As the air turns crisp and leaves paint the streets in vibrant shades of gold and red, Oakville becomes the perfect backdrop for autumn adventures. Whether you're looking for cozy moments, festive events, or outdoor excursions, this charming lakeside town has something for everyone. And if you're lucky enough to call The Village at Bronte home, many of these fall favourites are just around the corner, right here in our neighbourhood.
City Events You Can’t Miss
From mid-October through early November, Oakville’s events calendar is packed with seasonal activities and community events. These are a few highlights you’ll want to mark in yours:
1. Ghost Walks Oakville (Multiple Dates)
Available throughout the month, these guided evening tours explore the eerie legends and haunted history of Oakville’s oldest neighbourhoods. Bundle up, bring a flashlight, and prepare to be intrigued (and maybe a little spooked) as expert guides take you through hidden stories from the past.
📍 Oakville Historical Society, 110 King St, Oakville
More info on the Ghost Walks »
2. Acorn Fest - Halloween Edition
This family-friendly event gives one of Oakville’s beloved seasonal festivals a Halloween twist. Expect festive decor, costumed fun, and interactive stations for children and adults alike. It's a great way to enjoy the harvest spirit with your little ones in tow.
📍 Towne Square, 210 Lakeshore Rd E., Oakville
More info on the Halloween Edition of The Acorn Fest »
3. Candlelight Halloween Classics
This unique musical event features hauntingly beautiful classical pieces played by candlelight. Held in intimate venues, it’s a cozy, atmospheric way to enjoy the season’s spookier side — and a great night out for couples or groups of friends.
📍 Knox Presbyterian Church, 89 Dunn St, Oakville
More info on the Candlelight Halloween Classics Concert »
4. Halloween Spooktacular at Oakville Place
For a full-on Halloween experience, this event at Oakville Place brings together themed entertainment, candy stations, music, and more. Don your costumes and bring the whole family for an evening of frightful fun.
📍 Oakville Place, 240 Leighland Ave, Oakville.
More info on the Halloween Spooktacular »
Fall Events at The Village at Bronte
As a resident of The Village at Bronte, you don’t need to go far to enjoy community spirit. This fall, we’re bringing the season right to your doorstep with two exciting events:
Halloween Pet Costume Contest – October 31 🎃🐾
One of our most heartwarming traditions returns! Get your furry friends ready! On October 31, The Village at Bronte is hosting its very own Halloween Pet Costume Contest right here on-site. Dress up your pets in their spookiest, funniest, or most original costumes and stop by for a chance to win a special prize. It’s the perfect way to celebrate Halloween in good company — paws and all!
Thanksgiving Social – October 9 🍂
Celebrate the season of gratitude with neighbours and friends just ahead of the long weekend. Taking place on Wednesday, October 9, this event gives residents a chance to connect before heading into family dinners on the holiday weekend.
These events help strengthen the tight-knit community that makes The Village at Bronte such a special place to live.
Classic Autumn Activities Around Oakville
Fall in Oakville wouldn’t be complete without the timeless seasonal activities we all know and love. Here are a few easy day trips and outings perfect for weekends or a weekday escape:
🍎 Apple Picking
Spend a sunny afternoon in an orchard picking fresh apples with friends or family. Downey’s Apple Farm and Chudleigh’s Apple Farm are just a short drive away and offer everything from cider to homemade pies.
🎃 Pumpkin Patches
Springridge Farm is a must-visit for gourds of all sizes, hayrides, and fall treats. Perfect for families, couples, or a cozy solo stroll with a hot drink in hand.
🍷 Wine Tastings & Tours
Autumn is harvest season in wine country, and Oakville is well-positioned for a weekend tasting tour. Head to the Niagara region for scenic vineyards, golden rows of vines, and the chance to sample award-winning wines.
🥾 Hiking in Fall Colours
Oakville’s trail system is extensive and beautiful in October. Try Bronte Creek Provincial Park for wide open spaces and fall foliage, or take a walk through the Glen Abbey trails for a quieter, wooded experience. Even a lakeside stroll along Bronte Harbour can feel magical in the fall light.
☕ Warm Up with a Local Coffee Shop Visit
When the wind picks up and the skies turn grey, there’s nothing better than ducking into a local coffee shop for something warm and comforting. Luckily, our team has done the taste-testing for you!
We recently published a blog on the best local coffee shops around The Village at Bronte, featuring:
- Taste of Colombia – for Café Con Leche and cultural charm
- AU79 Coffee – a cozy, jazz-filled escape with perfect lattes
- Peach Coffee Company – known for their seasonal lattes and community vibe
👉 Discover our go-to drink and snack orders for each coffee shops.
Thanks to these local businesses for making our fall mornings extra special. (We’ll be tagging them — give them a visit if you haven’t yet!)
Planning Your Fall in Oakville
If you’re looking to make the most of the season, here are a few tips:
- Check the city’s event calendar regularly – new pop-up events, markets, and concerts are often added.
- Dress in layers – fall in Ontario can surprise you with both warm sunshine and chilly evenings.
- Make room for quiet moments – between events and adventures, don’t forget to slow down and simply enjoy a fall walk by the water or a book under a blanket.
Fall is Better at The Village
One of the best parts of living at The Village at Bronte is how easy it is to embrace the season. From our cozy, walkable location to our warm, welcoming events, we make it simple to enjoy everything Oakville has to offer in the fall.
If you’re not yet a resident, this is your sign to explore what life could look like here. With a lively community, modern amenities, and access to the best of the region, The Village at Bronte is where fall memories are made.
👉 Book a tour today and discover the lifestyle that’s waiting for you.