Enjoy homemade pie and visit a racetrack in Winchester, IN located in Randolph county.

BEST Things to Do in Winchester, Indiana

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What are the best things to do in Winchester, Indiana? On a VERY cold January day, my son and I decided a day trip was the thing to do. Cabin fever had set in and we needed to get out of the house.

We were both in the mood for some comfort food, so we headed Northeast from Indy to check out Winchester in Randolph County as we had heard that was the place for pie.

And was it ever!

Winchester, Indiana is best known for its pie!

The Wick’s Pie factory is located just outside of Winchester, IN and they make thousands of pies each day. This family business has been making delectable pies since 1934 (the first few years the pies were sold out of a truck!). Now you can buy them all over or have them shipped straight to your home anywhere in the United States. Wick’s is especially famous for their pumpkin pie in the fall and their sugar cream pie all year long.

We stopped in Mrs. Wick’s Restaurant for lunch, as it doesn’t only serve the famous Wick’s Pies, but also a full menu of delicious, homemade Indiana comfort food. After chowing down on a mushroom Swiss burger and a pulled pork sandwich, we reviewed the menu to select the perfect pies.

We learned from our server that the pies served in the restaurant are made fresh every day by one lady. She makes them each by hand, using fresh ingredients and ensuring that the quality is up to her standards.

Inside of Mrs. Wick's Restaurant in Winchester, IN

Talk about some delicious pie. I enjoyed the blackberry and it was bursting with berries. With a slightly tart, slightly sweet flavor and a delicate homemade crust, it was amazing. Exactly what a fruit pie should be. My son picked the apple crumble a la mode and licked his plate clean. Yum – Wick’s Pies Winchester Indiana is the real deal.

After filling our bellies, we headed out to discover what else Randolph County had to offer.

slice of Blackberry pie from Mrs. Wick's Restaurant.

Mrs. Wick’s Restaurant, 100 Cherry St. Winchester, IN (765) 584-7437

Explore downtown Winchester

Winchester has a lovely courthouse with some very interesting memorials and monuments circling it. I was especially interested in the tank – you just don’t see that every day!

The town had a few antique-type shops, a couple of restaurants, and a local theater. Not a big town for shopping, but a movie would have been nice if we’d had more time. We do love local movie theaters!

Tank outside of Randolph County Courthouse

Get your adrenaline rushing at the Winchester Speedway

Just outside of Winchester is the Winchester Speedway. Since it was January, there wasn’t any activity going on, but I imagine it would be a fun place to visit when it’s open for racing.

Winchester Speedway is a historic racing venue located in Winchester, Indiana, in Randolph County. It’s well-known in the racing community for its unique characteristics and rich history.

The track is a half-mile, high-banked paved oval that is known for its intense speed due to its 33-degree banking, one of the highest in all of motorsports. Because of this steep banking and high speed, the track has garnered the nickname “The World’s Fastest Half-Mile.”

Winchester Speedway located in Randolph County, Indiana.

The speedway has a storied history, having been constructed in 1914. It initially started as a dirt track and was paved with asphalt in 1952. The venue has seen various types of racing over the years, including stock cars, sprint cars, and midgets, and has hosted events from several high-profile racing series.

The speedway has a grandstand that can accommodate thousands of fans, offering excellent sightlines of the entire track. In addition to the racing action, the venue often has concession stands for food and beverages, and sometimes hosts other events like car shows or concerts.

Despite its relatively small town location, the Winchester Speedway is renowned in the racing world for its demanding and fast-paced track. Many famous drivers have raced there, adding to its prestige.

It’s important to note that the track is steeped in tradition. It hosts the annual “Winchester 400“, a prestigious late model race that attracts competitors from across the country. This event is a highlight of the racing season and a great source of pride for the local community. It’s definitely a Winchester attraction worth checking out!

Winchester Speedway, 2656 W State Road 32 (765) 584-9701

Explore nearby Farmland, Indiana

Farmland was another cute city we discovered in Randolph County. Much smaller than Winchester, it nonetheless had several nice antique stores and a fun little general store FULL of interesting candy. We picked up a few unusual kinds for the drive home.

Our afternoon was a definite success. Both of us agreed, that the next time we are visiting any of the surrounding counties, we will for sure take a detour to enjoy a slice of Wick’s Pie!

Farmland General Store, 113 N. Main St. Farmland, IN (765) 468-6472

Where is Winchester, Indiana?

FAQs: Winchester Indiana Things to Do

What is Winchester Indiana famous for?

Winchester is the home of Wick’s Pies which is famous for its Sugar Cream Pie!

What is Winchester Indiana named after?

It was named after Winchester England

Winchester, Indiana restaurants

Obviously, my first suggestion to you is Mrs. Wick’s Restaurant. Especially if you like pie! However, if that’s not what you are in the mood for, there are a few other good options.

El Carreton

Love chips and salsa? And margaritas? (who doesn’t, right?) If you are craving Mexican, stop at El Carreton located right off of US Hwy 27. Fair prices and standard Americanized Mexican food, but with a high Yelp rating, it’s one I’d trust.

A&B Cafe

I love local restaurants and this local sports bar seems like the place to be if you want a good burger and a beer. They also are well-known for their pork chop dinners. A&B Cafe has a casual ambiance and excellent prices.

Everett’s Place

If you are looking for a great breakfast or lunch option, consider Everett’s Place. A family-owned spot full of comfort food favorites at affordable prices. The restaurant is right next to the movie theater in an old department store building. Note that it’s closed on the weekends and only open for breakfast and lunch during the week, so plan accordingly.

Where to stay when visiting Winchester, Indiana

As a small Indiana town, there aren’t a lot of places to stay in town, but if you happen to be visiting to watch a race at the Winchester Speedway, you might want to stay overnight. In that case, your only real choice is the Randolph Inn. It’s an older property but has good ratings and reviews.

Your other choice would be to drive from nearby Richmond, Indiana where you’ll find a variety of hotel options. My suggestion for Richmond would be the new Comfort Suites.

Other things to do near Winchester, Indiana

You can easily keep yourself busy in Winchester for an afternoon (or longer if you attend a race at the Speedway), but if you want to extend your getaway consider spending some time exploring nearby Richmond Indiana to the south, or venturing west to Muncie, Indiana.

Pin for Later:

Looking for a fun day trip? Check out Randolph County in Indiana. We found a historic racetrack, antique shopping, a fun candy store and AMAZING homemade pie! There are plenty of things to do in Winchester Indiana. #ouradventureiseverywhere #familyfun #visitIndiana
Looking for a fun day trip? Check out Randolph County in Indiana. We found a historic racetrack, antique shopping, a fun candy store and AMAZING homemade pie! There are plenty of things to do in Winchester Indiana. #ouradventureiseverywhere #familyfun #visitIndiana