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Sip, Shop & Stroll at Oakville’s Holiday Sip & Shop

Ava

a group of wrapped presents sitting on top of a table

Holiday shopping just got a whole lot more fun! On Thursday, December 11, 2025, from 5:00 to 9:00 PM, Downtown Oakville invites you to sip your way through the season at the always-popular Sip & Shop.

This festive late-night shopping event features 20+ local retailers offering specialty sips, exclusive holiday promos, and in-store surprises. Everyone is welcome to shop, and for those who want to enjoy tastings along the way, drink tickets will be available for pickup at the Downtown Oakville BIA office on the day of the event.

To make getting around easy, a complimentary shuttle will be running all evening with stops at:

  • 146 Lakeshore Rd E

  • 96 Dunn St

  • 334 Church St

From fashion and jewelry to wellness, gifts, sweets, and more, your favourite shops — including Bluboho, Lemonwood, Tommy Bahama, The Latest Scoop, Saje, MUST Boutique, and many others — will be bringing the holiday cheer.

Grab your friends, plan your route, and make a night of it. This is holiday shopping, Oakville-style. 

More info here.

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