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The best stops along I-65 from Chicago to Birmingham

From the Windy City to horse country and Music City.

  • 48
  • 17:22
  • 874 mi
  • $127

Created by Roadtrippers - June 1st 2016

Cutting through the rolling hills of horse country, I-65 offers amazing natural features, great roadside eats, fascinating history, and some pretty awesome towns to explore-- from Indianapolis to Nashville to Louisville, you'll be experiencing some pretty cool places. Use this guide to make the most of your road trip along I-65 from Chicago to Birmingham.

I-65 starts in Chicago, one of the Midwest's coolest cities. There are endless things to see in Chicago, from Navy Pier to Willis Tower (BKA Sears Tower) to Millennium Park. Eat a deep dish pizza from Lou Malnotti's, a Chicago-style hot dog from Portillo's, and an Italian beef sandwich from Mr. Beef. Stay the night at Talbot Hotel, The Palmer House, Palomar Chicago, or one of the many other hotels in Chicago. Once you're well-rested and have had a taste of the city, get ready to hit the road!

The first thing you'll see once you take I-65 out of the city is endless fields of windmills, but fear not! There's more to see along the way than wind farms. Trust us, things are about to get interesting.

32mi 00h 38m

9750 Indiana Pkwy, Munster, IN, US

3 Floyds Brewery


First stop is off Exit 1 at 3 Floyds Brewery. 3 Floyds Brewery has somehow taken craft beer to a new level with people clamoring for it across the country. A trip to their tap room for a pint or to pick up a few bottles is the perfect way to show everyone just how hip you are.

Pro tip: If you can’t work 3 Floyds into your trip, check the beer selection at Fair Oaks Farms further down the road, as they carry 3 Floyds (including their much-coveted Zombie Dust) while supplies last.

12mi 00h 20m

2300 Jackson St, Gary, IN, US

Michael Jackson's House


Off Exit 10 in Gary, Indiana you'll come to Michael Jackson’s Boyhood Home. Don’t let Gary’s rough and rowdy reputation scare you off. The King of Pop’s house is literally just a couple stoplights off the highway so you NEED to stop here. There’s not a lot to Michael Jackson's House, just a granite memorial, but this is the perfect place for a picture that’ll make your friends jealous they don’t see more fun stuff on their road trips. Bonus points for moonwalking outside the house.

41mi 00h 42m

856 N 600th E, Fair Oaks, IN, US

Fair Oaks Farms


At Exit 220, you'll come to Fair Oaks Farms. This isn’t exactly a “hidden gem,” since it’s right off the highway and there are plenty of signs along I-65 as you approach, but it’s definitely worth a stop. To state the obvious, the place is huge… There’s a cheese shop. There’s a bakery. There’s a market. There’s an ice cream shop. There’s an auditorium where you can watch a cow give birth (we're so serious.) There’s a place where your kids can learn all about how milk is made. There is honestly something for everyone here.

While the bread and butter (pun intended) of this dairy farm is its numerous family activities, it’s still well-worth stopping even if you’re childless. It's a great place for a quick snack... their fried fresh cheese curds are soooo good.

44mi 00h 44m

200 Battleground Ave, Battle Ground, IN, US

Tippecanoe Battlefield Museum


After the farm, I-65 will take you to the Tippecanoe Battlefield Museum. The battlefield is beautifully maintained with several monuments and memorials making it a great place to stretch your legs and learn about the battle that pitted Tecumseh and the Prophet against then-General William Henry Harrison. The Tippecanoe Battle would prove to be devastating to Native Americans as their settlement, Prophet’s Town, would be razed as a result. Admission for the actual museum is only $5 for adults.

4mi 00h 09m
Photo of Prophetstown State Park

4112 State Road 225 E P.O. Box 327, West Lafayette, IN, US

Prophetstown State Park


If the weather is nice, consider stopping by nearby Prophetstown State Park for even more nature and history (and a sweet waterpark in the summer).

8mi 00h 15m

2 N Salisbury St, West Lafayette, IN, US

Triple XXX Family Restaurant


If you’re more in the mood for a classic diner, we suggest Triple XXX Family Restaurant. Yes, the name seems all sorts of bizarre, but it’s actually Indiana’s oldest drive-in. It’s a Lafayette staple and has been collecting local and national accolades for years, even making an appearance on Diners, Drive-Ins, and Dives.

0mi 00h 01m

329 W State St, West Lafayette, IN, US

Harry's Chocolate Shop


Still at Exit 172 off I-65, visit Harry’s Chocolate Shop and the campus of Purdue University. If you’ve never toured this college's campus now’s a good chance to drive by Ross-Ade Stadium and other landmarks. When you're done seeing the "official" landmarks, stop by one of the "unofficial" Purdue landmarks... Harry's Chocolate Shop.

Truth be told, Harry’s Chocolate Shop is not a chocolate shop at all, but Purdue students and alumni’s favorite bar and grill. Originally functioning as a soda shop, Harry’s was supposedly serving something much stronger during Prohibition, if you knew the password, which was “Go Ugly Early.”

38mi 00h 44m

319 W. Main Street, Lebanon, IN, US

Mo's Vintiques


Tucked into an old filling station in the small town of Lebanon, IN (at I-65's Exit 139), Mo's Vintiques isn’t your average antique store… it's packed wall-to-wall with some of the coolest vintage automotive/racing antiques and memorabilia ever. From vintage go-karts and mini bikes to Indy 500 team jackets to old racing trophies, pins, buttons, and badges, the place is a car-lover’s dream. The exterior of the filling station is perfect for a photo-op, and even if you’re not in the market for a racing collectible, you’ll still absolutely love the aura of Mo’s Vintiques.

27mi 00h 31m

Take I-65 into Indianapolis, where you can hop off the highway and spend a day or two relaxing. Of course, Indy is home to the Indianapolis 500 and the Indy 500 Hall of Fame and Museum, but some of the coolest things to do in Indianapolis aren't racing-themed. The Canal and White River State Park District, the Children's Museum of Indianapolis, and the National Art Museum of Sport are some interesting attractions worth visiting. Eat at St. Elmo Steakhouse, BRU Burger Bar or Pure Eatery, and check into the Old Northside Bed and Breakfast, The Columbia Club, or one of the other cool hotels in Indianapolis.

29mi 00h 36m
Photo of Grave in the Middle of the Road

6844 E 400 S, Franklin, IN, US

Grave in the Middle of the Road


Hop off the highway and onto US 31 for a truly bizarre photo op. After you cross a creek you’ll notice the road splits around a little mound of earth. That’s actually a grave... with no less than 7 bodies in it. Despite originally planning to relocate the remains, the officials in charge were too afraid, so they just paved around it. It’s a unique photo op, for sure.

8mi 00h 12m

12595 N Executive Dr, Edinburgh, IN, US

Exit 76 Antique Mall


For some interesting shopping, visit Exit 76 Antique Mall. Here you’ll find over 600 booths covering a whopping 72,000 sq. ft. with everything from antique furniture to automobilia. You can't take a road trip without picking up a few souvenirs, right?

0mi 00h 02m

11622 NE Executive Dr, Edinburgh, IN, US

Edinburg Premium Outlets


Or across the road there's an outlet mall! It's not the most offbeat attraction on I-65, but deals are deals, man. The Edinburg Premium Outlets are exactly what you’d expect at a nice outlet mall.

8mi 00h 13m
Photo of Hotel Indigo Columbus Architectural Center

400 Brown Street, Columbus, IN, US

Hotel Indigo Columbus Architectural Center


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great deal!


While the stretch of road from Louisville to Indianapolis (and vice-versa) isn’t normally an overnight trip, maybe you’re coming from further away or you just want to spend more time in town, which you should strongly consider, because Columbus, IN is an incredibly place. For overnight road trippers, we recommend the Hotel Indigo Columbus. Of course, it’s an architectural and design gem itself with posh and beautiful accommodations.

1mi 00h 04m



Exit 68: Discover the architectural secret gem of the midwest, Columbus, Indiana

Despite being a city of just 44,000, Columbus, Indiana consistently ranks right behind big cities like Chicago, NYC, San Francisco, Boston, and DC for its architectural design, and that’s just one of the many things that make this small city such a perfect pit-stop on your I-65 journey.

0mi 00h 03m

329 Washington St, Columbus, IN, US



If you visit one thing in Columbus, make it Zaharakos. For 115 years this ice cream parlor has been a destination for both locals and ice cream-lovers abroad. With a beautiful 50 ft. mahogany bar, stained glass, and antiques from the turn of the century, the vibe of the interior is nostalgic perfection.

From here you can plan how you want to tackle the city's many architectural and artistic sites while you enjoy one of the antique music machines providing classic background noise.

0mi 00h 01m
Photo of Miller House and Garden

506 5th Street, Columbus, IN, US

Miller House and Garden


If you’re an architecture buff, your next stop is the Miller House and Garden Tour. If you love Modernist architecture with open, flowing layouts, flat roofs and lots of stone and glass, you’ll think you’ve died and gone to heaven in the Miller House. Now owned and lovingly cared for by the Indianapolis Museum of Art, the museum elaborates on the house and grounds. Tours of the property are $25 and last about an hour and a half. If you’re stopping by the Miller House, you should also cruise by the 6 other National Historic Landmarks in town.

10mi 00h 19m

8111 E 450th N, Columbus, IN, US

450 North Brewing Co.


While in Columbus, IN you’ve probably worked up quite a thirst so why not try one of the area’s 4 breweries? For instance, a great place to wet your whistle is at 450 North Brewing Co.

26mi 00h 35m

2001 N Ewing St, Seymour, IN, US

Southern Indiana Center for the Arts


Exit 50B takes you to singer John Mellencamp’s hometown of Seymour. The prolific musician's boyhood hometown has an art center thanks to John. When his childhood buddy’s house was put up for sale, Mellencamp bought it, used the pre-Civil War building during the filming of “Falling from Grace,” and then turned it into the Southern Indiana Center for the Arts. The place has become Mecca for “Mellenheads,” according to the SICA, and it is pretty much the only place you’ll find rare art created by John Mellencamp himself (and THE only place you can buy John Mellencamp prints).

1mi 00h 04m

100 N Broadway St, Seymour, IN, US

Jackson County Visitor Center


If you’re one of those “Mellenheads,” stop by the Jackson County Visitor Center as soon as you hit town for a special CD and map for touring his old stomping grounds.

Whether your trip along I-65 ends in Birmingham, or it ended way back in another city, or you keep on driving, it's nice to know that you don't have to adventure too far off the highway to experience the small town charm and big city fun to be had along the route!


Roadtrippers helps you find the most epic destinations and detours—from roadside attractions to natural wonders and beyond.