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Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
10:00 am to 12:00 pm
The Oskaloosa Art Center Young Ambassador Ceremony
6:00 pm
Penn Central Mall
Young Ambassador Ceremony
Penn Central MallOskaloosa, IA
Map to Event
December 1, 2025
6:00 pm
The Young Ambassador Contest is back! One young man and one young lady will once again be chosen as Oskaloosa's young ambassadors. The winner will be determined by the amount of money raised, which will be used for local preschools & daycares along with the Lighted Christmas Parade
The king and queen will be announced on Monday, December 1 @ 6:00 pm in Penn Central Mall. All participants will receive great prizes and will have the opportunity to participate in the "Holiday Joys and Toys" Lighted Christmas Parade on Saturday, Dec. 6 at 7pm.
Link to 2025 Application
Contact: Amelia Boender
events@mahaskachamber.org
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
9:30 am to 2:00 pm
Oskaloosa High School Blood Drive
9:30 am to 2:00 pm
Oskaloosa High School Wine Tasting at Rosso & Wine
5:00 pm to 7:00 pm
Rosso & Wine
Wine Tasting at Rosso & Wine
Penn Central Mall - 200 High Avenue WestOskaloosa, IA
Map to Event
December 2, 2025
5:00 pm · 7:00 pm
Enjoy some Wine Tasting at Rosso & Wine.
For More Information(641) 676-8466
5:30 pm to 7:30 pm
The Oskaloosa Art Center Bingo @the Eagles
6:30 pm
The Eagles
Bingo @the Eagles
215 High Ave EastOskaloosa, IA
Map to Event
December 2, 2025
6:30 pm
Bingo at the Eagles starting at 6:30 PM
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
10:00 am to 12:00 pm
The Oskaloosa Art Center Men's Caregiver Support Group
10:30 am to 12:00 pm
Bridget's Public House
Men's Caregiver Support Group
208 1st Ave EastOskaloosa, IA
Map to Event
December 3, 2025
10:30 am · 12:00 pm
We are a group of men navigating the role of primary caregivers for loved ones, gathering for coffee, conversation, and fellowship—whether sharing caregiving experiences or simply chatting about everyday topics (except politics). There are no reservations, fees, or obligations. Come as you are.
For More InformationContact: Rev. Molly Goodrich
(641) 673-4671
7:00 pm
George Daily
The Best Christmas Pageant Ever
Oskaloosa, IADecember 3, 2025
7:00 pm
Wednesday-Sunday, Dec. 3-7
7 PM, Sat. and Sun. matinees
A George Daily Auditorium Production, featuring regional directors, designers, and performers
In this holiday classic adapted from the bestselling young adult book, a mother struggling to put on a church Christmas pageant is faced with casting the Herdman kids, the most awful kids in the history of the world!
But she and her community watch in surprise as the same old Christmas story is rejuvenated by the creativity, energy, and unexpected sincerity of a misunderstood young family.
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
7:00 pm
George Daily
The Best Christmas Pageant Ever
Oskaloosa, IADecember 3, 2025
7:00 pm
Wednesday-Sunday, Dec. 3-7
7 PM, Sat. and Sun. matinees
A George Daily Auditorium Production, featuring regional directors, designers, and performers
In this holiday classic adapted from the bestselling young adult book, a mother struggling to put on a church Christmas pageant is faced with casting the Herdman kids, the most awful kids in the history of the world!
But she and her community watch in surprise as the same old Christmas story is rejuvenated by the creativity, energy, and unexpected sincerity of a misunderstood young family.
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
10:00 am to 5:00 pm
Stepping Stones & Eagle's Nest Christian Bookstores
Book Signing with Children's Author Kay Fuller
117 S Market StOskaloosa, IA
Map to Event
December 5, 2025
10:00 am · 5:00 pm
7:00 pm
George Daily
The Best Christmas Pageant Ever
Oskaloosa, IADecember 3, 2025
7:00 pm
Wednesday-Sunday, Dec. 3-7
7 PM, Sat. and Sun. matinees
A George Daily Auditorium Production, featuring regional directors, designers, and performers
In this holiday classic adapted from the bestselling young adult book, a mother struggling to put on a church Christmas pageant is faced with casting the Herdman kids, the most awful kids in the history of the world!
But she and her community watch in surprise as the same old Christmas story is rejuvenated by the creativity, energy, and unexpected sincerity of a misunderstood young family.
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
8:00 am to 1:00 pm
Mahaska Drug
Christmas Scavenger Hunt Extravaganza
Oskaloosa, IADecember 6, 2025
8:00 am · 1:00 pm
10:00 am to 7:00 pm
Eagle's Nest Christian Bookstore
Book signing w/ Heather Fry
Oskaloosa, IADecember 6, 2025
10:00 am · 7:00 pm
10:00 am to 7:00 pm
Eagle's Nest Christian Bookstore
Christmas Open House
117 S Market StreetOskaloosa, IA
Map to Event
December 6, 2025
10:00 am · 7:00 pm
Come early to shop and then go to the Lighted Parade. We are open until 7pm!
For More InformationContact: Mindy Uitermarkt
(641) 673-8776
gteam@steppingstonesbookstores.com
Website
11:00 am
George Daily
The Best Christmas Pageant Ever
Oskaloosa, IADecember 6, 2025
11:00 am
Wednesday-Sunday, Dec. 3-7
7 PM, Sat. and Sun. matinees
A George Daily Auditorium Production, featuring regional directors, designers, and performers
In this holiday classic adapted from the bestselling young adult book, a mother struggling to put on a church Christmas pageant is faced with casting the Herdman kids, the most awful kids in the history of the world!
But she and her community watch in surprise as the same old Christmas story is rejuvenated by the creativity, energy, and unexpected sincerity of a misunderstood young family.
6:00 pm
1st Presbyterian Church
Parade warm up for marching band
Oskaloosa, IADecember 6, 2025
6:00 pm
7:00 pm
Downtown Oskaloosa
Annual Oskaloosa Lighted Christmas Parade
222 1st Ave. EastOskaloosa, IA
Map to Event
December 6, 2025
7:00 pm
Parade and Shuttle Route Maps to be updated for 2025! Check back for details.
Join us for the 38th Annual Lighted Christmas Parade. This year's theme is "Holiday Joys & Toys". You've seen the Painting with Lights in Oskaloosa, come check out the creativity of the parade entries with all the colors and lights.
The weeklong festivities will include the Young Ambassador Contest, Window Decorating, Home Decorating contests, Gospel Christmas Concert, Merry Little Downtown Christmas and more. We welcome the community to invite family, friends and visitors to make a trip to Oskaloosa.
As you visit the town, you can always get hot cocoa, apple cider or that warm Christmas cup of coffee at the local coffee shop; visit the Alley, decorated for the holiday; visit the quaint little bookstore for a Christmas read; or shop unique shops along the square for that perfect Christmas gift. Come see the lights, grab your cameras, and come celebrate Christmas in Oskaloosa.
For More InformationContact: Oskaloosa Main Street
(641) 672-2591
mainstreet@mahaskachamber.org
7:00 pm
George Daily
The Best Christmas Pageant Ever
Oskaloosa, IADecember 3, 2025
7:00 pm
Wednesday-Sunday, Dec. 3-7
7 PM, Sat. and Sun. matinees
A George Daily Auditorium Production, featuring regional directors, designers, and performers
In this holiday classic adapted from the bestselling young adult book, a mother struggling to put on a church Christmas pageant is faced with casting the Herdman kids, the most awful kids in the history of the world!
But she and her community watch in surprise as the same old Christmas story is rejuvenated by the creativity, energy, and unexpected sincerity of a misunderstood young family.
7:00 pm to 9:00 pm
Full Bloom Brewhouse
Party and Potluck with live music from the Mondeau Dukes
Oskaloosa, IADecember 6, 2025
7:00 pm · 9:00 pm
Party and Potluck with live music from the Mondeau Dukes
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
2:00 pm
George Daily
The Best Christmas Pageant Ever
Oskaloosa, IADecember 7, 2025
2:00 pm
Wednesday-Sunday, Dec. 3-7
7 PM, Sat. and Sun. matinees
A George Daily Auditorium Production, featuring regional directors, designers, and performers
In this holiday classic adapted from the bestselling young adult book, a mother struggling to put on a church Christmas pageant is faced with casting the Herdman kids, the most awful kids in the history of the world!
But she and her community watch in surprise as the same old Christmas story is rejuvenated by the creativity, energy, and unexpected sincerity of a misunderstood young family.
4:00 pm to 7:00 pm
Bethel Baptist Church
Cookies and a Christmas Movie
1407 A Ave WestOskaloosa, IA
Map to Event
December 7, 2025
4:00 pm · 7:00 pm
come watch King of Kings FREE at Bethel to welcome the Christmas season! we''ll have cookies and hot cocoa. Nursery staff available for kids under 3. Parents please attend with your children.
For More InformationContact: Ronnie Hemsworth
(641) 673-7623
Website
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
10:00 am to 12:00 pm
The Oskaloosa Art Center Creative Juices
6:00 pm to 7:30 pm
Oskaloosa Art Center
Creative Juices
115 1st Ave WOskaloosa, IA
Map to Event
December 8, 2025
6:00 pm · 7:30 pm
Social painting class for kids ages 6-12. $20/student Register your child here. https://www.faceofmahaska.com/youth-classes
For More InformationContact: Oskaloosa Art Center
(641) 676-4694
faceofmahaska@gmail.com
Website
6:00 pm to 7:30 pm
The Oskaloosa Art Center
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
5:00 pm to 7:00 pm
Rosso & Wine
Wine Tasting at Rosso & Wine
Penn Central Mall - 200 High Avenue WestOskaloosa, IA
Map to Event
December 9, 2025
5:00 pm · 7:00 pm
Enjoy some Wine Tasting at Rosso & Wine.
For More Information(641) 676-8466
5:30 pm to 7:30 pm
The Oskaloosa Art Center Bingo @the Eagles
6:30 pm
The Eagles
Bingo @the Eagles
215 High Ave EastOskaloosa, IA
Map to Event
December 9, 2025
6:30 pm
Bingo at the Eagles starting at 6:30 PM
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
11:00 am to 1:00 pm
United Way of Mahaska County Office
Cookies & Cocoa
Oskaloosa, IADecember 10, 2025
11:00 am · 1:00 pm
You’re invited! Join United Way of Mahaska County for Cookies & Cocoa — a cozy community gathering to celebrate the season together.
Come enjoy sweet treats, warm cocoa, and holiday cheer with friends and neighbors!
Date: December 10th
Location: United Way of Mahaska County - 102 1st Ave E, Oskaloosa
Time: 11:00 am - 1:00 pm
All are welcome!
6:00 pm to 7:30 pm
Full Bloom Brewhouse
Music Bingo
Oskaloosa, IADecember 10, 2025
6:00 pm · 7:30 pm
Each song played is a change to win!
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
5:00 pm to 7:00 pm
Mahaska Drug
Deck the Halls w/ BINGO Calls
Oskaloosa, IADecember 11, 2025
5:00 pm · 7:00 pm
5:30 pm to 6:30 pm
Oskaloosa YMCA
Sharing our Strength
1521 Green StreetOskaloosa, IA
Map to Event
December 11, 2025
5:30 pm · 6:30 pm
Join the Mahaska Health Oncology Care Team for "Sharing our Strength", a support group for those in our community who have been affected by cancer.
For More InformationContact: Oncology Care Team
(641) 676-7283
oncologycareteam@mahaskahealth.org
Website
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
11:00 am
Debbie's Celebration Barn
Womens Holiday Luncheon
Oskaloosa, IADecember 12, 2025
11:00 am
Join Us December 12 for the Women's Holiday Luncheon. Tickets must be purchased in advance for $25 at the Mahaska Chamber.
11AM-11:30AM- Registration & Reception
11:30AM-1:00PM- Lunch, Program, & Giveaways
6:00 pm to 8:00 pm
Oskaloosa Art Center
Art Uncorked
115 1st Ave WOskaloosa, IA
Map to Event
December 12, 2025
6:00 pm · 8:00 pm
Social Painting Class for Adults 18 years and Older.
Sip your favorite beverage and have fun painting a piece inspired by an example work of arte. You will receive easy step-by-step instructions and personal attention from a professional artist.
Register here. https://www.faceofmahaska.com/adult-classes
For More InformationContact: Oskaloosa Art Center
(641) 676-4694
faceofmahaska@gmail.com
Website
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
6:30 pm to 9:30 pm
Full Bloom Brewhouse
Live Music Jonas Magram
Oskaloosa, IADecember 13, 2025
6:30 pm · 9:30 pm
Live Music Jonas Magram
Mahaska Drug
YMCA Christmas Tree Fundraiser
205 N E StreetOskaloosa, IA
Map to Event
November 23, 2025
Mahaska Drug-Oskaloosa Monday through Friday 4:00 pm to 6:00 pm Saturday 10:00am to 6:00pm Sunday 12:00pm to 5:00pm Trees ranging from 5 foot tall to 9 foot tall Scotch Pine: $25 White Pine: $45-$60 Douglas Fir : $45-$75 Fraser Fir: $60-$130
For More InformationContact: Mahaska YMCA
(641) 673-8411
Website
10:00 am to 12:00 pm
The Oskaloosa Art Center Pop-Up Christmas Project
6:00 pm to 7:30 pm
The Oskaloosa Art Center
Pop-Up Christmas Project
115 1st Ave WOskaloosa, IA
Map to Event
December 15, 2025
6:00 pm · 7:30 pm
5:00 pm to 7:00 pm
Rosso & Wine
Wine Tasting at Rosso & Wine
Penn Central Mall - 200 High Avenue WestOskaloosa, IA
Map to Event
December 16, 2025
5:00 pm · 7:00 pm
Enjoy some Wine Tasting at Rosso & Wine.
For More Information(641) 676-8466
5:30 pm to 7:30 pm
The Oskaloosa Art Center Bingo @the Eagles
6:30 pm
The Eagles
Bingo @the Eagles
215 High Ave EastOskaloosa, IA
Map to Event
December 16, 2025
6:30 pm
Bingo at the Eagles starting at 6:30 PM
7:30 pm to 8:30 pm
Awakening Grace Free Virtual Support Group
Oskaloosa, IADecember 16, 2025
7:30 pm · 8:30 pm
Free Virtual Support Group for Pregnancy and Infant Loss.
Every 3rd Tuesday of the Month.
7:30 PM-8:30PM Via Zoom
Registration is required. To register, email awakeninggracefoundation@gmail.com
For More Information
awakeninggracefoundation@gmail.com
10:30 am to 12:00 pm
Bridget's Public House
Men's Caregiver Support Group
208 1st Ave EastOskaloosa, IA
Map to Event
December 17, 2025
10:30 am · 12:00 pm
We are a group of men navigating the role of primary caregivers for loved ones, gathering for coffee, conversation, and fellowship—whether sharing caregiving experiences or simply chatting about everyday topics (except politics). There are no reservations, fees, or obligations. Come as you are.
For More InformationContact: Rev. Molly Goodrich
(641) 673-4671
Mahaska Drug
Christmas Bake Sale - Mahaska Drug
Oskaloosa, IADecember 20, 2025
6:30 pm to 9:30 pm
Full Bloom Brewhouse
Live Music Chris Hackley
Oskaloosa, IADecember 20, 2025
6:30 pm · 9:30 pm
Live Music Chris Hackley
Mahaska Drug
Christmas Bake Sale - Mahaska Drug
Oskaloosa, IADecember 21, 2025
Mahaska Drug
Christmas Bake Sale - Mahaska Drug
Oskaloosa, IADecember 22, 2025
Mahaska Drug
Christmas Bake Sale - Mahaska Drug
Oskaloosa, IADecember 23, 2025
5:00 pm to 7:00 pm
Rosso & Wine
Wine Tasting at Rosso & Wine
Penn Central Mall - 200 High Avenue WestOskaloosa, IA
Map to Event
December 23, 2025
5:00 pm · 7:00 pm
Enjoy some Wine Tasting at Rosso & Wine.
For More Information(641) 676-8466
6:30 pm
The Eagles
Bingo @the Eagles
215 High Ave EastOskaloosa, IA
Map to Event
December 23, 2025
6:30 pm
Bingo at the Eagles starting at 6:30 PM
11:00 am to 1:00 pm
Mahaska Drug
Christmas Eve Santa Sing Along
Oskaloosa, IADecember 24, 2025
11:00 am · 1:00 pm
5:00 pm to 7:00 pm
Rosso & Wine
Wine Tasting at Rosso & Wine
Penn Central Mall - 200 High Avenue WestOskaloosa, IA
Map to Event
December 30, 2025
5:00 pm · 7:00 pm
Enjoy some Wine Tasting at Rosso & Wine.
For More Information(641) 676-8466
6:30 pm
The Eagles
Bingo @the Eagles
215 High Ave EastOskaloosa, IA
Map to Event
December 30, 2025
6:30 pm
Bingo at the Eagles starting at 6:30 PM
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