Fall Festivals and Events in Oakville to Enjoy This October

by Ana Bastas

Explore Oakville’s top fall festivals and events this October 2025. From pumpkin patches to harvest markets, discover family-friendly seasonal activities.

ctober in Oakville brings together the charm of a small town with the vibrancy of seasonal celebrations. With colorful foliage, crisp air, and plenty of family activities, Oakville shines as a destination for fall fun.

🎃 Walton Memorial Pumpkin Patch

This annual pumpkin patch at Walton Memorial United Church is a community favorite. Families can pick pumpkins, enjoy seasonal treats, and support local charities.
📍 2489 Lakeshore Rd W, Oakville
📅 October 1–31, 2025
💲 Prices vary by pumpkin

🍎 Andrews Farm Market & Winery – Fall Fun Festival

Located just outside Oakville, Andrews Farm offers apple picking, wagon rides, and pumpkin patches. It’s a must-visit spot for families looking to soak up the best of fall.
📍 9365 10 Side Rd, Milton (15 minutes from Oakville)
📅 Weekends in October
💲 Admission: Around $15 per person
🔗 Andrews Farm

🎶 Oakville Centre for the Performing Arts – Fall Lineup

For those who love live entertainment, October brings a variety of family-friendly performances and concerts. It’s a perfect way to enjoy an evening out after a day of fall activities.
📍 130 Navy St, Oakville
📅 Throughout October
💲 Ticket prices vary
🔗 Oakville Centre

🌾 Bronte Creek Provincial Park Harvest Activities

Bronte Creek Park transforms into a fall paradise with hiking trails full of color, wagon rides, and pumpkin decorating events for kids. It’s a great spot for nature lovers.
📍 1219 Burloak Dr, Oakville
📅 October weekends
💲 Park admission fees apply
🔗 Bronte Creek

🛍️ Kerr Village Fall Fest

Celebrate fall with local vendors, live music, food trucks, and family fun in Oakville’s Kerr Village. This vibrant community festival is a highlight of the season.
📍 Kerr St, Oakville
📅 October 12, 2025
💲 Free entry

🍂 Final Thoughts

From cozy pumpkin patches to vibrant street festivals, Oakville offers no shortage of ways to celebrate fall this October. Whether you’re picking apples, exploring nature, or enjoying live entertainment, Oakville has something for every family.

📞 Ready to explore Oakville real estate this season? Call us at 647.938.8814 or visit www.anabastas.ca.

🏡 Ana Bastas Realty | Experience the AB Advantage™