Paint the Street

Paint The Street

A fundraiser held in downtown Springfield where participants help create a gallery on the street under the stars.
PRESENTED BY PNC

2026 EVENT INFO

June 27, 2026. 11 AM - 7 PM
Washington Street, Downtown Springfield

Paint for Fun Square: $45 per square
SOLD OUT FOR 2026

Competitive Square: $45 members/$50 non-members
SOLD OUT FOR 2026

Paint the Street is where we take over Washington Street in Downtown Springfield and paint 6 ft x 6 ft squares. Each square registration will receive one paint supply bucket (including brushes and the tempera paint we will be using which is water soluble/washable), one giveaway bag with goodies from sponsors, and one Paint the Street t-shirt.

We will have two food vendors on site:
Smart Natured Smoothies
Creole Smoke

Route 66 Themed Square Competition

This year, the SAA is proud to partner with Visit Springfield to make Paint the Street part of Illinois' Route 66 Centennial Celebration! We will be hosting a contest for the best Route 66 themed square. When you register for a square, please indicate on your registration if you intend on painting a Route 66 themed square. This is separate from the traditional competitive square contest and all square types are welcome to join the Route 66 contest.

Judges will pick an overall winner and two honorable mentions. Winners will receive a "bag of swag!"

WHO IS PAINTING?
Everyone: Artists, families, businesses, clubs, friends, and the community at large. Certain community charities of SAA, PNC, and others sponsors' choosing will receive a free square.

Competitive Category: Artists may purchase a square for $10 extra to be entered in the Competitive Art Category. You will have eight hours to complete your painting. This category will have access to an endless amount of paint. Cash prizes will be awarded to the top three winners.
First Place= $300
Second Place= $200
Third Place= $100

WHAT ARE YOU PAINTING?
It is completely up to you! - a portrait, business logo, a Jackson Pollock!

We request that imagery remains family friendly and we do retain the right to remove or request edits, at our discretion, to content that is not appropriate for the general public.

WHERE ARE YOU PAINTING?
Paint the Street: The event will block off Washington from 4th to 8th Streets. No painting will happen on the cobblestone between 5th and 6th Streets. A square number will be assigned to you and emailed the day before the event.

WHAT ARE PEOPLE SAYING ABOUT PAINT THE STREET?
"2024 was the first time I participated in SAA Paint The Street. Seeing so many people of all ages having FUN and creating such amazing street art in Downtown Springfield was so inspirational and just the BEST way to enjoy neighbors, friends and this beautiful Capitol city.
ALL DAY SATURDAY SUMMER ART FUN FOR ALL TO NOT MISS!"
-Kerry