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Holiday Events

Oskaloosa Main Street and Mahaska Chamber & Development Group will once again provide many family-friendly holiday events throughout the season.
Heart of Christmas Logo
Thank you to Lana Egan for this year's parade logo!


2022 Holiday Events Guide


Turn on the Lights! - Saturday, November 18 - 5:30-8:00 PM
City Square Park - Downtown Oskaloosa

5:30 PM - Live music, cocoa, cookies, & visits with Santa and reindeer
6:00 PM - Painting with Lights turns on!
6:00-8:00 PM - Horse-drawn Wagon Rides
Free and open to the public.

Check out "Christmas Around the World" in local retail stores. Select stores will be open from 9 am - 8 pm. 

Painting with Lights Raffle Drawing - Monday, November 6 - Noon
Have you purchased your tickets yet?  Tickets are available to purchase from the Chamber office, Mahaska Drug, and H&S Feed and Country Store in Oskaloosa. 
1 ticket for $10 or 5 tickets for $40.  Winners will be notified via phone call. Drawing open to the public. 


Home Decorating Contest Judging - Monday, November 27 - 6:00 PM
Winners will be notified via phone call.
Pre-register your home by calling Lori Oaks at Hawkeye Real Estate or 641-660-7011 by noon on November 27.

Young Ambassador Ceremony - Monday, November 27 - 6:00-7:00 PM
Penn Central Mall, Center Court

Young Ambassadors Contest Entry Form - due by 3:00 PM on Friday, October 20, 2023


Window Decorating Contest Judging - November 29 & November 30 - 6:00 PM
Winners will be notified via phone call.
Pre-register your business window by completing this form and submit by November 10.  Late entries can call the Chamber office to learn about options, 641-672-2591.


Merry Little Downtown Christmas - Friday, December 1 - 5:30-7:30 PM
City Square Park - Downtown Oskaloosa
Santa and reindeer, horse-drawn wagon rides around the square, cocoa & cookies, music, & more.
Free and open to the public.


Pre-Parade Horse-Drawn Wagon Rides - Saturday, December 2 - 4:00-6:00 PM
City Square Park.


2023 PARADE APPLICATION Available Now! - due Monday, November 6, 2023


Lighted Christmas Parade - Saturday, December 2 - 7:00 PM
The 36th Annual Lighted Christmas Parade theme is " The Heart of Christmas".

Lighted Christmas Parade Float 2021



2023 Lighted Christmas Parade Route Map: (some changes may occur) Updated Route Map to Come. 


Parade Lineup 2023: UPDATED LIST TO COME after application submissions. 

Parade Lineup 2022: (some changes may occur)

Parade Lineup List 2022







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