February Annual 2021! Feb 27

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

The 2020 February Annual was Glass Alive! The Southern Illinois University School of Art and Design transported their portable glass blowing studio, named "Aunt Gladys II" to Uptown. The Cape County History Center hosted an SIU student and faculty glass exhibition.

Uptown merchants had special promotional events throughout the day. It also included food and beverage trucks, as well as The German Cook.

Springfest 2021! March 12

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


The second annual Springfest--and funnest event of the year--was postponed and rescheduled for March 12, 2021. It will be held at the Jackson Civic Center from 5:30 to 10:00 p.m. Tickets are $30 (includes meal and free beer and wine from 5:30 - 6:30.)

To purchase tickets contact Cobblestone Corner at 573-243-4300 or Steve Turner, Uptown Jackson Executive Director at 573-987-0624 / director@uptownjackson.org.


Canceled for 2020.


It draws families, gardeners, pet owners, and a variety of potential customers for your business. In celebration of spring, Jackson-In-Bloom focuses on landscaping, gardening, earth-friendly products/services, pets, and outdoor activities.


Oktoberfest 2021! Oct 1 & 2

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 Uptown Jackson Christmas Parade theme for this year is “A Superhero Christmas.” The parade will begin at dusk (around 5PM). 

Our parade will look a little differently this year. Santa will be riding in this year’s parade, but will not be available for photos and our Uptown Shops will not be open for shopping. Cape Girardeau County Covid-19 guidelines will be followed. 


Want to be IN the parade? Click this link and download the Parade Entry Form:

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  • 100 N. Missouri St.

  • Jackson, Missouri, 63755

  •  Tel: 573-987-0624