From family-friendly pumpkin patches to long-running country fairs, Burlington and the area is packed with events that capture the spirit of the season.
Fall is here, and that means crisp air, colourful leaves, and plenty of local festivals to enjoy. From family-friendly pumpkin patches to long-running country fairs, Burlington and the surrounding area are packed with events that capture the spirit of the season. Mark your calendar — here are some of the highlights.
🎃 Springridge Farm Harvest Weekends
📍 Milton | 🗓️ Weekends starting September 12
Celebrate the harvest at Springridge Farm with wagon rides, farm animals, corn trails, and plenty of seasonal treats. A perfect day out for families with kids of all ages.
🐄 Ancaster Fair
📍 Ancaster | 🗓️ September 18–21
One of Ontario’s classic country fairs, the Ancaster Fair brings together agricultural displays, livestock competitions, midway rides, and live entertainment.
🍎 St. George AppleFest
📍 St. George | 🗓️ September 20–21
This small-town festival celebrates all things apple — pies, cider, crafts, live music, and more. A local favourite that draws thousands each year.
🎃 Downey’s PumpkinFest
📍 Caledon | 🗓️ September 20 – October 31
A month-long celebration featuring pumpkin picking, corn mazes, wagon rides, and fall-themed fun. Great for both kids and adults looking to get into the autumn spirit.
🎡 Milton Fall Fair
📍 Milton | 🗓️ September 26–28
A long-standing community tradition with midway rides, agricultural showcases, food vendors, and family entertainment.
🎃 PumpkinFest Milton (Pumpkins After Dark)
📍 Milton | 🗓️ September 27 – November 1
Walk among thousands of hand-carved pumpkins lit up in creative displays. A magical, nighttime experience that blends art, Halloween, and autumn fun.
🥧 Burlington Butter Tart Festival
📍 Burlington | 🗓️ October 4
If you love butter tarts, this is the place to be. Local bakers compete for the title of best tart while visitors sample and shop. Plus artisan vendors and live music.
🎡 Rockton World’s Fair
📍 Rockton | 🗓️ October 10–13
One of the largest Thanksgiving weekend fairs in Ontario, Rockton features agricultural competitions, a midway, entertainment, and classic fair food.
🍁 Ball’s Falls Thanksgiving Festival
📍 Jordan (Niagara Region) | 🗓️ October 10–13
Set in the beautiful Ball’s Falls Conservation Area, this festival combines artisan vendors, heritage demonstrations, live music, and stunning fall scenery.
Plan Your Fall Adventures
With so many events happening within a short drive of Burlington, there’s something for everyone this season. Whether you’re craving butter tarts, looking to pick the perfect pumpkin, or hoping to soak in autumn colours at a country fair, these festivals are the perfect way to celebrate fall in Southern Ontario.
Disclaimer
Please note that the information in this blog is for general guidance only and may not always be up to date or accurate. We recommend double-checking details directly with local cities, businesses, or official sources before making any plans or acting on the information. We are not a news or journalistic outlet, and while we do our best to make sure information is accurate, sometimes we make mistakes. It is always best to verify with official sources.
Apply to join The Burlington Club
The Burlington Club is a members-only community designed to bring entrepreneurs, creatives, and local leaders together.
Join over 200 others in our Ontario based group chat!
Looking to connect with locals, discover hidden gems, or just find a few new friends to chat with? You’re invited to Neighbours, our Ontario-based group chat on Discord where real people from cities and towns across the province come together to share, explore, and connect.

Burlington 365
365 Network
Burlington 365 is a vibrant social hub spotlighting the very best of Burlington, Ontario—and the surrounding Halton region—365 days a year. With a lively Instagram presence of over 19,000 followers, we enjoy sharing everything from mouth-watering local eats and irresistible boutique shopping finds to scenic trails, community events, and small business spotlights.
We create and curate authentic, local-first content
Burlington 365 makes it easy to feel connected and in-the-know. Whether you're a long-time local or a weekend visitor, our daily updates deliver the highlights, hidden gems, and seasonal fun that make Burlington a beautiful place to live, work, and explore.