The Baltimore and Annapolis Trail plus the BWI Trail are two distinct trails that connect at the northwestern trailhead of the Baltimore and Annapolis Trail via the John Overstreet Connector. We found this to be a good place to start because it’s closest to one of our favorite breweries (scroll down if you’re curious!). So, back and forth to Annapolis is about 28 miles, then the loop around the Baltimore Washington International (BWI) Thurgood Marshal airport is another 10.5 miles.
