Naptown Half Marathon & 10K/5K

Naptown Half Marathon & 10K/5K takes place in Annapolis, Maryland, on December 19, 2026. The half marathon (13.1 miles) and the 10K start together at 7:30 a.m., with the 5K following at 7:40 a.m. All three begin at the United States Naval Academy and run through downtown Annapolis and onto the Baltimore-Annapolis Trail. The event partners with Friends of Anne Arundel Trails, whose work is to promote and improve multi-use trails across Anne Arundel County.

Closing the year with a half is a good use of fall fitness rather than a reason to start from scratch, and the mix of city streets and trail keeps the pace honest without asking for technical footing. Ten to twelve weeks with one weekly long run gets a first-timer to the finish; if you already race 13.1 regularly, this slot works as a fitness check before a spring block. The 5K and 10K start within ten minutes of the half, so a group can split up by distance and regroup afterward.