11 Ways to Enjoy the Holiday Season in Osceola

Last Updated 11/20/2023

Osceola Eagles, Aerie 3495 – Thanksgiving Dinner - November 23

The Osceola Eagles, Aerie 3495 will be hosting a Thanksgiving Dinner, Thanksgiving Day at 1pm.  They will be providing the main dish, sides and desserts.  Members are welcome to bring a side or dessert.  A free will donation jar will be out.  For those who don’t bring a dish if you could make a donation, they would appreciate it to help cover the cost of the provided.

Clarke County Toys for Christmas Program

There is still time to adopt a family and donate to our local Toys for Christmas program.  Reach out to Dianne Riley if interested: [email protected] or 641-414-2207.

Donations they need: wrapping paper, scotch tape, teenager clothes, fun gifts for teenagers (body lotion, body spray, makeup, Bluetooth speaker, headphones, build kits, basketball, fishing pole, polaroid camera, etc.)

Volunteers are needed to help shop and wrap presents.

Donations can be dropped off starting November 27 through December 13 at the Senior Center. 

Shop Small Saturday | November 25

This Saturday is a day to celebrate and support small local businesses.  They are the heart of our community and part of what make Osceola so great!

For every $1 spent in Osceola $0.67 stays in the community! The economic benefits of doing business local are immense.  Whether it’s a cup of coffee at a local coffee shop, a sweater from a local boutique or a steak dinner from a local restaurant, doing business local helps strengthen communities!  

#ShoptheSquare #Moreon34 #Revelton

Shop Small, Win Big - Holiday Giveaway

Shop and do business at these participating businesses and enter to win at each place once per day from November 25 – December 22!  Drawings every Friday for a chance to win Warrior Dollars.

Participating Businesses:

Southern Iowa Saddle Shop | Mayhew’s Market | Ivy Rose | Mayberry’s Coffee House | Kellers | The Grassroots Home | Country Crumbs | Sweet Scoops | Lyric Theater | Clarks | Timber Ridge Country Market | Darlene’s Variety Store | salonRED Boutique & Day Spa | Iron Horse Neighborhood Grill | Flowers N More | Acquisitions | Harvest Barn | Revelton Distillery

🎁Friday, December 1 (Drawing 1): 25 Warrior Dollars

🎁 Friday, December 8 (Drawing 2): 50 Warrior Dollars

🎁Friday, December 15 (Drawing 3): 75 Warrior Dollars

🎁 Friday, December 22 (Drawing 4): 100 Warrior Dollars

Osceola Public Library Christmas Open House | 9:30am-12pm | December 2

Join the Osceola Public for refreshments, kids crafts and live music

Harvest Barn Marketplace’s Young Entrepreneur Holiday Market | December 2, 9am-2pm

Stop out and support local young creative talent.  There will be a welder, leather craftsmen, fishing lure designer, air freshies and jewelry crafters set up selling their wares in our event building.  Do some Christmas shopping and brighten these young entrepreneurs' holiday.

Christmas in the Park | December 2 | 2-7pm

Celebrate the holiday season with us in Downtown Osceola.  Join us for an afternoon filled with festivities and fun! 

Polar Express Story Stroll Around the Square (All Day)

-Visit Santa at the Santa house from (2-6pm)

-Santa’s Workshop at the Old Robinson Building – Enjoy kids crafts and write a letter to Santa (2-6pm)

-Craft with a Cop (2-6pm)

-Peppermint Walk Through the Courtyard (2-6pm)

-Live Window Displays Around the Square (5-6pm)

-Lighted Parade at 6pm

-Looking for something creative do to, check out these sponsored contests:

-Flowers N More – Christmas Wreath DIY Challenge

-Mayberrys – Gingerbread House Contest

-Timber Ridge Country Market – Kids Craft Contest

Polar Express Story Stroll Around the Square | Month of December

In partnership with the Osceola Public Library, travel around the square reading The Polar Express. 

Start at Sweet Scoops and go clockwise around the stopping at Clarks, Timber Ridge Country Market, Darlene’s Variety Store, salonRED, Iron Horse Neighborhood Grill, Flowers N More, Mayhew’s Market, Kellers, Ivy Rose, Mayberrys, The Grassroots Home, Reynoldson Law Firm, Shear Loyalty, and finish the book at the Osceola Public Library.

Holiday Giving Trees at Lakeside | December 4 - 16

Thank you to Lakeside Hotel Casino for sponsoring this event again this year! Twelve trees will be displayed this year at Lakeside decorated by our local business community.  Stop by and vote for your favorite one beginning December 4.  They will be on display through December 16.

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