-0624