Calendar of Events

Calendar of Events

Coolest Mile On Main Street @ Sykesville Main Street
Jul 1 @ 1:00 pm – 2:00 pm

Thanks to our fabulous sponsors Tri Sport Junction & Momentum Personal Training LLC. we are spicing it up (or cooling it down) with a Let Freedom Ring theme!

Event Registration is open at TriSport Junction and on

Details will be available on our Facebook page.

When purchasing tickets, by registering on I understand that I have given up substantial rights and waive any responsibility of Downtown Sykesville Connection in harm caused potentially hazardous activity, linked to sport activities. I will not enter and participate unless I am medically able and properly trained, and by my signature, I certify that I am medically able to perform this event, and am in good health, and I am properly trained. I agree to abide by any decision of a race official relative to any aspect of my participation in this event, including the right of any official to deny or suspend my participation for any reason whatsoever. I attest that I have read the rules of the race and agree to abide by them.  I assume all risks associated with running in this event, including but no limited to: falls, contact with other participants, the effects of the weather, including high heat and/or humidity, traffic and the conditions of the road, all such risks being known and appreciated by me. I understand that bicycles, skateboards, baby joggers, roller skates or roller blades, animals, and personal music players are not allowed in the race and I will abide by all race rules. Having read this waiver and knowing these facts and inconsideration of your accepting my entry, I, for myself and anyone entitled to act on my behalf, waive and release theDowntown Sykesville Connection and the Town of Sykesville, all event sponsors, their representatives and successors from all claims or liabilities of any kind arising out of my participation in this event, even though that liability may arise out of negligence or carelessness on the part of the persons named in this waiver.  I grant permission to all of the foregoing to use my photographs, motion pictures, recordings or any other record of this event for any legitimate purpose.  I understand that this event does not provide for refunds in the event of a cancellation, and by signing this waiver, I consent that I am not entitled to a refund if the event is cancelled before or during the event’.

Let Freedom Ring Parade @ Sykesville Main Street
Jul 1 @ 2:00 pm – 3:30 pm

The brand new Let Freedom Ring Parade will start at 2:00pm at Sykesville Middle School and route the length of Historic Main Street.  “We chose “Let Freedom Ring” as our theme because not only does it encompass the patriotic spirit of the holiday, the entire Sykesville and Eldersburg region is known as the Freedom area.” states Annie Kennedy, the Parade Committee Chair and Main Street merchant Cowboys & Angels Boutique shop owner.  Other committee members include fellow merchants Katie Johnson from Norwood Ice Cream & Candy Company, Ridia and Stewart Dearie from The Vine on Main and Baldwin’s Station Restaurant, and Julie Della-Maria, DSC Executive Director. “My favorite 4th of July was spent in a small town in Vermont; half of their town was in the parade and the other half was watching and cheering for them!” remembers Ridia Dearie. The goal of the parade is to promote the Freedom area’s special community and small town spirit. Entrants will include floats, marching units, organized groups, and vehicles.   Awards for floats will be announced at the after-parade party, which will be held around 3:00pm, directly following the end of the parade. A float viewing area, live music, and an old-fashioned 4th of July picnic with food and drink available to eat there or take along to the next activity. Parade application should be mailed to the DSC office: 7307 Spout Hill Road, Sykesville MD, 21784. Event details will also be available in the event section of our Facebook Page.

We would love for you to join our volunteer team for this event!


Our Red, White and Blue (Title) Sponsor:


Our Stripe Sponsors:

Blue Ridge Title                                              McCormick Mortgage Services



Town & Country Auto Repair

Our Patriot Sponsors:

Cowboys & Angels Boutique

Freedom District Lions Club

Baldwin’s Station

Consolidated Graphics

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