In my neck of the woods, we have the Ohio & Erie Canal Towpath Bike & Hike. 110 miles from downtown Cleveland (shopping, Rock-n-Roll Hall of Fame, assorted touristy stuff) stretching south to New Philadelphia along the Cuyahoga River with several trailheads. Various types of scenic views along the way. Urban to country. There's a couple bike shops at points of the trail as well as other various other touristy type stuff to stop and check out. There's also the "bike aboard" program on the path. Where you can hop on a train for $3 to take you back north. There's also trip planning programs to help you make B&B type accommodations and highlight points of interest. The service includes transporting your luggage to your next destination while you take the trail. Or you can camp along the trail.
Doing the full trail on bike takes about 10 hours or so without too much stopping. Can easily be stretched to a long weekend by stopping and absorbing points of interest.
More info can be found at w w w ohioanderiecanalway dot com/Main/Biking. aspx