16 Can't Miss Menu Items to Try During Osceola's Restaurant Week

Last Updated 9/18/2023In Things to Do

Treat your taste buds to an amazing adventure enjoying pumpkin, this year's Restaurant Week key ingredient.  The event kicks off Monday, September 18 and continues through Sunday, presented by Osceola Chamber Main Street.  Customers are encouraged to visit new and familiar dining spots! 

How to participate:

1.Grab the Restaurant Week Punchard (available Monday, September 18 at participating businesses) 

2.Make a purchase at each participating business to get your card punched

3. When card is punched out drop it off at a participating business

4. Winners will be drawn the week of September 25

5. Not only one winner but THREE winners!

Sink your teeth into these tasty menu items while supporting local businesses during Restaurant Week.

Kellers | 122 W Jefferson

Restaurant Week Menu Item: Pumpkin Pie Creme Brulee

Hours: Monday - Wednesday: 11am-2pm |Thursday - Friday: 11am-7pm

Follow Them on Facebook!


Timber Ridge Country Market | 117 West Washington 

Restaurant Week Menu Item: Pumpkin Pie Smoothie

Hours: Monday - Wednesday: 7am-2pm | Thursday - Friday: 7am-6pm  Saturday: 8am-2pm

Follow Them on Facebook! 

Sweet Scoops | 130 S Fillmore

Restaurant Week Menu Items: Pumpkin Pie Rolled Ice Cream & Pumpkin Pie Sundaes

Hours: Tuesday - Sunday: 1-9pm

Follow their Facebook page.

Country Crumbs | 140 W Jefferson (Inside of The Grassroots Home)

Restaurant Week Menu Items: Pumpkin Spice Baked Doughnuts & Pumpkin Spice Latte

Hours: Wednesday - Friday: 10am-5pm | Saturday: 9am-2pm

Follow Their Facebook Page!


Iron Horse Neighborhood Grill | 123 S Main 

Restaurant Week Menu Items:

Cocktail: Pumpkin Spice Martini

Appetizer: Hot Pumpkin Bacon Dip with Crostini

Main Dish: Creamy Pumpkin Penne with Sausage, Toasted Walnuts and Spinach

Dessert: Pumpkin Praline Cheesecake

Hours: Tuesday - Thursday: 11am-9pm | Friday-Saturday: 11am-10pm

Follow Them on Facebook!

Harvest Barn Marketplace | 2721 Highway 34

Restaurant Week Menu Items: 

Pumpkin Bars | Pumpkin Cookies | Pumpkin Fudge | Pumpkin Cheesecake Fudge | Pumpkin Spice Snack Mix | Pumpkin Milkshake (only available Saturdays at Trixie's Feedbunk)


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