Coloring the Street

Our valley elevates community fun throughout the year.

Main Street Middletown hosts fundraising opportunities annually in order to continue supporting our area businesses and events. We celebrate our community, history, and culture.

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Coloring the Street

April 23 @ 10:00 am - 3:00 pm

Join us as the beloved Coloring the Street chalk art festival returns to downtown Middletown this spring. On Saturday, April 23rd Main Street in Middletown will once again blossom with color, live music and community engagement.

The day kicks off with colorful morning street yoga hosted by Mountain Spirit Yoga. And then as the musicians take the stage our featured local artists take to the street to showcase their talents up and down Main Street with vibrant creative designs.

The festival features numerous arts and crafts vendors, live art demonstrations, the popular kid’s imagination station as well as a variety of fabulous food options. Kids are once again welcome to take part in the fun and engaging themed chalk art contest right alongside our featured artists.

Supported by our generous sponsors and brought to life by our talented local artists the chalk art creations are the main attraction of the day. These masterpieces are created over the course of the day and turn the mundane pavement into an incredible expression of artistic vision. The chalk artists will begin early in the morning so come on out and immerse yourself in art as you watch their progress throughout the day.

  • Street Yoga by Mountain Spirit Yoga
  • Eclectic Arts and Crafts Vendors
  • Wine, Mead and Cider Tastings
  • Live Acoustic Musicians
  • Children’s Entertainment
  • Delicious Food

Select below for details and registration:

Community Chalk Art Contest

Community Chalk Art Contest

Sign up for a 3’x3’ space at Main Street Middletown’s Coloring the Street chalk art contest. All ages and abilities are encouraged to sign up, as our goal is to transform Main Street into a community art gallery. 

This year’s theme is ‘Weird and Wonderful Wildlife’ – draw your favorite animal or pet or maybe the pet you’d have if you could choose any animal in the world! Draw where that weird, wonderful and wild animal calls home, what they like to eat, or what it is you find most interesting about them.

Our featured artists will offer guidance or tutorials in order to help contestants and will perform the final judging in all categories. Prizes will be awarded in a variety of categories.

Spaces are limited. To reserve your square sign up below and pay $8 per square via PayPal.

Entry per square is $8 in advance and includes some materials. Participants may bring materials as well. Materials must be eco-friendly and approved by contest coordinator upon check-in. You will be provided with a 3’x3’ square in order to create your masterpiece. Artwork must remain within this space. You will have up to 4 hours to complete your square – between 10 a.m. and 2 p.m. Winners will be announced around 2:45pm.

Main Street Middletown retains the right to photograph any and all artwork and to use theses images to promote future events.

Community Chalk Art Contest

  • Price: $8.00
    $8.00 per square. Please indicate the total number of squares to be purchased. Space is limited and will be granted on a first come first served basis while supplies last.
  • $0.00

Morning Street Yoga

Morning Street Yoga with Mountain Spirit Yoga

Create a river of color down Main Street with yoga mats and pants of every hue! Join the instructors of Mountain Spirit Yoga in downtown Middletown to kickstart the Coloring the Street chalk art festival with a yoga practice accessible to everyone, starting at 9:30am. Wear bright colors and bring your family and friends out for this unique yoga experience! Space is limited so be sure to reserve your mat space early!

Morning Street Yoga Reservation

  • Price: $5.00
    $5.00 per space or $15.00 for 4 spaces. Space is limited and will be granted on a first come first served basis while supplies last.
  • How to Pay

    1. Click SUBMIT to submit your Morning Street Yoga Reservation form. The page will reload, scroll back down to the bottom of the form and you will see "Thank you for participating in Coloring the Street! Please pay here and click SEND." 2. Click PAY HERE – which will redirect you to PayPal. 3. Please enter the total amount of your purchase and under ADD A NOTE include the words ‘Yoga’ AND the quantity you are purchasing. Please make sure the dollar amount and quantity entered in PayPal match the form you submitted on Main Street Middletown's website. 4. Click CONTINUE and follow PayPal prompts. Thank you!

Featured Artists

Featured Artists

Deadline to apply is April 2, 2022. Artists will be provided with a 10′ x 10′ space in which a 8′ x 8′ piece of unique chalk art should be produced. This is a rain or shine event. In the event of rain we will attempt to provide as much cover as possible but artists should be prepared for all weather conditions.

Featured Artist Application Form

  • Accepted file types: jpg, gif, png, pdf, Max. file size: 2 MB.

Sponsors

Sponsors

As a Coloring the Street Featured Artist Sponsor your company’s name will be prominently displayed on your sponsored artist’s work the entire day of the event. Your business name and/or logo will also be used in social media promotions and displayed on our website. After the festival you will receive a digital and printed photo of your featured square. Don’t miss this incredibly unique opportunity to showcase your business!

Featured Artist sponsorship is $250.00. You are sponsoring a chalk art square that will be filled with art by a local Featured Artist. Your Featured Artist sponsorship is tax deductible as a charitable contribution, Main Street Middletown, MD, Inc. is a 501(c)3 non-profit organization. If you have your own artist whom you would like to sponsor please make sure they submit the Featured Artist Application Form.

Sponsorship Opportunities

  • Accepted file types: svg, eps, jpg, png, Max. file size: 2 MB.
    If you wish to have to your business featured on our website as a sponsor of the event please upload your logo here.
  • Price: $250.00

Eclectic Arts & Crafts Vendors

Eclectic Arts & Crafts Vendors

Deadline to apply is March 25, 2022. Booth Fees are non-refundable. Single Space (10′ x 10′) $50.00. Double Space (20′ x 10′) $75.00. Tripe Space (30′ x 10′) $95.00.

Eclectic Arts & Crafts Vendor Interest Form

  • Vendors are responsible for collecting and paying their sales tax.
  • Booth Fees are non-refundable
  • Drop files here or
    Accepted file types: jpg, gif, png, pdf, Max. file size: 2 MB, Max. files: 3.
      Please upload at least three representative photos of your work and your outdoor display. All items must be handcrafted by the participating individual(s). Photos must be less than one year old. Please note that Main Street Middletown, MD, Inc. reserves the right to limit the number of artists accepted into each category.

    Food Vendors

    Food Vendors

    Deadline to apply is March 25, 2022. Booth Fees are non-refundable. Single Space (10′ x 10′) $50.00. Double Space (20′ x 10′) $75.00. Tripe Space (30′ x 10′) $95.00. Trailer/Truck (20′ x 10′) $75.00.

    Food Vendor Application

    • Vendors are responsible for collecting and paying their sales tax.
    • Booth Fees are non-refundable
    • Drop files here or
      Accepted file types: jpg, gif, png, pdf, Max. file size: 2 MB, Max. files: 3.
        Please upload Proof of Insurance listing Main Street Middletown MD, Inc. as additional insured. Please upload photo identification of the individual who will be ON SITE the day of the event.

      Thank you to our FY22 Coloring the Street sponsors for making the chalk art festival possible!

      Details

      Date:
      April 23
      Time:
      10:00 am - 3:00 pm

      Organizer

      Main Street Middletown, MD Inc.
      Phone:
      301-371-6171
      Email:
      baxilbund@ci.middletown.md.us
      View Organizer Website

      Venue

      Downtown Middletown, Maryland
      31 West Main Street
      Middletown, MD 21769 United States
      + Google Map
      View Venue Website