• Charming streetscapes for relaxed window shopping ✔️
  • A sunny fall afternoon cruising the currents of Lake Ontario ✔️
  • A spin on golf, literally ✔️
Take It Outside

Round up your bubble buddies and spend a fresh fall afternoon fishing or pleasure cruising on Lake Ontario. Hearn’s Fishing Charters offers a two-hour group Pleasure Cruise for up to 8 people. Osprey Charter Fishing will take care of all of the details and gear for a fall day on the water fishing for salmon and trout.

Do Something Unexpected

While Oakville’s Glen Abbey has hosted the Canadian Open 28 times and should be on the must-play list of any avid golfer, that’s not the only way to hit the links here! Give disc golf a try at Bronte Creek Provincial Park. The 18-hole course features a mix of wide, open, long shots and short, tight shots. You’ll need to bring your own discs.

Stock The Trunk With Fall Flavours

If you’re in Oakville on a Saturday morning, be sure to stop by the Dorval Crossing Civitan Farmer’s Market for a wonderful selection of fresh fall produce. Oakville is also home to an amazing selection of specialty food shops, including cheese shops, butchers, olive oil vendors, organic shops, coffee roasters and more.

Score One-of-a-kind Finds

Explore Oakville’s distinctive shopping districts to determine which one’s unique vibe is right for you. Bronte Village overflows with waterfront charm. Downtown Oakville offers upscale sophistication. Kerr Village has a low key, funky feel.

Find independent retailers that have persevered through tough times to supply local products and support local makers.

Sip Something New

Cameron’s Brewing is an Oakville craft brewery boasting award-winning products that have been recognized over 200 times at local, national and worldwide brewing awards. Enjoy some patio sipping while the weather is still on our side!

Settle In For A Tasty Meal

One of the best ways to find a community’s best restaurants is to follow the locals. Oakville’s 2020 Taste of the Town Award winners have been chosen as the city’s cream of the crop and are a great place to start!

  • Best Pizza: Pic-A-Deli is an old-school Oakville landmark that’s been serving up real home cooking for over three decades.
  • Best Ice Cream: The Flavour Fox is a Bronte Village favourite that makes fun twists on classic flavours like toasted marshmallow, salted peanut butter and strawberry basil. They also offer vegan options.
  • Best Sandwich: Sandwich Society makes delicious Tuscan-style sandwiches with signature spreads like Truffle Pecorino, Artichoke Mint and Roasted Fennel Pecorino. They also offer rustic picnic baskets and grazing baskets that pair perfectly with a fall day in one of Oakville’s many public parks.

As voting for the 2020 Awards is still in process, for more best-bet dining suggestions. including Best Brunch, Best Burger, Best Patio and Best Wine Menu, check out the list of 2019 Taste of the Town Award winners here.

Explore A Little More

Round out your fall escape in Oakville with additional activity ideas from Visit Oakville, Bronte Village, Kerr Village and Downtown Oakville. To explore a little more of what’s nearby, consider cruising through neighbouring communities, including Burlington and Halton Hills.


Oakville Looks Forward To Seeing You Safely

As the COVID-19 situation in Ontario continues to change, a minute or two of extra planning is an important step in ensuring hiccup-free fall adventures. Follow the latest travel guidelines for your community and any communities you plan to visit. Check with the places you plan to go to in advance to see if reservations or activity bookings are required. On the day of your trip, do a quick check to verify the places on your agenda are open and serving visitors in the way you’re expecting.

Don’t forget to share pictures of your Oakville adventures with us by tagging them with #greatcanadiandaytrip.

Travel Deals View All >>

Experiences & Tours View All >>

Now thru December 31

Virtual Tour – Fieldcote Memorial Park & Museum

Fieldcote Memorial Park & Museum

64 Sulphur Springs Road, Ancaster, ON, L9G 1L8

Now thru January 3

Victorian Christmas

Dundurn Castle – National Historic Site

610 York Boulevard, Hamilton, ON

12:00 PM to 4:00 PM - Adults: $14, Seniors/Youth: $12, Children: $8, Infants: Free, Family:...

Now thru January 31

Heritage Workshops

Ireland House Museum

2168 Guelph Line, Burlington, ON, L7P 5A8

Saturday-Monday from November 14 to January 31. Fee: $30/person

Now thru January 3

Christmas in Pioneer Spirit

Battlefield House Museum & Park – National Historic Site

77 King Street West, Hamilton, ON, L8G 5E5

Closed: Christmas Day, Boxing Day and New Years Day Time: 12:00 PM - 4:00 PM...

Now thru December 31

Virtual Tour – The Hamilton Military Museum

The Hamilton Military Museum

610 York Boulevard, Hamilton, ON, L8R 3H1

Now thru December 27

Original Hamilton Beer Tours

Original Hamilton Beer Tours

5 Hamilton St. N; Hamilton, Ontario, L0R 2H0

Tour dates: Aug 28, Sept 27, Oct 25, Nov 29 & Dec 27th $115.00 pp...

Now thru February 1

A Night with Nickelbrook

Nickel Brook Brewery

864 Drury Lane, Burlington, ON, L7R 2Y4

Order between the hours of 11am-4pm and your order will be ready for pick up...

Now thru December 31

Virtual Tour – Hamilton Children’s Museum

Hamilton Children’s Museum

1072 Main Street East Hamilton, Ontario L8M 1N6

Now thru December 31

AGH at Home

Art Gallery of Hamilton

123 King Street West, Hamilton, ON, L8P 4S8

Some activities are free while others have a cost attached to the link.

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