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Things to do in Northwest Indiana: A Surprising Destination on Indiana’s South Shore

The Old Sheriff's House in Crown Point, Indiana which oversees the Lake County Jail, where John Dillinger escaped in 1934
The Old Sheriff’s House in Crown Point, Indiana

“The Portal to Hell, Gary Indiana.” That was a caption under a photo in an article I was reading one night describing Gary, Indiana. I’ve been to some pretty rough places over the years and thought there’s no way in the world that Gary can be THAT bad. So I decided to see for myself and discovered a region shaking off its past reputation while looking to the future. It’s safe to say, my visit to Northwest Indiana and the South Shore absolutely surprised me!

Sign saying "The People of Gary Welcome You."
I felt encouraged to visit Gary

I had a lot of people ask me “Why on earth would you go to Northwest Indiana?” The city of Gary developed a notorious reputation as the “murder capital of America” for many years in the 1990s and a city that’s been in decline for decades, losing over 50% of the city residents to neighboring South Shore towns. And, thanks to Michael Moore, the world thinks of the region as a smelly, industrial wasteland.

UFO car driving on the highway in Northern Indiana
Spied aliens on the highway

I’m not going to say everyone has got it all wrong and it is some kind of tropical paradise. Yes, the city of Gary itself is still struggling, but I think the region’s hardened image was earned years ago and isn’t reflective of the rebirth that’s happening today. There are some great things to do in Northwest Indiana!

The Gary SouthShore RailCats

The Gary South Shore RailCats at the U.S. Steel Stadium, one of the great things to do in Gary Indiana
The RailCats playing at U.S. Steel Stadium in Gary

Right in the heart of downtown Gary, the local boys of summer take the field as part of the American Association of Independent Professional Baseball (not affiliated with the MLB). The stadium, U.S. Steel Yard, is a very intimate venue and there isn’t a bad seat in the house. The Gary SouthShore RailCats were the 2013 league champions and play some fine baseball.

I caught a RailCats game when the Winnipeg Goldeyes came to town. The RailCats struck early on a Goldeyes error, but ended up losing the hard fought 6-5 game. This is serious baseball and it doesn’t get any more exciting or authentic! Located at One Stadium Plaza, Gary, IN 46402. Season runs mid-May to early-September (plus post-season opportunities).

The Jackson Home

Michael Jackson monument in front of the Jackson Family home in Gary
Michael Jackson’s boyhood home at 2300 Jackson Street

Gary, Indiana’s favorite son is Michael Jackson. All of the Jackson clan lived at 2300 Jackson Street in Gary, Indiana and this modest home is where The Jackson 5 got their start. Today, the Jackson home is a private residence with a large security fence, but a monument to Michael Jackson stands in the front yard.

Each day, a steady stream of visitors arrives to pay homage to the King of Pop and The Jackson 5. Given how Michael Jackson’s life ended, the house could take on a circus-like ambiance, but it really isn’t like that. The visitors to the Jackson house are looking for more than a cultural oddity; they want to connect to the man who altered music forever. Located at 2300 Jackson Street, Gary, IN 46407. The home can be visited at any time, but not recommended after dark.

Pierogi Fest

The street during the annual Pierogi Fest in Whiting, one of the top things to do in NWI
Pierogi Fest in Whiting

Release your inner Slav and embrace all things Eastern European at the Pierogi Fest in Whiting, Indiana. The Pierogi Fest is an institution and has been featured everywhere from Oprah to the Food Network. This is the perfect opportunity to enjoy a pierogi, have a beer and maybe sample the kielbasa with sauerkraut.

Originally a food festival, it has turned into the classic summer festival complete with crafts, music, competitions and a “dunk a nun” tank. You’re guaranteed two things at Pierogi Fest: you’ll have a great time and you won’t leave hungry.

South Shore Brewery Trail

Oak barrels in the Beer Vault at Crown Brewery
The Beer Vault at Crown Brewery in Crown Point

Northwest Indiana is in the midst of a craft beer renaissance. The region has 17 craft breweries and microbreweries producing a wide range of fine stouts and ales. Brewers in Northwest Indiana have embraced the terroir of Lake Michigan water and white wheat grain. But beer lovers expecting only Pils and Hefeweizen can take heart that the region produces a slew of explosive hop-heavy, West Coast-style IPAs and other ingenious brews.

Two notable breweries on the South Shore are the Crown Brewery in Crown Point and Four Fathers Brewing in Valparaiso. Any visitor to Northwest Indiana could easily spend a weekend on the South Shore Brewery Trail. Check out the Crown Point Brewery / Carriage Court Pizza, 211 S East St., Crown Point, IN 46307.

Fair Oaks Farms Adventure Center

Cows on the Dairy-Go-Round at Fair Oaks Farms Adventure Center in Northern Indiana
The “Dairy-Go-Round” at Fair Oaks Farms

There’s a lot of farmland in Northwest Indiana and Fair Oaks Farms makes the farming accessible to city folk. Fair Oaks is a 40,000 acre working dairy farm with over 40,000 head. I was able to get a behind-the-scenes tour of the sprawling two-acre vegetable garden which feeds the 280-seat Farmhouse restaurant – this takes farm-to-table to a new level (total distance from the two-acre garden to the restaurant is about 600 yards).

I was able to get a sneak peak of the future of Fair Oaks Farms: a 8,600 tree pick-your-own-fruit orchard. But the highlights for the kids are The Dairy Adventure and The Pig Adventure – a unique view into the world of a commercial farming operation.

If you’re looking for things to do in Northwest Indiana with kids, there’s something here for kids of all ages (and the young at heart). Located at 856 N 600 E, Fair Oaks, IN 47943.

Northwest Indiana Wineries

Bottle and wine glass at Shady Creek Winery
Wine Tasting Shady Creek Winery

A half-dozen wineries have established themselves in the area, just across the state line from the Lake Michigan Shore AVA. The wines range from light fruity and Frontenac’s at Anderson Winery to complicated blends at Shady Creek Winery.

The R.D.R. red blend at Shady Creek is one of the best wines I’ve had in a long time – a medium bodied Bordeaux-blend featuring Merlot grapes from Michigan giving a slightly smoky nose and strong hints of black cherry. I could drink that all day long! Check out Shady Creek Winery, 2030 Tryon Rd., Michigan City, IN 46360 or Anderson’s Winery, Inc., 430 E. US-6, Valparaiso, IN 46383. Note: I found Anderson’s randomly closed, so check before going.

The Old Sheriffs House and the Lake County Jail

Historical marker sign for Lake County Sheriff's House and Jail

Sitting in the Crown Point Brewery drinking a mellow Industrial Porter and eating a slice of chunky sausage pizza from Carriage Court Pizza, I was about to embark on a remarkable journey! The owners (Fred Laud and Steve Mazylewski) were telling me the story of opening the brewery and pizza parlor, when they inadvertently let slip that we were sitting in the midst of a historical complex. In fact, one of America’s most infamous events occurred right on that spot! They had my attention.

The Crown Point Brewery/Carriage Court Pizza are in the power plant and inmate booking room of the Lake County Jail. The two-story Old Sheriff’s House is located on Main Street with the large three-story Lake County Jail extending off the back.

Mural in the courtroom of the Hall of Justice in Crown Point
Mural in the courtroom where John Dillinger was arraigned

Evidently, in 1926, the sheriff wanted to be close to the inmates and it she (yes, the sheriff was a woman who took over the role after her husband was killed in the line of duty) claimed it was “escape proof.” That was proven factually incorrect when John Dillinger escaped on March 3, 1934 using a piece of carved wood for a gun (according to legend).

Unfortunately, the site is infrequently open to the public, so I wasn’t able to go in. However, I was able to get into the arraignment room in the building just across the alley (it’s now used as a reception hall for weddings) and see where Dillinger was arraigned and his lawyer lobbied to keep him the Lake County Jail. This whole episode is portrayed in the movie Public Enemies. Located at The Old Sheriffs House and the Lake County Jail, 226 South Main St., Crown Point, IN 46307.

Indiana Dunes National Park

Along the shoreline, large sand dunes form a barrier between Lake Michigan and the farmland found throughout the state. While the dunes just seems like giant mounds of sand, this area forms unique habitat for flora and fauna, some completely unique to this area. The Indiana Dunes National Park stretch across the entire region, from downtown Gary all the way to the Michigan border.

Of course, the dunes also offer a tremendous opportunity for recreation. From sandbathing and swimming to hiking and cycling, you can experience all the dunes have to offer. It’s easy to see why this is one of the best places to visit in Indiana.

The Albanese Candy Factory and Outlet Store
A sweet finish

Those who told me not to visit the South Shore obviously hadn’t been there in a long time. This was hardly the “Portal to Hell” rumored on the Internet. Quite the opposite, I found the people in Northwest Indiana to be humble, hard-working folks who genuinely cared whether I was having a good time. They showed me there are many interesting things to do in Northwest Indiana.

The barn at the Fair Oaks Farms Adventure Center
The barn at Fair Oaks Farms

Other activities in NWI on the South Shore: visiting one of the lakefront casinos or seeing the “A Christmas Story” Comes Home exhibit around the holidays.

Special thanks to my hosts at the South Shore CVA for their hospitality and for showing me a great time.

And because you can have never have enough photos:

I Polka on the First Date! t-shirt
Sign for the Hall of Justice in Crown Point, Indiana
The Hall of Justice where John Dillinger was arraigned
Kielbasa sausage on the grill at Pierogi Fest
Experiencing the Kielbasa – I love a good sausage
Pierogies at Pierogi Fest in Whiting
The World Famous Pierogi

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Cheryl Roy

Monday 21st of February 2022

I to was born and raised in Gary, Ind. it will always be home to me although I live in Dallas, TX. now. Yes it does get a bad reputation but people believe in things that they don't understand so THANK YOU FOR BRINGING MY HOME TOWN GOOD WORDS. Oh and don't forget the casinos Beach and Portage where I lived also.


Monday 14th of February 2022

Thanks for writing this. It's truly refreshing to see a positive article about my fair city. I'm born and raised here and I'm still here. I love my block just around the corner from the Jacksons. I've directed many visitors to the location before his death and after. People from all over come by daily. Next time you need to head out to Lake street lots of quaint shops, galleries and cool eating and music venues like Vibrations Juice bar, Miller Pizza or Dialogue Wine and books bar!


Thursday 27th of January 2022

Born and raised in Gary. Great city into the 60’s. Don’t forget about Chesterton and Valparaiso.

Kendra S Johnson

Wednesday 26th of January 2022

Thank you for this article. I was born, raised, & lived in Gary, In for 56 years! I could have shown you other points of interest especially architecture and history!

A. Allen

Monday 31st of January 2022

@Lance Longwell, I appreciate your spotlight on our region, cities and some of our attractions. I no longer live in the area but it is always home, and I appreciate your focus on the many positives our cities have to offer.

Lance Longwell

Wednesday 26th of January 2022

I always love hearing about other sites I may have missed! Who knows, maybe I'll come back. Let me know if there any other 'must sees.'

Sharon Mitchell

Sunday 23rd of January 2022

Finally, some true statements about Gary, Indiana. Its seems outsiders who don't live their wanna keep there negative comments alive. The term portal to hell, is ridiculous, offensive and racist. Gary has had its past, they just don't wanna leave it there. Thank you for your fair and great assessment of Northwest Indiana.

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