The holiday season is a time for family, friends, and fun. If you’re looking for something to do in Milton or Oakville this December, I’ve got you covered. From Christmas markets to holiday lighting, here are some of the best festive events in the area. Put on your Santa hat and get ready to celebrate!

Downtown Milton HolidayFest

3 December 2022
The Downtown Milton Business Improvement Area with participation from local businesses brings local vendors, live music and so much more to Downtown Milton. Enjoy the diverse sights, sounds and tastes of the holiday season!
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Alpha Christmas Market

4 December 2022
Free admission with children’s activities like music/play workshops, cookie decorating and more! Support local businesses and get your holiday shopping done.
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O Christmas Tea: A British Comedy

4 December 2022
Are you fans of Monty Python, Mr. Bean, or Dr. Seuss? This is a can’t miss, fun-for-all-ages show presented to you by London’s 3-time Impresario Award-winning duo!
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Holiday Happy Hour

10 December 2022
Grab your holiday gifts for loved ones and pay Santa a visit as festive music fills the air at this Christmas holiday market.
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Wrapped In Local

10 December 2022
Get gifts for everyone on your list at this curated Christmas market with over 20+ local vendors, swag bags for the first 25 visitors, a grand prize giveaway and more!
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Milton - Oakville Holiday Events 2022

Oakville Celtic Fiddle Orchestra Christmas Concert

11 December 2022
‘Tis the season of giving. A fun-filled evening full of jigs, reels and more in support of Food4Kids Halton!
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Milton Holiday Market

17 December 2022
Your one-stop-shop for holiday goodies, gifts, and surprise activities. Join in all the wintery activities and warm treats in this fun-filled family holiday market.
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Twinkle After Dark

24 December 2022
A fully illuminated country walk-through experience presented by Canada’s Award-Winning Pumpkins After Dark. Historic buildings, holiday projections, costumed actors and so much more! Visit Santa and grab a hot beverage and warm beavertail on your way.
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Rudolph the Red-Nosed Reindeer JR

29 December 2022
A wonderful holiday musical that expresses our differences and what makes us special with classics like “A Holly Jolly Christmas” and “Rudolph The Red-Nosed Reindeer.”
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New Year’s Eve Bash

31 December 2022
Dress up and party the night away as we wait to welcome 2023! Delicious food will be served including roast beef, mashed potatoes, and mixed veggies, credits to Chef Dan.
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