• 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 March 31

Winter Wine Patio Experience

Ridge Road Estate Winery

1205 Ridge Road, Vinemount, ON, L8J 2X5

Reservations required. Email to book your reservation.

Now thru March 31

Date Night in Paris

Arlington Hotel

106 Grand River Street North, Paris, ON, N3L 2M5

Sunday-Thursday: $225 (Gratuity+HST), Friday&Saturday: $250 (Gratuity+HST)

Now thru March 21

Family Weekend Getaway – Nature’s Escape

Grand Experiences Outdoor Adventure Company

115 Grand River Street North, Paris, ON, N3L 2M4

Trip available on Friday, Saturday or Sunday November 28 to March 21. Cost: $449

Now thru March 13

Ice climbing

One Axe Pursuits

7200 Appleby Line, Milton, ON, L9T 2Y1

Must request Ancaster location. Saturdays 10am to 4pm. $250 per person plus HST.

March 12 - April 5

Mountsberg Sugarbush Evening Tours

Mountsberg Conservation Area and Discovery Centre

2259 Millborough Line, Campbellville, ON, L0P 1B0

Thursdays to Sundays, Holidays, 5-10pm, Fee: Members & Non-members - $25(Adult), $20(Senior), $18(Child), Free(Children 4...

Now thru April 30

Brantford Eats Local

Tourism Brantford

399 Wayne Gretzky Parkway, Brantford, ON, N3R 8B4

Now thru March 31

Work from Hotel Package

Best Western C Hotel by Carmen’s-Hamilton

1530 Stone Church Road East, Hamilton, ON, L8W 3P9

March 12 - April 5

Mountsberg Sugarbush Daytime Tours

Mountsberg Conservation Area and Discovery Centre

2259 Millborough Line, Campbellville, ON, L0P 1B0

Friday, Saturday, Sunday and Holidays, 9am-5pm, Fee: $10 + Gate Fee

Now thru April 30

Nith River Forest Winter Hiking Experience

Grand Experiences Outdoor Adventure Company

115 Grand River Street North, Paris, ON, N3L 2M4

Trip offered on Saturday, Sunday or Monday from October 3, 2020 to April 30, 2021....

Now thru April 5

Sugarbush Season at Mountsberg

Mountsberg Conservation Area and Discovery Centre

2259 Millborough Line, Campbellville, ON, L0P 1B0

Friday, Saturday, Sunday & Holidays, 9am-5pm, Fee: Non-members - $10(Adult), $8(Senior), $7(Child), Free(Children 4 &...

Now thru April 1

Paris, The Arlington and The Grand River Staycation

Omega Tours

3175 Rutherford Road #55, Vaughan, Ontario L4K 5Y6 Canada

Now thru March 21

Winteractive

Royal Botanical Gardens

680 Plains Road West, Burlington, ON, L7T 4H4

Fee: Included in General Admission, Time: 10am-5pm

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