Pictures from Coloring the Street, which took place on April 28th!



Colouring the Street - Main Street Middletown Chalk Fair

Main Street Middletown Coloring the Street

Join us for a brand new community art event this spring in downtown. We’re not going to let the road construction get us down. We plan to make our roads beautiful with local artists creating interesting chalk art right on Main Street. Amateur artists are encouraged take part in a themed chalk art contest. And the little ones will enjoy fun and engaging process art in the kids freestyle chalk art space.

There will be entertainment for all ages – Street Yoga by Mountain Spirit Yoga, Eclectic Arts and Craft Vendors, Wine and other tastings, live acoustic music, children’s entertainment, delicious food and Ice Cream, and so much more!

Coloring the Street map


A number of Featured Artists will be showcasing their professional talents on the streets of Middletown, with amazing chalk art displays. Among them will be famed Frederick artist Goodloe Byron. (Check out Goodloe’s work here.

If you are interested in being one of our Featured Artists download the application here.

We would also like to encourage the community to participate in our super fun themed chalk art contest. Any and all ages and abilities are encouraged to sign up! The contest theme will be Show Me a Story. Pick a fairytale story and show us your artistic interpretation! Spaces are limited! To reserve a square, use Eventbrite link to sign up and then mail or drop $5 to Town Hall – 31 West Main Street Middletown, MD 21769.

Sign up on Eventbrite here:


A selection committee will choose unique and eclectic  hand-crafted and art vendors to bring theirs wares to this event.

Download Vendor Application


Mazzaroth Vineyard logo

YOGA on Main Street!

Mountain Spirit YogaTake advantage of an amazing and unique opportunity for FREE yoga on Main Street – that’s right – right on the street, provided by our very own Mountain Spirit Yoga. BYOM (bring your own mat) and wear all your bright colors as we will take lots of amazing pictures of this exciting experience!

Space is limited. Signup on Eventbrite here


We have a Truly UNIQUE opportunity for sponsorship. Chalk Artists will include your business name on their artwork, prominently displayed. Sign up to sponsor one of our talented Featured Artists and also support this community art event, brand new to Middletown! And receive a professional photo of the artwork with your business name!

Download Sponsorship Application

Thank You to our 2018 Sponsors!

Main Cup logo Mt. Airy Children's Dental Association logo
Shockley Honda logo

Deb's Artisan Bakehouse logo






RBD Wealth Management logo