Running Races in Leonardtown, MD

Marathons, 1-milers, 5Ks, half-marathons, 10Ks & more

See below for a frequently-updated, comprehensive list of upcoming running events in the local Leonardtown, MD area. Races listed here include both walking and running events of various distances — from 1-milers, to 5Ks, to marathons, and everything else in between.

2026 Winter Trail Series - CBRC Member Pre-Registration

Organization: Chesapeake Bay Running Club

Date of Race: 01-01-2026

Description: Register for our 2026 Winter Trail Series races all at one ...

Muddy Dash - VALUE REGISTRATION - R̶e̶g̶u̶l̶a̶r̶ ...

Organization: Viral Run

Date of Race: 08-29-2026

Description: Muddy Dash is not your average mud run! Get ready for ...

Blacklight Run - Value Registrations- R̶e̶g̶u̶l̶a̶r̶ P̶r̶i̶c̶e̶ $̶5̶4̶.̶9̶5̶

Organization: Viral Run

Date of Race: 07-11-2026

Description: The Blacklight Run™ is none other than the brightest, most fun ...

Muddy Dash - Exclusive VIP Registration - ...

Organization: Viral Run

Date of Race: 08-29-2026

Description: Muddy Dash is not your average mud run! Get ready for ...

Blacklight Run | Maryland 2026

Organization: Viral Run

Date of Race: 07-11-2026

Description: The Blacklight Run™ is none other than the brightest, most fun ...

Blacklight Run - Exclusive VIP Registration- R̶e̶g̶u̶l̶a̶r̶ P̶r̶i̶c̶e̶ ...

Organization: Viral Run

Date of Race: 07-11-2026

Description: The Blacklight Run™ is none other than the brightest, most fun ...

2026 Winter Trail Series - Non-CBRC Members Pre-registration

Organization: Chesapeake Bay Running Club

Date of Race: 01-01-2026

Description: Register for our 2026 Winter Trail Series races all at one ...

CBRC Winter Trail Series

Organization: Chesapeake Bay Running Club

Date of Race: 01-01-2026

Description: Register for our 2026 Winter Trail Series races all at one ...