Discover events in Stouffville!
Your Guide to Stouffville Events & Announcements
Stouffville Activities
Founded in 1804 by Abraham Stouffer, the hamlet was originally named Stouffeville. Stouffer built a sawmill and grist-mill on the banks of Duffin’s Creek in the 1820s. The community name was shortened to Stouffville when its first post office opened in 1832.
In 1877, Stouffville became an incorporated village. On January 1, 1971, the Village of Stouffville amalgamated with Whitchurch Township and was designated a community within the larger town of Whitchurch–Stouffville; with amalgamation, the boundary of the town was also moved four farm lots south of the original boundary of Main Street (the land was formerly a part of Markham Township). The population of urban Stouffville in 1971 was 5,036.
In 2003, a large 16th-century Huron village was discovered in Stouffville during land development; approximately 2000 people once inhabited the site (Mantle Site), which included a palisade and more than 80 longhouses, yielding tens of thousands of artifacts.
Stouffville Activities and Community Events — Your Monthly Guide
Looking for things to do in Stouffville? Wishing Well Pharmacy is a neighbourhood pharmacy inside the Wishing Well Health Centre medical building, and we put this guide together each month for our Stouffville neighbours. Below you will find family events, seniors' programs, live shows, markets, and seasonal fun across Whitchurch-Stouffville, based on the Town's and local listings at the time of writing. Dates and details can change, so check each event link before you go.
Stouffville Activities — November & December 2026
Halloween on Main — October 31
Where: Main Street, Stouffville
Time: 11:00 AM – 2:00 PM
Cost: Free face painting; see the event page for details
Trick-or-treating at participating businesses while supplies last, pumpkin carving and decorating, a spider maze and an escape rig. Details may change as the date approaches. Event details
Film Screening — We Lend a Hand: The Forgotten Story of Ontario Farmerettes — November 4
Where: 19 on the Park, Stouffville
A documentary screening. Tickets
Line Dancing Social — November 5
Where: 19 on the Park, Stouffville
Time: 7:00 PM
Cost: Tickets via Eventbrite
A line dancing social night. Tickets
The Plowboys — an Evening of Authentic Country — November 6
Time: 7:00 PM – 10:00 PM
Cost: $40
A country music evening. Venue and tickets
Leopard 1 C2 Tank Monument Dedication — November 7
Where: Whitchurch-Stouffville Museum, 14732 Woodbine Ave, and adjacent Vandorf Park
Time: 10:00 AM – 12:00 PM (unveiling 10:00–11:00 AM, refreshments after)
Cost: Free
Who: Everyone is welcome
The Town dedicates a new tank monument. You can also see the exhibition Worthy: The History of the Royal Canadian Armoured Corps. Event details
Sin Bin Comedy Show with Marc Anthony Sinagoga — November 7
Time: 8:00 PM – 10:00 PM
Cost: $25
A stand-up comedy night. Venue and tickets
Where They Walked: Stouffville’s Veteran Stories — November 8
Cost: Tickets via Eventbrite
A Remembrance-season event sharing local veterans’ stories. Tickets
Print & Be Merry Workshop — November 8
Time: 2:00 PM – 4:00 PM
Cost: $25
A holiday printmaking workshop. Registration
Yuk Yuk’s On Tour — November 13
Where: 19 on the Park, Stouffville
A stand-up comedy night in the Town’s concert series. Concert series details
46th Victorian Tea — November 14
Where: Whitchurch-Stouffville Museum
Time: 11:00 AM – 1:30 PM
Cost: Registration required
The museum’s annual Victorian tea. Registration
George Lake BIG Band — November 14
Time: 7:00 PM – 10:00 PM
Cost: $40
An evening of big band music. Venue and tickets
Youth Line Dancing Social — November 14
Time: 6:00 PM
Who: Youth
A line dancing social for youth. Event details
Village of Stouffville Ladies’ Night — November 17
Time: 5:00 PM – 9:00 PM
Ladies’ Night in the Village of Stouffville. Event details
Stouffville Holiday Market — November 20–21
Where: 6240 Main Street and Civic Square, Stouffville
Time: Friday 5:00 PM – 9:00 PM; Saturday 11:00 AM – 7:00 PM
Cost: Free main stage performances and rides
A local artisan marketplace with lighting displays, food trucks, hot drinks and a visit from Santa. Event details
A WonderPhil Christmas Magic Show — November 29
Where: 19 on the Park, Stouffville
A holiday magic show in the Town’s concert series. Concert series details
A Broadsway Christmas — December 3
Where: 19 on the Park, Stouffville
A holiday concert in the Town’s concert series. Concert series details
Santa Claus Parade — December 5
Where: Stouffville
The Town’s annual Santa Claus Parade. Check the Town’s page for the time and route. Parade details
Sustainable Workshop: Seasonal Cedar — December 5
Cost: Registration via Eventbrite
A seasonal craft workshop. Registration
Santa Visits the Museum — December 12
Where: Whitchurch-Stouffville Museum
Cost: Tickets via Eventbrite
A visit with Santa at the museum. Tickets
Youth Karaoke Night — December 16
Where: 19 on the Park, Stouffville
Time: 6:00 PM – 8:00 PM
Who: Youth in grades 7–12
A karaoke night for youth. Event details
Mayor & Council’s New Year’s Eve Levee & Skate — December 31
Where: Stouffville
The Town’s New Year’s Eve levee and skate. Event details
Coming in February
Yuk Yuk’s On Tour (February 5) and Serenades and Sweethearts (February 11) at 19 on the Park. Yuk Yuk’s tickets · Serenades and Sweethearts tickets
Ongoing Stouffville Programs
Nineteen on the Park
The Town's downtown theatre at 19 Civic Ave hosts concerts, comedy, film, and community nights year-round. See what's on
Drop-in Recreation Programs
Skating, swimming, and fitness drop-ins through the Town's recreation department. View drop-in programs
Whitchurch-Stouffville Museum
Exhibits and seasonal events at the Town's museum in Vandorf. Visit the museum page
At Wishing Well Pharmacy in Stouffville, we believe that staying active and connected to your community is just as important as taking your medications correctly. We are located inside the Wishing Well Health Centre at 12637 Tenth Line, Unit 102. Open Monday to Friday 9am–7pm and Saturday 9am–4pm, closed Sunday. Call us at 905-591-9355 for blister pack enrollment, MedsCheck reviews and minor ailment assessments.
Sources: Town of Whitchurch-Stouffville · Discover Stouffville · Markham Stouffville Hospital Foundation. Have a community event to list? Email wishingwellpharmacy@gmail.com.