Winstead’s in Overland Park, Kansas
Kansas Road Trip Food Roadside Attractions

Winstead’s in Overland Park, Kansas

I had read about Winstead’s in Hamburger America where George Motz declared that the Kansas City institution served one of the best burgers in America. I had wanted to try it but had resigned to the fact that I wouldn’t have time while in the area…and then, low and behold, as we pulled off the road to our hotel there was a Winstead’s right out front.
Winstead's in Overland Park, Kansas
Winstead’s in Overland Park, Kansas
Winstead's in Overland Park, Kansas
Winstead’s in Overland Park, Kansas

The first Winstead’s opened in 1940 and now there are ten restaurants in and around Kansas City. It premiered as a drive in complete with carhops and now serves mostly as a sit-in diner.

Double hamburger with cheese and a 50/50 of fries and onion rings at Winstead's in Overland Park, Kansas
Double hamburger with cheese and a 50/50 of fries and onion rings at Winstead’s in Overland Park, Kansas

From the art-deco-esque interior decor to the extensive menu of burgers and shakes it’s hard to go wrong. A standard steakburger comes with pickles, onion, and a secret sauce. I ordered a double with cheese and a chocolate shake.

Double hamburger with cheese, a 50/50 of fries and onion rings, and a chocolate milkshake at Winstead's in Overland Park, Kansas.
Double hamburger with cheese, a 50/50 of fries and onion rings, and a chocolate milkshake at Winstead’s in Overland Park, Kansas.

But, I have to say, my favorite part was the 50/50! Seriously, this is a genius invention: a plate of half fries and half onion rings! I know it’s the simplest thing ever, but who else does this? There are so many times I want to get onion rings but still want fries and can’t get both. Genius I tell you. Genius. And, well, mighty delicious too!

A 50/50 of fries and onion rings, and a chocolate milkshake at Winstead's in Overland Park, Kansas.
A 50/50 of fries and onion rings, and a chocolate milkshake at Winstead’s in Overland Park, Kansas.

Winstead’s
10711 Roe Ave
Overland Park, KS 66211

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Silly America

Silly America is a roadside attractions blog designed to help travelers find unique stops for their next road trip. The website is a tribute to the great American road trip, devoted to all that is odd in America: roadside attractions, tourist traps, peculiar destinations, bizarre events, road food, fun festivals, and more! It’s a travel website and trip planner for those seeking an offbeat road trip.

About Silly America

Silly America is a roadside attractions blog designed to help travelers find unique stops for their next road trip. The website is a tribute to the great American road trip, devoted to all that is odd in America: roadside attractions, tourist traps, peculiar destinations, bizarre events, road food, fun festivals, and more! It’s a travel website and trip planner for those seeking an offbeat road trip. Read more.