Our monthly shopping event, Woodstock Shopping Night, typically occurs every 4th Thursday of the month. Participating stores stay open late until 8 pm to facilitate late-night shopping. Enjoy a great night out in downtown Woodstock with extended store hours & exciting specials.
2025 Dates
Jan 23 Feb 27 Mar 27 Apr 24 May 22 Jun 26
Jul 17 Aug 28 Sep 25 Oct 23 Nov 27 Dec 18
Summer Streetfest
Summer Streetfest is a two-day celebration happening every July. Formerly known as Sidewalk Sales, Summer Streetfest invites you to discover Downtown Woodstock.
With Dundas Street closed off for cars, stroll the street and discover our charming downtown businesses. Enjoy live music, kids’ entertainment, exciting sales, yummy eats or take a seat on one of the many patios for a cold drink.
Summer Streetfest 2025 takes place on Friday, July 18 and Saturday, July 19. It is followed by the Streetfest Car Cruise on July 20, organized by the Southgate Centre.
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.
2025 Dates
Jun 19 Jun 26 Jul 3 Jul 10 Jul 17 Jul 24
Jul 31 Aug 7 Aug 14 Aug 21 Aug 28
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+.
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.
Please check the City of Woodstock’s website for all the event details.