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Discover Downtown Oakville's outdoor shopping experience, your festive destination where history and modern charm collide. Explore historical buildings and trendy boutique shops while enjoying international cuisine. Take in the charming store displays and the spectacular Winter Wonderland of Lights. And don't miss these hometown holiday events for a guaranteed festive season!
Holiday Happenings
Fri, Nov 15Towne SquareNov 15, 2024, 5:00 p.m. – 10:00 p.m.Towne Square, Oakville, ON, CanadaJoin us for the kick-off to Downtown Oakville's Hometown Holiday as we light up the night.
Sat, Nov 23Towne SquareNov 23, 2024, 5:00 p.m. – 10:00 p.m.Towne Square, Oakville, ON L6J, CanadaBack with a beat, this Silent Disco night is all about grooving and moving under our twinkly festive tree lights!. Rock out at a 60-minute session filled with iconic Christmas tunes, dancing, and pure holiday joy.
Multiple DatesSat, Nov 30Centennial SquareNov 30, 2024, 2:00 p.m. – 6:00 p.m.Centennial Square , 120 Navy St, Oakville, ON L6J 2Z4, CanadaMeet Santa in his Cozy Cottage in Centennial Square (Navy/Lakeshore). From 2-3PM Santa will walk the streets of Downtown Oakville before settling in at his cottage. Don't forget your camera!
Multiple DatesSat, Nov 30Towne SquareNov 30, 2024, 3:00 p.m. – 5:00 p.m.Towne Square, Oakville, ON L6J, CanadaThe Candy Cane Carolers , Toronto's premier holiday entertainers, bring their beautiful a capella holiday music to Downtown.
Sat, Nov 30Downtown OakvilleNov 30, 2024, 4:00 p.m. – 8:00 p.m.Downtown Oakville, 146 Lakeshore Rd E, Oakville, ON L6J 1H4, CanadaJoin us for a festive girls' night out! George Street transforms into a holiday market, plus, purchase a ticket for just $10 to enjoy sampling from participating boutiques. Ticket holders will receive a free souvenir travel glass to use as you sip your way through downtown.- Multiple DatesSat, Dec 07Centennial SquareDec 07, 2024, 2:00 p.m. – 6:00 p.m.Centennial Square , 120 Navy St, Oakville, ON L6J 2Z4, CanadaMeet Santa in his Cozy Cottage in Centennial Square (Navy/Lakeshore). From 2-3PM Santa will walk the streets of Downtown Oakville before settling in at his cottage. Don't forget your camera!
Multiple DatesSun, Dec 08Towne Square - Pick Up at Robinson St.Dec 08, 2024, 2:00 p.m. – 6:00 p.m.Towne Square - Pick Up at Robinson St., Oakville, ON L6J, CanadaEnjoy a horse and carriage ride around the historic Downtown Oakville neighbourhood.
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