10 Things To Do This September in Osceola

Last Updated 9/1/2023In Things to Do

1. Pop-Up Bakery at Your Sweet Pickins Venue

Calling all baked good lovers: enjoy multiple home baking businesses Saturday, September 2 for some delicious fun.  This happens regularly on the first Saturday of every month plan to stop by between 9am-12pm for a treat or two.

2. Clarke County Old Iron in the Park and 2 Day Tractor Ride

Stop by downtown Thursday evening, September 7 for a tractor filled square, food by Clarke County Cattlemen, homemade ice cream, and musical entertainment from Tawny Waske.  Here you can register and learn more about their annual tractor ride taking place September 8 & 9.

3. Harvest Barn Fall Fun Farm Opens

Enjoy opening day, September 9, at southern Iowa’s favorite fall destination and marketplace.  Bring the whole family out to make big memories.  New hours this year, Fall Fun Farm is only open Fridays, Saturdays, and Sundays, September through October. (The Harvest Barn store is still open Wednesdays through Sundays).  Concessions are available every weekend at Trixie’s Feed Bunk.  Some must try items are their Breezy Bacon Burgers and Apple Crisp Caramel Sundaes. 

For more information follow their Facebook Page: https://www.facebook.com/HarvestBarnMarketplace

4. Experience East Lake Park with Live Music and Horse Shoes

Grab your lawn chairs and have a relaxing night at  East Lake Park’s amphitheater with FREE live music starting at 7pm, September 9 and 15.

Let’s see all those ringers at the Clarke County Conservation Board’s Horse Shoe Tournament, September 23.  For more information call 641-342-3960.

5. Osceola's Restaurant Week

Hungry for something different? Get a taste of Osceola and enjoy all the fall feels with pumpkin inspired menu items from each participating restaurant.  During this week, September 18-23, grab your Restaurant Week punch card and make a purchase at each participating restaurant to get your card punched for a chance to win.  Not only one winner but THREE!

6. The Troubadour Experience - "Tribute to George Strait" at Lakeside Hotel Casino's Amphitheater

Get ready for a night of country music at Lakeside’s amphitheater.  The Troubadour Experience welcomes you to a live authentic tribute to country music’s most legendary performer, George Strait.  Tickets start at $24.99 and can be purchased at Eventbrite here.

7. Clarke County Farmers' Market | Tuesday & Saturdays

A trip to the farmers market is one of the best ways to connect with where your food comes from. Stop by downtown and visit the market for a wide variety of locally grown fresh produce, baked goods, handmade crafts and MORE!

8. Explore This Hidden Gem of Iowa, Revelton Distillery

From a wide variety of spirits made right at the distillery to their tours and tastings to live music Saturdays, there’s something for everyone.  Make a visit there this September and experience the sights, sounds, smells and taste of Iowa.

9. Shop, Dine, Explore Osceola's Independent Retailers

Shopping in Osceola means seeing people’s passion come to life.  Our businesses are unique, full of character and a must-visit for travelers! Shop the Square, 34 corridor and beyond; take time enjoy, all that Osceola has to offer.  And always remember when you make the commitment to shop local you help entrepreneurship thrive.  Shopping and buying local is a win-win for you, small businesses and the whole community!

10. Learn Something New at the Clarke County Museum Sundays in September

Explore the Clarke County Museum Sunday afternoons (1-4pm).  Learn about our local past; what life looked like in Clarke County and even see what people wore and did in the past. There are great stories to be told of our communities past and you kind find one yourself exploring the museum.

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