TOP 10 Things TO Do In Oakville, Ontario

Matthew Kelly | eXp Realty 
25 Feb 2023

Discover Oakville’s Activities: A Local’s Guide

Nestled on the shores of Lake Ontario, Oakville is a vibrant city that boasts a rich tapestry of cultural, recreational, and natural attractions. Whether you’re a local rediscovering your city or a visitor eager to explore, Oakville offers a diverse array of activities that cater to every interest. 

From leisurely strolls in picturesque downtown to adrenaline-pumping outdoor adventures, this guide will take you through the top 10 must-do activities in Oakville. 

And for those considering making Oakville their home, don’t miss out on our FREE Oakville Home Buyers Starter Kit, packed with all the insider tips you need.

Watch the Full Video Here👇🏼

Play Video

Grab Your FREE Oakville Home Buyers Starter Kit

Before you start your search for your next home in one of the neighbourhoods in Oakville, Ontario make sure you download our FREE Oakville Home Buyers Starter Kit

With this free resource, you’ll gain access to insider knowledge about the best neighbourhoods in Oakville and learn how to avoid common pitfalls. Whether you’re a first-time buyer or a seasoned pro, this kit is a must-have

Explore Downtown Oakville

Downtown Oakville is not just a location; it’s an experience. With its charming streets lined with historic buildings, luxury boutiques, and cozy cafes, it’s a place where you can easily lose track of time. Whether you’re shopping for unique finds, enjoying a gourmet meal, or simply soaking in the ambiance, downtown Oakville welcomes you with open arms.

  • Shopping and Dining: A shopper’s paradise with luxury boutiques like Tocca Finita and casual dining spots like Oliver’s Steakhouse.
  • Café Culture: Perfect spots for coffee enthusiasts and sweet tooths, including Tribeca Coffee Co. and Mermaid and the Oyster.
  • Seasonal Events: Downtown Oakville shines during events like the Midnight Madness Sale and the Oakville Jazz Festival, bringing the community together.

5 Drive-In Movie Theater

Step back in time and enjoy a movie under the stars at the 5 Drive-In Movie Theater. This family-friendly venue combines nostalgia with modern convenience, offering a unique cinematic experience. Grab your popcorn, tune in your radio, and enjoy a double feature from the comfort of your car.

  • Multiple Screens: Three screens featuring new releases and timeless classics.
  • Concessions: A full snack bar with the option for car delivery service, offering classic movie treats and more.
  • Flexible Showtimes: Options for early birds and night owls alike, ensuring a perfect movie night for everyone.

Hiking in Oakville

Oakville’s natural landscapes are a hiker’s dream. From the serene trails of Lions Valley Park to the expansive grounds of Bronte Provincial Park, the city offers a green escape for all. Whether you’re seeking a leisurely walk or an adventurous hike, Oakville’s trails provide the perfect backdrop.

  • Lions Valley Park: Known for its picturesque views of the Sixteen Mile Creek and diverse wildlife.
  • Bronte Creek Provincial Park: Offers a variety of trails, from easy walks to challenging hikes, amidst a beautiful natural setting.
  • Waterfront Trails: For those who prefer scenic views of Lake Ontario, Gairloch Gardens and Tannery Park offer stunning vistas and peaceful walking paths.

Community Centres and Activities

Oakville’s community centres are the heart of the city’s recreational life. With facilities ranging from swimming pools to ice rinks, they offer endless fun for families, fitness enthusiasts, and everyone in between. Each center is a hub of activity, providing programs and spaces that foster community spirit and healthy lifestyles.

  • Aquatic Programs: Outdoor and indoor pools across the city, such as Iroquois Ridge Community Centre, offer swim lessons and open swim times.
  • Ice Skating: Enjoy public skating sessions at Sixteen Mile Sports Complex and other local arenas.
  • Year-Round Activities: Queen Elizabeth Park Community and Cultural Centre is a standout with its diverse offerings, including art classes, sports leagues, and cultural events.

Seasonal Events and Festivals

Oakville’s calendar is brimming with events that celebrate the city’s vibrant culture and community. From the waterfront melodies of the Jazz Festival to the sweet tastes of the Maple Syrup Festival at Bronte Creek, there’s always something happening in Oakville to entertain and delight residents and visitors alike.

  • Cultural Festivals: Experience the diversity of Oakville at events like the Oakville Children’s Festival and the Waterfront Festival.
  • Food and Drink: Savor the flavors of Oakville at the Taste of Oakville, featuring local restaurants and culinary delights.
  • Outdoor Fun: Don’t miss the annual Midnight Madness event, where downtown Oakville comes alive with music, shopping, and entertainment.

Golfing in Oakville

Oakville is a haven for golf enthusiasts, offering some of the most prestigious and beautifully landscaped courses in the region. Whether you’re a seasoned pro or a beginner, the city’s golf courses provide a challenging and enjoyable experience for all skill levels.

  • Iconic Courses: Glen Abbey Golf Course, designed by Jack Nicklaus, is a must-play for any golfer, offering challenging fairways and stunning scenery.
  • More Golfing Options: Explore other local favorites like Deerfield Golf Club and Oakville Executive Golf for more golfing adventures.
  • Indoor Simulators: For those colder months, indoor golf simulators across Oakville offer a chance to keep your skills sharp year-round.

Discover Bronte Village

  • Intro: Bronte Village is a gem within Oakville, offering a quaint yet vibrant atmosphere by the water. This historic fishing village has transformed into a lively community with waterfront parks, excellent dining, and unique shops, making it a perfect destination for a leisurely day out.
  • Waterfront Dining: Enjoy fresh catches and beautiful views at restaurants like Plank Restobar and Cove Bar & Restaurant.
    • Local Shopping: Browse through unique boutiques and artisan shops for one-of-a-kind finds.
    • Harbor Activities: The Bronte Harbor is a bustling spot for sailing, kayaking, and enjoying the lakeside ambiance. 

Boating and Water Sports

Oakville’s prime location on Lake Ontario makes it an ideal spot for boating enthusiasts and water sports lovers. With access to several marinas and the open waters of the lake, the city offers endless opportunities for adventure and relaxation on the water.

  • Sailing Clubs: Join the Oakville Yacht Squadron or Bronte Harbour Yacht Club for sailing lessons, races, and community events.
  • Water Sports: From paddleboarding at Bronte Beach to kayaking along Sixteen Mile Creek, there’s no shortage of ways to enjoy the water.

CAMERON’S Brewing Company

For craft beer enthusiasts or those curious about the brewing process, CAMERON’S Brewing Company is a local favourite. This award-winning brewery not only offers a peek into the craft of beer making but also a cozy spot to unwind and sample some of the best brews Oakville has to offer.

  • Brewery Tours: Learn about the brewing process, from hops to bottles, and discover what makes CAMERON’S beers stand out.
  • Tasting Room: Sample a wide range of CAMERON’S brews in their tasting room or outdoor patio, each with its own unique flavour profile.
  • Special Events: Keep an eye out for special events and live music nights, making CAMERON’S a lively spot for an evening out.

Dave and Busters

Dave and Busters offers a unique blend of dining and entertainment, making it an ideal spot for families, friends, or anyone looking to have a good time. With an array of arcade games, sports viewing areas, and a menu full of American classics, it’s a place where fun and food go hand in hand.

  • Arcade Games: Challenge friends or family to the latest arcade games, from classic favorites to new hits.
  • Sports Bar: Catch the game on big screens while enjoying a selection of beers and cocktails.
  • Dining: Refuel with a variety of dishes, from burgers and salads to shareable appetizers.

Oakville, Ontario, is a city that truly has something for everyone. From its scenic downtown and vibrant community centers to its lush parks and exciting festivals, Oakville is a place where memories are made. 

Whether you’re exploring the great outdoors, enjoying a round of golf, or relaxing by the water, Oakville’s top 10 activities offer countless ways to enjoy this beautiful city. 

And if you’re thinking of calling Oakville home, be sure to download your FREE Oakville Home Buyers Starter Kit for invaluable insights and tips. Here’s to discovering all the adventures Oakville has in store!



✅ Buying vs Renting.. What’s Different?
✅ First Steps To Stress-Free Home Buying
✅ Top Home-Buying Mistakes to Avoid
✅ Understand What to Look For In a Home
✅ Discover The Hidden Closing Cost & How Much?
✅ Complete Moving Checklist


✅ Understand Pros & Cons of Oakville
✅ Discover Best & Worst Neighbourhoods
✅ What & Where the Top Schools Are
✅ Cost of Living in Oakville
✅  Learn About Top 10 Parks in Oakville
✅  & More About the Surrounding Cities 

Moving to Oakville

MADE EASY AS 1, 2, 3!

Start simplifying your home buying journey with us today…

Oakville Book + Vault-min

Step 1: Oakville Starter Kit

Read the Oakville Home Buyers Handbook and Watch the Living in Oakville Vault to start to prepare for your move.

Artboard 1Bonus - Zoom

Step 2: Buyer Kick Off Call

Schedule a call with me to answer any questions and create a custom step-by-step plan to move to Oakville

Artboard 5Bonus

Step 3: Find Your Home

Get help searching both online and in person for homes that fit your family’s lifestyle 


See What Others Are Saying