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Proudly Canadian Owned and Operated | Your Home, Our ExpertiseThings to Do in Oakville This Fall and Winter: 2026 Holiday Events Guide
Oakville's holiday season kicks off with the 78th Oakville Santa Claus Parade on Saturday, November 14, 2026 at 9 a.m. in Downtown Oakville. Other highlights include the Kerr Village Tree Lighting on November 28, Holiday Lights by the Lake at Coronation Park from early December, and free outdoor skating from mid-December.
Oakville fall and winter 2026 event calendar
|
Date |
Event |
Location |
Good to know |
|---|---|---|---|
|
Saturdays to end of Nov |
Dorval Crossing Civitan Farmers' Market |
Dorval Crossing |
8 a.m.–1:30 p.m.; last chance for local produce |
|
Nov 7, 15 and 28 |
Seniors Services Holiday Sales |
Town Older Adult Centres |
Proceeds support older adult programs |
|
Nov 11 |
Remembrance Day |
Cenotaphs across town |
Check oakville.ca for ceremony times |
|
Nov 14, 9 a.m. |
Oakville Santa Claus Parade (78th year) |
Downtown Oakville and Kerr Village |
Theme: "North Pole Sweets and Treats!" |
|
Mid-Nov (date TBA) |
Light up the Night |
Towne Square, Downtown Oakville |
Annual tree lighting; usually the night before the parade |
|
Nov 20 – Dec 24 |
Santa Photos |
Oakville Place, Centre Court |
Book ahead |
|
Late Nov (date TBA) |
At Home in Bronte for the Holidays |
Bronte Market Square |
Bronte's annual tree lighting |
|
Nov 28 |
Kerr Village Christmas Tree Lighting & Holiday Market |
Westwood Park, 173 Kerr St |
30+ year tradition; times TBA |
|
Early Dec – Feb (TBC) |
Holiday Lights by the Lake |
Coronation Park, 1426 Lakeshore Rd W |
Free; 130,000+ lights, walk or drive |
|
Mid-Dec – March |
Outdoor skating |
Trafalgar Park, Wallace Park and 10+ park rinks |
Free, weather permitting |
|
To Jan 17, 2027 |
World of Threads Festival |
Queen Elizabeth Park Community and Cultural Centre |
Free; international fibre art |
|
To Jan 23, 2027 |
Aideen Barry: Silent Songs |
Oakville Galleries at Gairloch Gardens |
Contemporary art exhibition |
Dates marked TBA or TBC had not been confirmed by organizers as of October 27, 2026.
Oakville Santa Claus Parade 2026
The parade runs Saturday, November 14 at 9 a.m., rain or shine, and marks its 78th year, making it one of Ontario's longest-running Christmas parades (insauga). The route traditionally starts at Lakeshore Road East and Reynolds Street, heads west along Lakeshore to Kerr Street, then north to Stewart Street. Skip the parking hassle: in past years Oakville Transit has run a free Santa Shuttle from Oakville GO to Trafalgar Park Community Centre. Bring a non-perishable food item or new toy for local food banks.
Tree lightings in Downtown, Bronte and Kerr Village
Each of Oakville's three historic villages lights its own tree. Downtown Oakville's Light up the Night in Towne Square features carollers, hot cocoa, horse-drawn carriage rides and visits with Santa. Bronte lights its tree in Market Square. Kerr Village's tree lighting and holiday market is set for November 28 in Westwood Park.
Holiday Lights by the Lake at Coronation Park
One of Oakville's most-loved traditions transforms Coronation Park on Lakeshore Road West with more than 90 trees wrapped in 130,000 lights, plus light displays and laser shows. It is free and runs from early December into February. You will also find smaller holiday light displays at Bronte Heritage Waterfront Park, Centennial Park, George's Square, Towne Square and Westwood Park.
Winter activities: skating and snowshoeing
Oakville's outdoor rinks usually open mid-December and run to March, weather permitting. The refrigerated rink at Trafalgar Park Community Centre (133 Rebecca Street) is free, with skate and helmet rentals available. For snowshoeing, try the Halfmoon Valley, Ravine and Trillium trails at Bronte Creek Provincial Park.
FAQ
When is the Oakville Santa Claus Parade in 2026? Saturday, November 14, 2026, starting at 9 a.m. in Downtown Oakville.
Is Holiday Lights by the Lake free? Yes. The display at Coronation Park is free to visit on foot or by car.
Where can I skate outdoors in Oakville? Trafalgar Park and Wallace Park have refrigerated rinks, and more than 10 park rinks open when weather allows.
Want to know what your Oakville home is worth in today's market? Contact Paul da Silva at Prominent Realty Inc. for a free, no-obligation evaluation: 416-898-6050