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. It’s a perfect lunch or dinner spot in between hunting for Kansas roadside attractions.

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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Valerie Bromann

Founder & ROad Trip Expert

Valerie Bromann is a a website manager, content creator, and writer from Chicago, Illinois (currently living in Dallas, Texas). As an avid road tripper who has visited hundreds of roadside attractions, Val always pull over for a world’s largest thing. Founder of Silly America and author of The Road Trip Journal & Activity Book, she visits, photographs, and writes about all the weird tourist destinations she visits and offers road trip planning advice and inspiration based on her own travels so you can hit the road for yourself.

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Last modified: July 5, 2020
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The Road Trip Journal & Activity Book - Everything You Need to Have and Record an Epic Road Trip! By Valerie Bromann

The Road Trip Journal & Activity Book

Everything You Need to Have and Record an Epic Road Trip!

BY Valerie Bromann

Enjoy fun games and challenges to pass the time on your next road trip and have a keepsake to look back on for years to come with this entertaining must-have for your next vacation.

The road trip you’ve been dreaming of starts here! Journal about your stops and get to know your fellow passengers with activities and exercises designed to pass the time and bring you closer together. Instead of “Are we there yet?” you’ll find yourself asking, “We’re there already?”. Complete with prompts you can turn to while driving between locations, this journal will one day be a memento of your life-changing trip.