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 this fall? 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 — October & November 2026
Line Dancing Social — October 8
Where: 19 on the Park, 19 Civic Ave, Stouffville
Cost: Tickets via Eventbrite
Who: All skill levels
A country-music dance night at Nineteen on the Park, led by an instructor, for beginners and experienced dancers alike. A second social runs November 5 at 7:00 PM. Event details
The Stouffville Market — October 10
Time: 9:00 AM – 2:00 PM
Cost: Free to attend
Who: All ages
Browse local vendors in downtown Stouffville. Check the market page for remaining dates.
Youth Trivia Night — October 16
Time: 6:00 PM
Who: Youth
A Town of Stouffville youth program night. See the listing for details.
Pumpkins Paint & Pint — October 16
Time: 7:00 PM – 9:00 PM
Cost: $43
Who: Adults
A guided pumpkin-painting evening. Venue and tickets
The Grapes of Wrath — Acoustic Duo — October 16
Time: 7:00 PM – 11:00 PM
Cost: $45 – $55
Who: Adults
An acoustic evening with the Canadian rock band's duo. Venue and tickets
Stouffville Card Show — October 17
Who: Collectors and families
The Town's card show for trading card fans. Event details
Haunt and Howl at Bruce's Mill — October 18
Time: 3:00 PM – 5:00 PM
Cost: $3 – $12
Who: Families
A Halloween-season afternoon outdoors at Bruce's Mill. Event details
Bread & Brews Sourdough Making Class — October 25
Time: 1:00 PM – 4:00 PM
Cost: $100
Who: Adults
A hands-on sourdough class. Registration
Municipal Election Day — October 26
Residents of Whitchurch-Stouffville vote in the 2026 municipal election. Voting information
Rum Ragged and Ghost Tour — October 30
Two Halloween-week options: the Rum Ragged concert at Nineteen on the Park, and The Paranormal Seekers Ghost Tour & Investigation. Tickets required for both.
Halloween on Main — October 31
Where: Main Street, Stouffville
Time: 11:00 AM – 2:00 PM
Cost: Free
Who: Families
Costumes, activities, and treats from participating businesses along Main Street. Event details
Film Screening — We Lend a Hand: The Forgotten Story of Ontario Farmettes — November 4
Where: 19 on the Park
A documentary screening about Ontario's farmette history. Tickets
Where They Walked: Stouffville's Veteran Stories — November 8
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
A stand-up comedy night. Concert series details
46th Victorian Tea — November 14
Time: 11:00 AM – 1:30 PM
Who: Adults and families
The Whitchurch-Stouffville Museum's annual tea. Registration
Stouffville Holiday Market — November 20–21
The Town's holiday market kicks off the season. Event details
The Fortune Ball — November 21
The Markham Stouffville Hospital Foundation's annual fundraising gala. Event details
Coming in December
A WonderPhil Christmas Magic Show (Nov 29), A Broadsway Christmas (Dec 3), the Santa Claus Parade (Dec 5), Santa Visits the Museum (Dec 12), Youth Karaoke Night (Dec 16), and the New Year's Eve Levee & Skate (Dec 31).
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
MSH Foundation Fall 50/50 Raffle — through October 29
Support Markham Stouffville Hospital through the foundation's fall raffle. MSH Foundation events
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 10am–6pm and Saturday 10am–4pm. Call us at 905-591-9355 — no appointment needed for blister pack enrollment, MedsCheck reviews, and minor ailment prescriptions.
Sources: Town of Whitchurch-Stouffville · Discover Stouffville · Markham Stouffville Hospital Foundation. Have a community event to list? Email wishingwellpharmacy@gmail.com.