Road Trips in the USA

The Guardian's Discover America has some good ones

Blues and Soul (Chicago to Memphis)

Memphis, where to find the blues

Louisiana and Mississippi

Nashville

Some more roadtrips (these are not from The Guardian):

Telegraph, Great American Road Trips

Virginia's Crooked Road

Blue Ridge Mountains

Blues Pilgrimages

Kerouac's Lowell (Massachusetts)

San Francisco and Sebastopol

Kerouac On The Road to Desolation