300 Oaks Road Race
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300 Oaks Road Race
The 300 Oaks Road Race takes place in Greenwood, Mississippi on September 19, 2026, with the start and finish located near 200 E Claiborne Ave. The event is presented as the 46th annual running of the races and highlights a local tradition tied to the original 300 oak trees planted along Grand Boulevard.
The event includes these distances:
- 10k run
- 5k run
- 5k walk
- 1 mile fun run
Each course travels through different areas of Greenwood. Routes pass the historic downtown area, and the 10k uses the RailSpike Park trail. Other parts of the courses go along shaded residential streets where residents are often present to watch and cheer.
Teams are accepted for the 5k walk and the 10k run; teams of five or more are eligible for a team discount. After the races an after party will take place at the park between the bridges on the Yazoo River near the finish area. Food and beverages listed for the after party include grilled hamburgers, hot dogs, chips, cold soft drinks, water, and beer. Visit the organization's website for the most recent information.
