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Highway 66: Leavenworth to Cannelton, Ohio River hills, Indiana
Photo: Nyttend

Drives Indiana Indiana

Highway 66: Leavenworth to Cannelton

Ohio River hills, Indiana · Leavenworth → Cannelton

Sweeping47 mi1 hr 15 min2,400 ft climbHigh point ≈ 800 ftOne way
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The drive

State Road 66 follows the Ohio River through southern Indiana, and the long stretch from near Newburgh to SR 62 at Sulphur is designated the Ohio River Scenic Byway. This drive runs west from Leavenworth, picks up SR 66 near Sulphur, and goes through Hoosier National Forest to the river at Derby, then on to Cannelton.

Hoosier National Forest covers about 205,000 acres of rolling hills in south-central Indiana. Riders describe the middle of the Sulphur to Cannelton run as the most demanding, with sharp curves and steep changes in elevation, and the last third toward Cannelton as smoother, with long straights.

The drive is 47.4 miles and takes about 1 hr 15 min. It climbs 2,400 feet in all, with a high point of 800 feet.

Along the way

  1. Leavenworth
  2. Derby
  3. Ohio River at Rome
  4. Cannelton
Elevation
2,400 ft of climbing · high point ≈ 800 ft
LeavenworthCannelton
Curves
Mostly gentle curves
LeavenworthCannelton
GentleHairpins

Good to know

  • The middle of the drive has the sharpest curves and steepest grades, so the pace drops there.
  • The last stretch toward Cannelton is smoother, with long straights, according to riders.

Open all year, weather permitting. Roads close for snow, fire, storms and repairs: before you set off, check INDOT TrafficWise (511IN).

Questions about this drive

How long is Highway 66 from Leavenworth to Cannelton?

Indiana 66 from Leavenworth to Cannelton is 47.4 miles and takes about 1 hr 15 min.

Is State Road 66 in Indiana a scenic byway?

Yes. The stretch from near Newburgh to SR 62 at Sulphur is part of the Ohio River Scenic Byway.

Where is the twistiest part of Highway 66?

Riders point to the middle of the Sulphur to Cannelton run, through Hoosier National Forest, for sharp curves and steep elevation changes.

What you get in the app

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Distance, time, elevation, curves and intensity are from Carve's route. Checked 2026-10-28.

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Map of Highway 66: Leavenworth to Cannelton, from Leavenworth to Cannelton