Annapolis Running Festival
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Annapolis Running Festival
The Annapolis Running Festival takes place in Annapolis, MD, on Saturday, March 21, 2026. The event is organized by Corrigan Sports and includes multiple race options and race resources such as packet pick-up, race pricing, hotel and travel information, runner tracking, and road closure details. The event page also lists virtual race options and charity registration entries.
Distances:
- Half-Marathon
- 10K
- 5K
- Chessie Challenge (see details below)
Chessie Challenge
The Chessie Challenge is a multi-race series linked to the Annapolis Running Festival. To complete the challenge, participants must register for three races: any distance at the Annapolis Running Festival, any distance at the Baltimore 10-Miler or the Baltimore Running Festival, and any distance at the Ocean City Running Festival.
Benefits for Chessie Challenge registrants include a bundled discount of $15 off the combined entry fee ($5 off each race) when the BUNDLE option is used, an extra interactive Chessie Challenge medal with a turn dial showing race locations, a custom terrycloth chair cover, and additional discounts on other CSE events. The discount requires registering with the BUNDLE option; separate entries must be merged via an online form to receive challenge entry. Visit the organization's website for the most recent information.
