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Holiday Events

Looking for holiday events the whole family can enjoy? You're in the right place. Take a look at Oskaloosa Main Street and Mahaska Chamber & Development Groups 'Holiday Happenings' this season!


Heart of Christmas Logo
Thank you to Lana Egan for this year's parade logo!


Mahaska County Holiday Happenings 

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

Head over to the square to see 'Painting with Lights' illuminate downtown buildings at 6 pm for the holiday season. 
Grab some cookies, and cocoa, see Santa and the reindeer, and take a free horse-drawn wagon ride.

**' Painting with Lights' will turn on every day from 4:45 pm until 11:00 pm from November 18 to January 7, 2024. 

Catch the new 'Dancing Lights' show for the first time showing, November 18 at 6:10 pm. 'Dancing Lights'  will resume on November 24 and run until January 7, 2024. The 'Dancing Lights' can be seen Sunday-Thursday from 6:00 pm-8:00 pm and Friday-Saturday 6:00 pm-9:00 pm. 

**'Dancing Lights' has been donated by the Golden Goose Club to the City of Oskaloosa. Please contact City Hall for more details! 

Home Decorating Contest  - Judging will take place November 27 at 6pm 

Get your Christmas lights and decorations out! Participate for your chance to win one of the five categories and $100 Chamber Cash!
Pre-register your home by calling Lori Oaks at Hawkeye Real Estate or 641-660-7011 by 12:00PM on November 27. 



Window Decorating Contest Judging
November 29 & November 30 - 6:00 PM

Drive around or take a stroll downtown to see area business owners' storefront and window decorations!  Displays will be up throughout the holiday season!
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, at 641-672-2591. 

Click here for an interactive map of participants! 


Sieda Annual Holiday Tour of Homes
Presented by Legacy Real Estate Group 

Friday, December 1 - 5 PM to 8 PM
Saturday, December 2 - 1 PM - 4 PM

Tickets are $15 each or 2/$25 - available for purchase at Legacy Real Estate Group and Mahaska Drug. 

Want to purchase tickets online? Click here to purchase!

Merry Little Downtown Christmas
Friday, December 1 - 5:30-7:30 PM
City Square Park - Downtown Oskaloosa

Make your way downtown for holiday fun and festivities! Get photos taken with Santa, Mrs. Claus, and live reindeer! Enjoy Christmas treats, horse-drawn wagon rides, 'Dancing Lights', and more - all under the glow of Painting with Lights. 

36th Annual Lighted Christmas Parade
Saturday, Dec. 2 @ 7 PM

2024 Theme - "The Heart of Christmas"

Come enjoy the one-of-a-kind Lighted Christmas Parade in Downtown Oskaloosa! 

Pre-Parade Horse-Drawn Wagon Rides on the Square - 4:00-6:00 PM - Don't forget your cash! 

Want to have a float entry? Fill out the application below! DEADLINE TO SUBMIT Monday, November 6, 2023


Lighted Christmas Parade Float 2021


2023 Lighted Christmas Parade Route Map

2023 Parade Route Map

Parking prior to the parade is expected to be extremely limited. 10/15 Transit will be providing a shuttle service on the day of the parade. Please see the map below for parking locations and pick-up/drop-off times. Questions? Call the Mahaska Chamber! 

Overflow parking at the Osky Engineering lot will be offered at The Bridge Church, across the street. 

shuttle map

Parade Lineup 2023: UPDATED LIST TO COME after application submissions. (Some changes may occur) 





















Painting with Lights Raffle Drawing
Monday, November 6 - Noon

**All raffle names have been drawn. Calls are now being made to winners! 

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. 

Young Ambassador Ceremony
Vote from October 30 - November 27 @ 11AM
** Crowning Ceremony will take place Monday, November 27 - 6:00-7:00 PM
Penn Central Mall, Center Court

Don't forget to vote for your favorite little prince or princesses! 2023 proceeds will go to EBF Preschool and Lighted Christmas Parade. Take a look at all Oskaloosa Main Street's Contestants and their locations! 

Young Ambassadors Contest Entry Form - DEADLINE FOR ENTRY 3:00 PM on Friday, October 20, 2023. 

YAC locations 2023













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