• Family | Pleasantville, IA | Checkerboard Restaurant | 5158483742

    Food that everyone in the family will enjoy

    Bring the whole family for fun and delicious food at Checkerboard Restaurant. Our tasty menu is guaranteed to satisfy even the pickiest of eaters.


Contact us today

Contact Name: Rhonda Zimmerman


108 E. Monroe St.
Pleasantville,  IA   50225



Business Hours

  • Wednesday - Thursday: 11:00AM - 9:00PM
  • Friday - Saturday: 11:00AM - 10:00PM
  • Sunday: 5:00PM - 9:00PM

We accept

  • Visa
  • Master Card
  • American Express
  • Discover

Homemade onion rings

Our homemade onions are considered a specialty at Checkerboard Restaurant. Fresh onions, battered and fried to mouthwatering perfection!

100% fully cooked Angus beef

From a simple veggie burger to a pizza burger topped with pizza sauce and melted mozzarella, our 1/3 pound burgers are definitely something to try. 

Ronnie's special Wild West dinners

Our Wild West dinners are chosen specially by Ron, with steaks hand-cut fresh after ordering and extra crispy broasted chicken, topped off with a trip to our salad bar.

Burgers | Pleasantville, IA | Checkerboard Restaurant | 5158483742

Fresh and tasty pizza pie

Enjoy our homemade pizza pies topped with our special pizza sauce. Choose from a variety of meat and vegetable toppings that will leave everyone satisfied.

Family owned and operated since 1975

From it's humble beginnings in a rented building with only 10 tables, Checkerboard Restaurant has grown into being a staple of Pleasantville, IA. Our restaurant has been passed through the family for almost 40 years. Since it opened, family has been bussing tables and helping out customers. This restaurant isn't just a business for our family, it's our life.

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