Monkton, MD
Bike riding and tubing: The Torrey C. Brown Trail (formerly the NCR Trail) is a little over 20 miles of flat, stone and dirt-covered pathway, easily navigable by bicycle or by foot. This primarily shaded trail runs from Ashland, Md. to the Maryland–Pennsylvania line. Monkton is a mid-point on the trail and offers a respite for travelers.
You can also tube or kayak down the Gunpowder River, which runs parallel to the trail. Monkton Bikes rents bikes, kayaks, and tubes. A “tube shuttle” is available for transportation to the starting point for your excursion, and then you lazily float back to Monkton.