SATURDAY, JUNE 21st, 2025 (rain date June22nd)

Now in its 14th year, Circle the Square brings music, art, activities and other free entertainment to Medford Square for people of all ages. The square will be alive with over 50 vendors, plus live music, dance performances, a musical theatre review, and martial arts demos.

Search the festival area for hidden pinwheels to claim a prize at the Welcome Table. Engage in a game of giant chess, participate in our community art projects, and get your face painted. There will be plenty of activities for people of all ages, plus artist vendors will be selling hand-crafted items. In addition to all of the great restaurants in the square there will be Chicken and Rice Guys food truck, Frozen Hoagies food truck, and drinks and treats from Lola’s Coffee and More. Adults 21+ can enjoy the beer garden from Medford Brewing Company.

All activities will be centralized in a pedestrian-only area from the Rose Sloane Garden (in front of Metro Credit Union), down Riverside Avenue to River Street and Riverside Plaza. This will allow festival-goers to enjoy Circle the Square more easily and safely.