Enjoy Downtown Oakville's Exciting Events!

Celebrating 32 years of madness! This is Downtown Oakville’s largest retail event of the year! Midnight Madness draws a crowd of over 50,000 to enjoy a variety of community performers, bands and of course…great food! Experience live music on every block, strolling entertainers and the best buys in town!

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Experience a Taste of Bourbon Street…in Downtown Oakville! Celebrating 17 years of great Jazz, incredible shopping and fantastic summer dining, be sure to make a visit to Downtown Oakville on this epic weekend. From grassroots beginnings, thousands of people now flock to Oakville to enjoy live outdoor jazz performances from the finest North American talent. Enjoy cool jazz in the hot sun at the Downtown Oakville Jazz Festival.

Small Town Charm...Big Time Jazz!

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Experience the finer things in food at “A Taste of Downtown Oakville.” From authentic Italian to Thai cuisine, pastries and French bistro flare, downtown brings you the world through food. Downtown Oakville’s autumn’s culinary event, whereby restaurants will be offering prix-fixe signature lunch and dinner options.

Don’t miss this much-anticipated event attracting over 10,000 people. Beginning at 9:00 a.m. at The Towne Square, Downtown Oakville hosts a kick-off pancake breakfast. This is a great day to bring the kids downtown to enjoy an afternoon hayride, face painting and fresh-shucked corn on the cob. The most special part of Fall Festival is the kick-off to this season’s “A Taste of Downtown Oakville” with a day of appreciation of the finer things: fine wine, art and gastronomically pleasing delights.

The merchants of Downtown Oakville invite all of those with little kids to bring their small and scary ghosts and goblins to the 15th annual Tiny Tots on Parade! This is a safe, entertaining holiday event for the little ones to enjoy. Festivities begin in Towne Square at 10:00a.m.

Celebrate the lights, the magic, and the charm of downtown Oakville this Christmas as the businesses kick-off the holiday season with the official lighting of the Towne Square Tree. Santa, Mrs. Claus and their elves will be treating everyone to hot apple cider and holiday cheer. A special part of this evening is the annual downtown Christmas Carol-sing along with Oakville's Mayor and the Salvation Army Band. The fun begins at 7:00 p.m. in Towne Square, followed by the lighting of the tree at 7:30 p.m.

See Also Greening Downtown

Hosted by the Town of Oakville

The Oakville Santa Claus Parade has been delighting families, residents and visitors for over 60 years. Come early to reserve your spot on the parade route as it winds its way through Downtown Oakville at 9:30 a.m., prompt. Call (905) 845-6601 ext.3154 for more information.

Discover the magic of the holiday season in Downtown Oakville. Enjoy your holiday shopping this year for a change as you escape stress of busy mall shopping. Surrender to the charm of Oakville’s old-world ambiance and new-world brand-names. Featuring over 450 shops, services and eateries, "Christmas in Downtown Oakville” brings people together with the warmth and friendliness found in our perfect downtown. Strolling caroller quartets and festive horse-drawn holiday wagon-rides with Santa, delight shoppers along historic Lakeshore Road every weekend. Truly an unforgettable holiday shopping experience.

Fall in love in downtown Oakville this February at the 7th annual Fabulous February, chock-full of events, activities and romance for everyone. Festivities kick off on Saturday February 7, 2009 with sales throughout the month – this is downtown’s major winter shopping event so don’t miss these great deals. On the 7th in the afternoon, be sure to enjoy the downtown Oakville “Gallery Taste & Tour” where boutique shops and galleries team up to celebrate chocolate, art, good wine and Valentines Day. Following Valentines Day the restaurants will kick off “A Taste of Downtown Oakville”, Downtown Oakville's Winter Culinary Event – Feb. 16th to 27th, 2009 featuring 20 first-rate restaurants offering pre-fixe signature lunch and dinner menus.

Celebrate Downtown Oakville Fashion Week and preview the new spring and summer 2009 collections and trends from over 30 downtown businesses. The Downtown Oakville Fashion Show will take place on Thursday, April 30, 2009 after a week of fabulous in-store events and promotions. Doors open at 7:30 p.m. and ticket holders will prepare to see an amazing showcase of spring fashions. General Admission and VIP tickets are available.  MORE INFORMATION

Tickets can be purchased at the Downtown Oakville BIA located at 146 Lakeshore Road East, 2nd floor. Call 905-844-4520.

Join the retailers of downtown Oakville for this three-day shopping extravaganza! In its 35th year, this Oakville tradition brings the downtown to life as retailers head to the street offering you the best buys of the season. After shopping, be sure to extend your visit by sampling some of the finest dining in the Greater Toronto Area.

For more information
on any of these exciting events
contact the Downtown Oakville BIA

Tel.: (905) 844-4520 or Fax: (905) 844-1154