Osceola Music Series
Fall Music Series

Osceola Chamber Luncheon
Osceola Fall Music Series
Our Fall Music Series has some new acts from Warsaw and Quincy as well as some returning popular acts!  We kick things off with the Annual Osceola Street Dance on August 31 and end on Saturday October 7th with OH CRAP the Osage Hills Connection Route After Party!  Pay attention to dates as the Street Dance and OH CRAP are not on the usual Friday nights!

Street Dance Kickoff
The Annual Osceola Street Dance will be on Thursday on the Square with The County Liners playing from 5pm to 9pm!  The Osceola Senior Class will be serving their Famous Chicken Dinner and the Osceola Optimist will be serving Hamburgers, Hot Dogs, sodas and water.  La Casita will be serving Street Tacos and regular and frozen margaritas!  A first this year will be the Stick Horse Race presented by Bray & Company Real Estate where young riders will run a barrel style race!  Always a great time, come out and support these local organizations!

Fridays in September
Our Friday Music Series begins on September 8th and runs each Friday in September from 5pm to 8pm.  Just like the Spring Series the shows are free and open to the public.  Everyone is encouraged to bring a cooler with the beverage of choice, food and snacks.  La Casita will be serving outside but this is also a BYO event if you don't want to purchase dinner at the restaurant.

OH CRAP
The Osage Hills Connection Route After Party (OH CRAP) will feature live music on the square and a day of fun cheering arriving bike riders from Clinton, Bolivar and points in between to Osceola.  The Osage Hills Connection Route is a route that connects the Frisco Trail in Bolivar to the Katy Trail in Clinton, October 7th is our 2nd Annual Ride!  For some Osceola will be the mid-point, for others Osceola will serve as the end point.  All will enjoy the sights, sounds and food of Osceola!  Part of the Chamber's Fall Music Series this will feature an afternoon show with live music from Randy Polson on the Osceola Square from 11am to 2pm!

BYO Event
La Casita will once again be setup with outside seating and serving guests outside to enjoy the music or eat inside.  This is a BYO Event meaning you don't have to eat at the restaurant.  Bring a cooler and food or snacks and enjoy the music on the square.  Bring a lawn chair and enjoy this free event at any of the shows from the street Dance to OH CRAP!

Randy Polson - April 21

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Randy Polson
April 21, 2023
 

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Randy Polson
April 21, 2023
 

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Randy Polson
April 21, 2023

Ponch Burkhart - April 28

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Ponch Burkhart
April 28, 2023
 

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Ponch Burkhart
April 28, 2023
 

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Ponch Burkhart
April 28, 2023

CINCO DE MAYO
Paula Newman &
Linda Brewer Smith - May 5


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Paula Newman &
Linda Brewer Smith

May 5th 2023
 

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Paula Newman &
Linda Brewer Smith

May 5th 2023
 

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Paula Newman &
Linda Brewer Smith

May 5th 2023

Jack Wallace - May 12

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Jack Wallace
May 12, 2023
 

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Jack Wallace
May 12, 2023
 

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Jack Wallace
May 12, 2023

SUMMER KICKOFF
The County Liners - May 26


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The County Liners
May 26, 2023
 

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The County Liners
May 26, 2023
 

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The County Liners
May 26, 2023

County Clair - June 2

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County Clair
June 2, 2023
 

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County Clair
June 2, 2023
 

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County Clair
June 2, 2023

2023 STREET DANCE
FALL MUSIC SERIES KICKOFF
The County Liners - Aug 31

 

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Street Dance
Sponsored By:


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The County Liners
August 31, 2023
 

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The County Liners
August 31, 2023
 

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The County Liners
August 31, 2023

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The County Liners
August 31, 2023
 

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The County Liners
August 31, 2023
 

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The County Liners
August 31, 2023

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Bray Reality Arena
August 31, 2023
 

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Stick Horse Coral
August 31, 2023
 

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The County Liners
August 31, 2023

Jeff Caudle - Sept 8

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Fall Music Series
Sponsored By:



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Jeff Caudle
September 8, 2023
 

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Jeff Caudle
September 8, 2023
 

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Jeff Caudle
September 8, 2023

Randy Polson - Sept 15

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Fall Music Series
Sponsored By:



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Randy Polson
September 15, 2023
 

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Randy Polson
September 15, 2023
 

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Randy Polson
September 15, 2023

SAC OSAGE PUBLISHING NIGHT
Colt-n-Rachel - Sept 22

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Fall Music Series
Sponsored By:



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Colt-n-Rachel
September 22, 2023
 

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Colt-n-Rachel
September 22, 2023
 

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Sac Osage Publishing
September 22, 2023

Jim & Darlene - Sept 29

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Fall Music Series
Sponsored By:



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Jim & Darlene
September 29, 2023
 

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Jim & Darlene
September 29, 2023
 

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Jim & Darlene
September 29, 2023

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Jim & Darlene
September 29, 2023
 

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Jim & Darlene
September 29, 2023
 

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Jim & Darlene
September 29, 2023

OH CRAP
Osage Hills Connection Route After Party
Randy Polson - October 7

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Randy Polson
October 7, 2023
 

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Randy Polson
October 7, 2023
 

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Randy Polson
October 7, 2023
See You In 2024!
Osceola Chamber Luncheon
Osceola Lodging
 
Stay the Night!
Spend the night in Osceola for this event!  Osceola has two Airbnb locations and 7 rooms right on the downtown square!  All the rooms are newly renovated and locally owned and operated!  Both locations are within walking distance of the music and shops you'll discover on Saturday Morning!  Make it a full evening and stay the night in Downtown Osceola and Explore Osceola on Saturday! 
Our rooms welcome you!


The Historic Commercial Hotel
The Historic Commercial Hotel (Est.1868) on the Downtown square in beautiful Osceola, Missouri. Old world feel with modernized accommodations. The Historic Commercial Hotel has numerous themed rooms which are designed and named after past historical guests.

Check Available Dates:
Sally Rand Suite - 2 guests 1 bedroom 1 bed 1 private bath
Tom Mix Suite - 4 guests 1 bedroom 2 beds 1 private bath
The Dam Room - 3 guests 1 bedroom 1 bed 1.5 shared baths
Lone Wolf Room - 2 guests 1 bedroom 1 bed 1.5 baths
The Quiet Room - 2 guests 1 bedroom1 bed 1.5 shared baths



The Chestnut on the Square
The Chestnut on the Square offers one and two bedroom apartments! Newly renovated 2nd floor with Loft A includes 2 bedroom 2 bath loft with kitchen, dining area and large living space with floor to ceiling windows overlooking the square!

Check Available Dates:
Historic Loft A - 4 guests 2 bedrooms 3 beds 2 baths
Historic Loft B - 3 guests 1 bedroom 2 beds 1 bath
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Music Series Sponsors