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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 Group's 'Holiday Happenings' this season!

Mahaska County Holiday Happenings 


Turn on the Lights!
Saturday, November 22 - 5:00-8:00 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 22 to January 5, 2025. 

Home Decorating Contest  - Judging Date: Dec. 3 & 4 

Get your Christmas lights and decorations out! Participate 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 Noon, Monday, December 2. 

Window Decorating Contest Judging - December 3 & December 4 

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 and announced on December 5. 
Pre-register your business window by completing this form and submit by November 7. 
Late entries can call the Chamber office to learn about options, at 641-672-2591. 

The interactive Map will be available on Friday, December 5. 

COMMOTION: The Best Christmas Pageant Ever
Wednesday, December 3-Friday, December  @7 PM, Saturday December 6 @11 AM, Sunday December 7 @2 PM
George Daily Auditorium 

Join George Daily Auditorium for a music-filled Friday night. Tickets are available at https://www.tix.com/ticket-sales/tix/1008

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

Friday, Dec. 5, 5-8 PM and Saturday, Dec. 6, 12-4 PM

There will be 5 homes on the tour this year. The Tour is sponsored by Legacy Real Estate for the 3rd year in a row. During the tour hours, "tourists" can stop by the Legacy Real Estate office for refreshments, last minute ticket purchases, the silent auction part of the Tour and mingling with friends and neighbors. Tickets are $15 each or 2 for $25, and go on sale November 1 at Mahaska Drug, Legacy Real Estate and online at www.givebutter.com. Follow our Facebook page (Sieda Community Action) or check out our website at www.sieda.org

38th Annual Lighted Christmas Parade
Saturday, Dec. 6 @ 7 PM
2025 Theme - "Holiday Joys & Toys"

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 Friday, November 7, 2025

Entry Form: Link to form

Lighted Christmas Parade Float 2021

 

Lighted Christmas Parade Route Map 

2024 Lighted Christmas Parade Route Map

Parking before 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! 

Shuttle Parking Map

Thank you to 10/15 Transit for providing a FREE shuttle service to the Lighted Christmas Parade. There are two parking locations and a shuttle drop-off location right downtown in Oskaloosa. 

2024 shuttle parking map

Public Parking Map 

Please see the map below for additional public parking spots near the downtown square and parade route. 

public parking spots

Thank You to our 2025 Holiday Sponsors: 

 bank iowa clow garden

imagine    mahaska drug   

mcg  muscomwo osky vision 

herald     trubank  twin cedars


 

 

2025 Raffle

Painting with Lights Raffle Drawing
Live Drawing at Turn on the Lights! Event on November 22 at 6PM

Have you purchased your tickets yet?  Tickets are available to purchase from the Chamber office, Mahaska Drug, and H&S Feed Country Store, and True Value in Oskaloosa. 
1 ticket for $15 or 5 tickets for $50.  Winners will be drawn on Nov. 22 at Turn on the Lights! Event. Winners do not need to be present to win. 

Young Ambassador Ceremony
Vote from October 27 - December 1 @ 8 AM
** Crowning Ceremony will take place Monday, December 1 - 6:00-7:00 PM
Penn Central Mall, Center Court

Don't forget to vote for your favorite little prince or princess! 2025 proceeds will go to New Sharon Child Care & Preschool and the Lighted Christmas Parade. 

2025 Young Ambassador Registration form - DEADLINE FOR ENTRY 4:00 PM on Friday, October 17, 2025. 

 

 

 

 

 

 

 

 

 

 

 

 

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