Calendar of Events

Calendar of Events

2021 Coolest Mile on Main
Sep 22 @ 6:00 pm – 8:00 pm

Race starts at Sykesville Middle School with a lap around the fields – then a fast downhill to end on Main Street in the Coolest Small Town & Best Main Street in America!

Refreshments at the end of the race.

Race plan:
Meet in of back of Sykesville Middle at 5:50 pm Start time 6 pm
We will have a gun-start (all start at once) line up. Faster runners (9 min and under milers) in front and slower runners in back. The Course is 1/8 mile on the grass start, then a fast downhill on the road.

Park in town and do a warm-up to the middle school or park at middle school and do a cool down post-race back to your car.
There will be a free treat for all bib holders to cool you off post-race.

Parking is available in downtown Sykesville and at the Middle School.

Springfield Ave and Main Street will be closed @ 6 PM.

Online registration:

Volunteer for the event!

Register in person at Tri Sport Junction, our title sponsor!

Packet Pickup:

  • Packet Pick up for pre-registered runners on Race day at Sykesville Middle from 5 pm until 5:40 pm.

There will be No Race Day Registration.

6 PM in Back of Sykesville Middle School (7301 Spring Field Ave).
The start line is 1 mile from packet pick up so please allow yourself enough time to get to the start line.

Finish Downtown Sykesville by Tri Sport Junction.
This event is powered by Tri Sport Junction.

The Downtown Sykesville Connection and the Town of Sykesville look forward to seeing you on Main Street on September 22!


Non-refundable, event is rain or shine.

NO PETS ALLOWED (Town Ordinance 301, which modified the Town Code. The Town Code reference for the “no pets or animals allowed at Town events is: Chapter 51, Article 1, Sections 51-1 through 51-)

*Information provided to the Downtown Sykesville Connection will not be used for any purpose other than the distribution and/or confirmation of receipt of tickets.

*The Downtown Sykesville Connection is not responsible for any situations that arise due to the transaction system.

*By attending the 2021 Coolest Mile on Main, I understand that I may be photographed or videotaped for promotional or educational purposes.

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