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
Wishing Well Pharmacy is located inside the Wishing Well Health Centre at 12637 Tenth Line, Unit 102 — right in the heart of Whitchurch-Stouffville. Each month, we update this page with upcoming Stouffville activities so our neighbours always know what's happening close to home. Here's your guide to September and October 2026.
Stouffville Activities — September & October 2026
🚗 Markham Stouffville Cruisers Motofest
Date: Saturday, September 12, 2026 · 9:00 AM – 3:00 PM
Location: Memorial Park, 2 Park Drive, Stouffville
Cost: Free admission
Audience: All ages, families
A classic car show hosted by the Markham Stouffville Cruisers Car Club, with proceeds from the 50/50 draw supporting the Markham Stouffville Hospital Foundation. A fun free outing for car enthusiasts and families alike.
🚒 Fire Department Open House
Date: Saturday, September 12, 2026 · 10:00 AM – 2:00 PM
Location: Fire Station 5-1, Whitchurch-Stouffville
Cost: Free
Audience: Families, children
Meet local firefighters, explore emergency vehicles and equipment, and let the kids climb aboard the trucks. A great free family outing marking the end of the Town's summer events season.
🎬 Silver Screamers Film Screening
Date: Wednesday, September 16, 2026
Location: 19 Civic Ave (Nineteen on the Park), Stouffville
Cost: Ticketed
Audience: Adults, seniors
A film screening at Stouffville's landmark 1896 heritage arts venue, Nineteen on the Park. Check the ticket page for the featured film and showtime.
🎗️ Stouffville Terry Fox Run
Date: Sunday, September 20, 2026 · Festivities from 12:00 PM, opening ceremonies 12:50 PM
Location: Memorial Park, Stouffville
Cost: Free — donations welcome
Audience: All ages, families
The annual Stouffville Terry Fox Run returns to Memorial Park with entertainment, displays, refreshments, and children's activities. The event has raised more than $2.4 million for cancer research since 1982.
🎃 Sustainable Workshop: Everlasting Pumpkins
Date: Sunday, September 20, 2026
Location: Stouffville — see event page for venue
Cost: Registration required
Audience: Families, adults
A hands-on seasonal workshop on creating long-lasting, sustainable pumpkin decor, part of the Town's ongoing sustainable-living workshop series.
🌿 Seniors Active Living Fair
Date: Tuesday, September 29, 2026 · 10:00 AM
Location: Stouffville — see townofws.ca for venue
Cost: Free
Audience: Seniors 55+
A community fair connecting Stouffville seniors with local health, wellness, and active-living resources and programs.
🧠 Youth Trivia Night
Date: Friday, October 16, 2026 · 6:00 PM
Location: Stouffville — see event page for venue
Cost: Free (confirm at registration)
Audience: Youth, teens
A casual trivia night for Stouffville youth — a low-key evening of friendly competition and prizes.
🃏 Card Show
Date: Saturday, October 17, 2026
Location: Stouffville — see event page for venue
Cost: See event page for admission
Audience: All ages
A trading card and collectibles show for local collectors and families, hosted by the Town of Whitchurch-Stouffville.
🎻 Rum Ragged — Concert Series
Date: Friday, October 30, 2026
Location: 19 Civic Ave (Nineteen on the Park), Stouffville
Cost: Ticketed
Audience: Adults
East-coast folk group Rum Ragged performs as part of Nineteen on the Park's ongoing Concert Series in downtown Stouffville.
🎃 Halloween on Main
Date: Saturday, October 31, 2026
Location: Downtown Main St, Stouffville
Cost: Free
Audience: Families, children
Stouffville's downtown Halloween celebration on Main Street, with trick-or-treating and community festivities for families.
Ongoing Stouffville Programs
🌽 Stouffville Farmers Market
Saturdays, 9:00 AM – 2:00 PM (May–October) · 6240 Main St., Stouffville
Fresh local produce, artisan goods, baked goods, and food vendors in downtown Stouffville. Runs through October.
🎭 Nineteen on the Park — Year-Round Arts Programming
Various dates · 19 Civic Ave, Stouffville
Concerts, theatre, comedy, and film at Stouffville's landmark 1896 heritage arts venue.
🧓 Stouffville Senior Programs
Year-round · Whitchurch-Stouffville Community Centre
Fitness, social, and wellness programs for Stouffville seniors — see the Fall 2026 Play Book for the current schedule.
🏊 Recreation & Fitness Programs
Year-round · Whitchurch-Stouffville Community Centre
Swimming, skating, fitness classes, youth sports leagues, and drop-in programs for all ages.
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.