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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 

  • Wellness Week
    Wellness Week
    Sun, Apr 21
    Downtown Oakville
    Apr 21, 2024, 10:00 a.m. – Apr 28, 2024, 9:00 a.m.
    Downtown Oakville, 146 Lakeshore Rd W, Oakville, ON L6K 1E4, Canada
  • Taylor Swift Dinner Party (Paradiso's Version)
    Taylor Swift Dinner Party (Paradiso's Version)
    Multiple Dates
    Wed, Apr 24
    Paradiso Oakville
    Apr 24, 2024, 6:00 p.m. – 7:00 p.m.
    Paradiso Oakville, 125 Lakeshore Rd E, Oakville, ON L6J 1H3, Canada
    We're celebrating the release of The Tortured Poets Department - Paradiso's Version!
  • Fun Run
    Fun Run
    Multiple Dates
    Wed, Apr 24
    Running Room
    Apr 24, 2024, 6:00 p.m. – 7:00 p.m.
    Running Room, 156 Lakeshore Rd E, Oakville, ON L6J 1H4, Canada
    Join the Running room every Wednesday at 6PM for a fun free social group run!
  • People Pleasing & The Art of Saying "No" Workshop
    People Pleasing & The Art of Saying "No" Workshop
    Wed, Apr 24
    Zazen Studio Oakville
    Apr 24, 2024, 6:30 p.m. – 8:30 p.m.
    Zazen Studio Oakville, 251 Lakeshore Rd E, Oakville, ON L6J 1H9, Canada
    Learn strategies for discovering and articulating their needs and desires with grace and compassion while maintaining respect for themselves and others.
  • Latino night
    Latino night
    Multiple Dates
    Wed, Apr 24
    Pescaraa Restaurant
    Apr 24, 2024, 7:00 p.m. – 11:59 p.m.
    Pescaraa Restaurant, 218 Lakeshore Rd E, Oakville, ON L6J 1H8, Canada
    We are hosting Latino night every Wednesday from April 10th, 2024 onwards in our Pescaraa club & Bar!
  • Spring into Cocktails
    Spring into Cocktails
    Wed, Apr 24
    Flourish and Bask
    Apr 24, 2024, 7:00 p.m. – 8:30 p.m.
    Flourish and Bask, 350 Lakeshore Rd E, Oakville, ON L6J 1J6, Canada
    Step into the world of mixology with Flourish and Bask's cocktail making workshop.
  • Paint Party
    Paint Party
    Thu, Apr 25
    Piazza Bistro
    Apr 25, 2024, 6:30 p.m.
    Piazza Bistro, 94 George St, Oakville, ON L6J 1H6, Canada
    The StudioPaintbar is Gogh-ing back to Oakville again to make some new master artists at Piazza Bistro!
  •  Cooking Class - Pizza with Chef Enzo Campisi
     Cooking Class - Pizza with Chef Enzo Campisi
    Thu, Apr 25
    Mercato Sociale
    Apr 25, 2024, 6:30 p.m. – 9:00 p.m.
    Mercato Sociale, 257 Lakeshore Rd E, Oakville, ON L6J 1H9, Canada
    Join us at Mercato for a night of pizza making and eating!
  • Community Karma Holistic Experiential Evening
    Community Karma Holistic Experiential Evening
    Thu, Apr 25
    Zazen Studio Oakville
    Apr 25, 2024, 6:30 p.m. – 8:30 p.m.
    Zazen Studio Oakville, 251 Lakeshore Rd E, Oakville, ON L6J 1H9, Canada
    Move, Breathe, Be, Learn and connect to yourself on the mat and enjoy a Community Well-being Social with healthy nutritious snacks & beverages. Powered by our community partners Lululemon and Saje.
  • A Holistic Approach to Reducing Stress and Building Resilience
    A Holistic Approach to Reducing Stress and Building Resilience
    Thu, Apr 25
    Yellow Door Studio
    Apr 25, 2024, 7:00 p.m. – 8:30 p.m.
    Yellow Door Studio, 114 Thomas St, Oakville, ON L6J 3A8, Canada
    Come join motivational speakers Brenda Jasmin and Renée Walker for a special wellness talk focused on reducing stress, building resilience and avoiding burnout. Together, they will share tangible tools & strategies you can use to support your wellness at all levels.
  • FREE SPIN CLASS
    FREE SPIN CLASS
    Sat, Apr 27
    FLYSPIN
    Apr 27, 2024, 8:00 a.m. – 9:00 a.m.
    FLYSPIN, 302 Lakeshore Rd E, Oakville, ON L6J 1J2, Canada
    Join us for a FlySpin Wellness week event! Dive into the energy of our free spin class and get your heart pumping.
  • Ignite Your Radiance: Experience 30 minutes of Hadado Japanese Face Lifting Massage
    Ignite Your Radiance: Experience 30 minutes of Hadado Japanese Face Lifting Massage
    Sat, Apr 27
    Zazen Studio Oakville
    Apr 27, 2024, 10:30 a.m. – 4:30 p.m.
    Zazen Studio Oakville, 251 Lakeshore Rd E, Oakville, ON L6J 1H9, Canada
    Through the skilled touch of our expert therapist, you'll be guided on a sensory voyage that transcends the ordinary, leaving you feeling refreshed, rejuvenated, and utterly radiant.
  • FREE SPIN CLASS
    FREE SPIN CLASS
    Sat, Apr 27
    FLYSPIN
    Apr 27, 2024, 11:00 a.m. – 12:00 p.m.
    FLYSPIN, 302 Lakeshore Rd E, Oakville, ON L6J 1J2, Canada
    Join us for a FlySpin Wellness week event! Dive into the energy of our free spin class and get your heart pumping.
  • FREE SPINCO CLASS
    FREE SPINCO CLASS
    Sat, Apr 27
    SPINCO Oakville
    Apr 27, 2024, 1:15 p.m. – 2:15 p.m.
    SPINCO Oakville, 229 Lakeshore Rd E, Oakville, ON L6J 1H7, Canada
    Come join us for a FREE SPINCO Oakville spin class! Registration Opens April 22.
  • Hunting for History Scavenger Hunt at the Oakville Museum
    Hunting for History Scavenger Hunt at the Oakville Museum
    Multiple Dates
    Wed, May 01
    Oakville Museum
    May 01, 2024, 1:00 p.m. – 4:30 p.m.
    Oakville Museum, 8 Navy St, Oakville, ON L6J 2Y5, Canada
    This May hunt for history at the Oakville Museum
  • Singles Mingle - SPIN CLASS
    Singles Mingle - SPIN CLASS
    Multiple Dates
    Thu, May 02
    FlySpin
    May 02, 2024, 6:00 p.m. – 7:00 p.m.
    FlySpin, 302 Lakeshore Rd E, Oakville, ON L6J 1J2, Canada
    Single and 40+? Join our inaugural Downtown Oakville Singles Mingle event. See if sparks fly at an exhilarating class at FLYSPIN, then unwind and connect overdrinks in their coffee lounge.
  • Thursday Soiree
    Thursday Soiree
    Multiple Dates
    Thu, May 02
    Beacon
    May 02, 2024, 9:00 p.m. – May 03, 2024, 11:00 p.m.
    Beacon, 305 Lakeshore Rd E, Oakville, ON L6J 1J3, Canada
    Join us tonight for our Thursday Soiree, every Thursday, only at Beacon. Featuring live DJ & $15 cocktails
  • Spring Tour and Treat
    Spring Tour and Treat
    Multiple Dates
    Sat, May 11
    Oakville Museum
    May 11, 2024, 11:30 a.m. – 1:30 p.m.
    Oakville Museum, 8 Navy St, Oakville, ON L6J 2Y5, Canada
    Join the Oakville Museum for a special Spring Tour and Treat.
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