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Bootheel Bluegrass Festival

Bootheel Bluegrass Festival

The 2026 Bootheel Bluegrass Festival will take place January 29-31.

This annual 3-day indoor bluegrass event will feature performances by Daryl Mosley, Gilbert Humphrey, Possum Trot, Alaskan Sunnyside Sisters, Rising Son, Leevon DeCourley, Stringed Union, Bull Harman & Friends, and Herbie Johnston & Fiddler’s Frolic. Vendors will be on-site with crafts, handmade items, and baked goods.

The festival kicks off Thursday, January 29, and continues through Saturday night, January 31, at the Bavarian Hall by Drury Inn in Fruitland. Tickets available at the door.

For room reservations at the Drury Inn, contact: (573) 243-9200.

Thursday, January 29
Gospel Night - The Old-Fashioned Revival Hour
7-10 PM
Daryl Mosley
Gilbert Humphrey

Friday, January 30
2-10 PM
Daryl Mosley
Possum Trot
Alaskan Sunnyside Sisters
Stringed Union

Saturday, January 31
1-10 PM
Leevon DeCourley Band
Possum Trot
Bull Harmon & Friends
Herbie Johnston & Fiddler's Frolic
Rising Son

For more information, visit (2) Bootheel Bluegrass Festival | Facebook

Bavarian Halle by Drury Inn
Thursday - $10; Friday - $20; Saturday - $20; Weekend Pass - $40; Ages 16 and under FREE.
07:00 PM - 10:00 PM on Thu, 29 Jan 2026
Bavarian Halle by Drury Inn
225 Drury Lane
Jackson, Missouri 63755
573-243-9200