It begins at the Tennessee state line as a continuation of Caney Creek Road in Pickett County, Tennessee, quickly crosses the Clinton–Wayne county line and passes through the community of Sunnybrook, and follows the valley of Carpenter Fork north to Otter Creek, which the route crosses during a brief concurrency with KY 1009.

[1][6][7] Kentucky Route 204 is a 13.099-mile-long (21.081 km) highway with rural secondary and supplemental road sections in western Whitley County.

KY 204 heads north as a rural secondary highway along Red Bird Road, which starts by running parallel to the southbound side of I-75.

KY 209 heads north along Cascade Road, which curves east as the route passes through a unit of Carter Caves State Resort Park.

KY 214 heads southeast along Turkey Neck Bend Road to Otia, where the highway crosses the Cumberland River on a free ferry.

[1][16][17] Kentucky Route 216 is a 9.611-mile-long (15.467 km) highway with rural secondary and supplemental road sections in southeastern Monroe County.

The highway follows a circuitous path before crossing the North Fork of the Nolin River and reaching its eastern terminus at KY 84 (Tanner Road) west of Hodgenville.

At Dewitt, the highway meets the west end of KY 718 and heads north upstream along the Road Fork of Stinking Creek.

KY 230 heads northeast on Riverview Road, which comes close to the Ohio River and crosses Spring Creek.

The highway exits the second tunnel onto Pond Run Road and reaches its terminus at KY 3105 (Greenup Avenue).

[citation needed] Kentucky Route 246 is a 3.770-mile-long (6.067 km) rural secondary highway in eastern Muhlenberg County.

KY 247 heads north along Howardstown Road through the valley of Rolling Fork, which parallels the highway to the west.

The highway begins at KY 70 (Anton Road) within that route's diamond interchange with I-69 (Pennyrile Parkway) in the city of Madisonville.

The highway begins at US 421 and KY 80 (Main Street) in the city of Hyden on the west side of the Middle Fork Kentucky River.

KY 257 heads north along Dryhill Road, which crosses Rockhouse Creek and follows the left bank of the river.

At Dryhill, the highway meets the east end of KY 3424 (Bull Creek Road), crosses Bull Creek, passes under the Hal Rogers Parkway's bridge across the Middle Fork Kentucky River, and meets the west end of a bridge across the river that leads to KY 3425.

KY 260 continues along Veterans Drive to a diamond interchange with I-69 (Pennyrile Parkway) and crosses Otter Creek.

[1][58][59] Kentucky Route 262 is a 4.753-mile-long (7.649 km) supplemental road on the west side of Madisonville in central Hopkins County.

KY 262 heads east along Laffoon Trail, which passes under a rail line serving the adjacent coal mine and crosses Pogue Creek.

The highway intersects a spur from an east–west CSX rail line and crosses Greasy Creek into the city of Madisonville, where the route follows Center Street.

KY 262 continues into the Madisonville Commercial Historic District, where the route intersects a north–south CSX rail line immediately before reaching its eastern terminus at US 41 (Main Street).

The highway has a pair of right-angle turns in Sloughs Wildlife Management Area before reaching its northern terminus at another intersection with KY 136.

After crossing Wildcat Creek, the highway turns south onto Speaker Trail and passes to the west of an arm of Kentucky Lake.

The highway crosses a branch of Panther Creek and meets the east end of KY 1536 (Douglas Road).

As KY 282 approaches the Tennessee River, the route turns south and passes through Kentucky Dam Village State Resort Park.

The highway passes under a rail line before reaching its terminus at a partial cloverleaf interchange with US 62 and US 641, which run concurrently northeast across the river just north of Kentucky Dam.

The highway continues east and then veers north to cross Lick Creek and head to its terminus at KY 109 (Rabbit Ridge Road).

KY 294 follows Graysville Road along the state line, then curves north and then east to cross Spring Creek.

KY 295 passes through the edge of the city of Eddyville between the Interstate Highways and the route's underpass of the Paducah & Louisville Railway.

The highway heads northwest and meets the west end of KY 1943 before crossing Livingston Creek into Crittenden County.