About this trip idea

Notes: Of course, you could do this trip all in one day, but why? Stretch it out over a few and enjoy yourself. Also, be sure to check routes and attraction hours before setting out.


trip mileage

257 miles


drive time

5 hours, 56 minutes



1START HERE: COLUMBUS The amount of amazing architecture here is staggering, but there’s only one place to begin your journey: the stunning Miller House and Garden. Kids will appreciate stops at the kids- commons children’s museum and the Victorian-style Zaharakos ice-cream parlor.


2 BLOOMINGTON (36 miles/50 min.) Rent bikes at Bicycle Garage Inc. and pedal your way across rolling countryside or around the quirky downtown. Stroll Kirkwood Avenue for great indie restaurants and shops, or stop in at Upland Brewing Company, just one of the local breweries offering tours.


3 BEDFORD (24 miles/38 min.) Take a guided boat ride on America’s longest underground river at Bluespring Caverns, or a scenic drive through the Hoosier National Forest, which also offers great hiking, mountain biking and horse trails.


4 MEDORA (22 miles/28 min.) Walk or bike across the Medora Covered Bridge, the longest historic covered bridge in the U.S.


5 MADISON (48 miles/68 min.) The Bat Cave is back open at Clifty Falls State Park—take a guided tour to see bats, salamanders and a stunning view of Tunnel Falls cascading 80 feet to the gorge below. Explore the quaint downtown, home to tons of galleries and sweet little shops and restaurants.


6 VEVAY (20 miles/26 min.) Picturesque landscapes and scenic valleys form the backdrop of this town on the Ohio River. Go tasting at one of several wineries.


7 RISING SUN (23 miles/32 min.) Roll the dice at Rising Star Casino. Sail through treetops at Dagaz Acres Zipline, howl with the wolves at Redwolf Sanctuary or fly high in a vintageCessna at Mac’s Seaplanes.


8 MILAN (24 miles/31 min.) Make a basketball pilgrimage to the tiny town that, against all odds, won the 1954 state championship (and a spot in Indiana folklore). The team’s accomplishments, brought to life in the film Hoosiers, are enshrined in the Milan ’54 Hoosiers Basketball Museum.


9 METAMORA (31 miles/44 min.) Bite into a slab of home- made fudge, toss food to the ducks along the canal and browse shops housed in historic buildings in Metamora, Indiana’s only working canal town. With its horse-drawn canal boats, gristmill and Whitewater Railroad, the charming ’burg offers a vivid glimpse into the 19th century.


10 GREENSBURG (29 miles/39 min.) Picnic on the grounds of Highpoint Orchard, whose perch at one of the highest elevations in the county offers sweep- ing views, or buy a bag of farm-fresh apples, peaches or pears and dig in.