Downtown Events

The Downtown Woodstock BIA hosts events throughout the year celebrating our vibrant downtown community and businesses with shopping, live music and free activities for all ages! Visit the BIA’s website for event schedules and details.

Woodstock Shopping Nights

Enjoy a great night out in downtown Woodstock with extended store hours and exciting specials on the fourth Thursday of each month.

Summer Streetfest

Summer Streetfest is a two-day celebration happening every July on Dundas Street. Enjoy live music, kids’ entertainment, exciting sales, yummy eats or take a seat on one of the many patios for a cold drink.

This year Streetfest will take place July 18 – 19, 2025. As part of the event, the City of Woodstock is organizing a variety of interactive experiences, busker performances, art activities and the Green Street Challenge.

Music in the Square

Come to Museum Square for a little lunchtime concert from 12 – 2 p.m. every Thursday from June 19 – Aug. 28, 2025.

Festive Weekends

Get festive in Museum Square with free pictures with Santa, activities and more! Dates and details for 2025 to be announced.