Downtown Sykesville Shops


Welcome to Downtown Sykesville

Sykesville is a quaint small town, home to 4,400 residents. This unique and charming Town strives to maintain its historical heritage while fostering a vibrant and exciting downtown, rich in extraordinary art displays, eclectic activities, and exciting events programmed by the Downtown Sykesville Connection. The mission of the Downtown Sykesville Connection is to coordinate initiatives that enrich the quality of life of the downtown Sykesville community through the implementation of the Main Street Approach. The Downtown Sykesville Connection acts as the economic department of the Town of Sykesville. The Downtown Sykesville Connection received the Coolest Small Town in America by Budget Travel in 2016 and was crowned Best Main Street in America by Independent we stand June 2nd of 2020.

What’s new and exciting?

The Downtown Sykesville Connection’s staff is working on a few surprises for you!
COVID-19 has definitely nudged us out of our comfort zone and forced us to put our thinking cap on! But we have focused on the silver lining: we have learned different (and sometimes better) ways and forged new relationships with super cool people.
This resulted in new and fun programs (take that COVID) that will be live SOON!
We are proud to bring to you in the upcoming weeks and months:

The Best Battle of the Bands

Contact us via email ( or phone (443-812-3158) to participate!
The Downtown Sykesville Connection (DSC) and the Community Media Center (CMC) present the Best Battle of the Bands!

In a nutshell, this brand new event is a 6-week fundraiser to support the DSC and local artists, and provide a socially distant way of entertainment.

All we need you to do now to sign up to schedule the zoom interview that will help us create your online profile for the contest and provide us with a sample of your music!

Contact us on Facebook ( or via email ( to get this done and chat with us

The DSC will set up the voting system – with band profiles – on its website homepage ( Each vote will consist of a nominal donation ($4) that will be split between the band/artist and the DSC.

The DSC will be coordinating and funding the whole event and its marketing.

The CMC is teaming up to support video production and the stream of the live grand finale that will be available on several platforms including channel 19.

Bands will receive a check of the amount of funds they raised through the voting process.

The event is open to any type of artist/band who have original music that consists of at least six songs.

Most of the event will be virtual and broadcasted via CMC, DSC and Channel 19 platforms. The grand Finale will showcase the 4 bands that received the most votes throughout the five first weeks of competition.

Reach out to us for more information via email (, messaging ( or or phone (443-812-3158).

Stay tuned Sykesville!

If you need to stretch your legs while practicing social distancing downtown Sykesville, enjoy the tiny murals and their story: click the icon below to find the paintings and listen to his story

Upcoming Events

12:00 pm 2020 Sykesville Motorcycle Poker... @ Stratosphere Social - Start point
2020 Sykesville Motorcycle Poker... @ Stratosphere Social - Start point
Oct 17 @ 12:00 pm – 4:00 pm
2020 Sykesville Motorcycle Poker Run @ Stratosphere Social - Start point
  Welcome to the first ever Sykesville Motorcycle Poker Run!  Saturday October 17th 2020, 12 pm Door prizes, specials, giveaways and coupons will be available to all riders at all stops and locations during the 3 … Continue reading 2020 Sykesville Motorcycle Poker Run
10:00 am 2020 Sykesville Pup Walk @ Sykesville Middle School to Main Street
2020 Sykesville Pup Walk @ Sykesville Middle School to Main Street
Oct 25 @ 10:00 am – 4:00 pm
2020 Sykesville Pup Walk @ Sykesville Middle School to Main Street
Join us for a 1-mile costume walk from Sykesville Middle School to Main Street with your human. Well behaved pets and humans only. Waves every 30 min, Mask required. Proceeds will go to Carroll Hospital … Continue reading 2020 Sykesville Pup Walk
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This Week on Main Street

Appearances in the news, upcoming initiatives, how the community connects on Main Street, and so much more is happening. Find out what's up right here.
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