Events in Downtown Woodstock

BIA Events

Music in the Square

Come to Museum Square for a little lunchtime concert. Music in the Square happens every Thursday from 12 pm to 2 pm during the Summer months.

Grab some lunch from one of the neighbouring businesses or bring your own and enjoy live bands and musicians.

2026 Dates

Jul 2 – TBD
Jul 9 – TBD
Jul 16 – TBD
Jul 23 – TBD
Jul 30 – TBD

Aug 6 – TBD
Aug 13 – TBD
Aug 20 – TBD
Aug 27 – TBD

Downtown Hall

Downtown Hall: Monday, April 13, 2026

Join us for the Downtown Woodstock BIA’s open member forum for business and property owners, partners, and stakeholders. This session will feature a year in review, presentation of the 2026 budget, and updates to the 2026 strategic plan, along with an opportunity to ask questions, share feedback, and hear what’s ahead for downtown.

Other Events in Downtown Woodstock

Oxford Pride Family Day

Organized by Oxford County Pride, this family-friendly event takes place in Museum Square. Expect vendors, music and a celebration of all things 2SLGBTQI+.

2026 Date: Saturday, June 13.

Please check Oxford County Pride’s website or Facebook page for event updates.

Victoria Day Parade

Celebrate the Victoria Day weekend by spending some time downtown. From local shops and services to great food and friendly faces, downtown Woodstock is a great place to enjoy the long weekend.

2026 Date: Monday, May 18

Fall Fest

Celebrate the season with us at Fall Fest in Downtown Woodstock. This annual event brings together local businesses, visitors, and the community for a day of fall-themed experiences, shopping, treats, and activities that highlight the energy and charm of Woodstock in the downtown core.

Lighting of Museum Square

Organized by the City of Woodstock, the Lighting of Museum Square is the official start of the Christmas season. Think sparkling lights, hot chocolate, music, entertainment and a very special guest all the way from the Northpole.

2025 Date: Friday, November 14.

Please check the City of Woodstock’s website for all the event details.

Santa Claus Parade

Organized by the City of Woodstock, the Santa Claus Parade features holiday-themed floats, marching bands, community groups and, of course, Santa! Departing from the Woodstock Fairgrounds, the parade will make its way along Dundas Street turning right onto Light Street to end in Victoria Park, 413 Buller St.

2025 Date: Saturday, November 15.