Downtown Oakville’s Hometown Holiday Cheer
Downtown Oakville Oakville, Ontario, CanadaEnjoy family-friendly activities including: Candy Cane Carollers, Horse-Drawn Carriage Rides, Photos with Santa, Hot Cocoa and so much more!
20 events found.
Events
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Frozen Singalong at the Westdale
Featured Frozen Singalong at the WestdaleThe Westdale Theatre 1014 King Street West, Hamilton, Ontario, CanadaSpecial Sing-Along screenings! The Sing-Along version of the film features on-screen lyrics as you watch your favorite musical numbers, including “Love Is an Open Door,” “Let it Go,” “In Summer,” “Do You Want to Build a Snowman?” and more! When their kingdom becomes trapped in perpetual winter, fearless Anna joins forces with mountaineer Kristoff and […]
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Miracle on Main St Milton
Downtown Milton 251 Main Street East, Suite 103, Milton, Ontario, CanadaKick off the holiday season in Downtown Milton The Tiger Jeet Singh Foundation (TJSF), in partnership with The Downtown Milton BIA (DMBIA) and Halton Regional Police Service, is excitedly preparing for the 17th annual Miracle on Main Street! Join us for this engaging and inclusive community event on Saturday, December 6th from 1:00 PM to […]
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Christmas on the Rails
Halton County Radial Railway 13629 Guelph Line, Milton, Ontario, CanadaRide into the holiday season with us! We’re opening our doors one last time until the spring for a unique seasonal experience. There’s nothing like riding the rails on vintage streetcars through the woods with snow on the trees and Christmas carols in the air. Santa comes to visit, roams around and sometimes even drives […]
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Stoney Creek Santa Parade
Downtown Stoney Creek King Street East in Dowtown Stoney Creek (Lake Ave to New Mountain), Ontario, CanadaSanta Is Coming To Town 65th Stoney Creek SANTA CLAUS PARADE Saturday, December 6th 2025, 2 pm.
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Sing Along Christmas Concert
St Jude's Anglican Church, Oakville 160 William St, Oakville, ON, CanadaThis family-friendly Christmas concert and sing-along will feature the organ and choirs of St. Jude’s and the acclaimed Intrada Brass band. Light refreshments will be served after the concert. Everyone […]
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Grimsby Santa Claus Parade
Town of Grimsby 160 Livingstone Ave, Grimsby, Ontario, CanadaEach year the parade consists of approximately 90 entries which includes community floats, walking groups, marching bands and various entertainment. The Grimsby Santa Claus Parade is the perfect kickoff to your holiday celebrations - don't miss it. Parade Route Eastbound along Livingston Avenue/Main Street West starting at Blessed Trinity Secondary School and ending at the […]
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Burlington Dads Ugly Christmas Sweater Party
QB Sports Bar Grill Games 4460 Fairview Street, Burlington, Ontario, CanadaLive DJ & Dance Party with Justin Butineau Every ticket includes a BD Currency Beer QB’s is putting out an incredible spread of your pub favourites (tons of food, full list on website) SANTA will be there — photos, time on his lap, and a small treat for every kid. There’s also an arcade $ […]
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Dundurn Christmas Evening Tour
Dundurn National Historic Site 610 York Boulevard, Hamilton, Ontario, CanadaExperience the magic of the season with a festive evening at Dundurn Castle! Start your night with carol-singing in the grand front hall, then embark on an extended tour of Sir Allan MacNab’s beautifully decorated home. As you wander through the castle, learn about Victorian Christmas traditions and how they shaped other holiday celebrations of […]
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Brunch with Santa at Bardo
Bardo on Brant 419 Brant St, Burlington, ON, CanadaSanta’s making Bardō Brant his Sunday stop this December. From Dec 7–21, our all-you-can-enjoy Santa Sunday Brunch serves up seasonal features, extra cheer, and an appearance from the big guy himself. 🎅 And because the holidays are sweeter when shared, every Sunday in December we’ll be donating $2 from each brunch to the @burlfoodbank, a little […]
$39 – $51 -
Sensory Santa Visits at Burlington Centre
Burlington Centre 777 Guelph Line, Burlington, Ontario, CanadaThis special session is designed to provide a calm and welcoming environment, with reduced lighting and minimal noise, ensuring a comfortable experience for guests with sensory sensitivities. Advance registration is recommended to help maintain a peaceful atmosphere and minimize wait times.
$20 – $60 -
Breakfast with Santa at Dave & Buster’s
Dave & Buster's Oakville 2021 Winston Park Drive Unit E, Oakville, ON, CanadaKick off the season with sparkle and cheer at our exclusive Breakfast with Santa event! Before doors open to the public, your family gets VIP early access to a wonderland of holiday […]
$35 -
Sensory Santa at Milton Mall
Milton Mall 55 Ontario Street South, Milton, Ontario, CanadaSensory Santa is happening Sunday December 7th from 9:30am-10:30am. Have a magical visit with Santa in a quiet sensory friendly atmosphere! Click here to book now!
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Breakfast with Santa at District Kitchen
District Kitchen + Bar 335 Plains Rd E, Burlington, Ontario, CanadaJoin us for Santa Brunch! Your child’s Santa Brunch ticket includes a kids breakfast & drink, a meet & greet with Santa, Santa Selfies, story time with Santa, and a gift! Valid for children under the age of 12. Adults are welcome to purchase brunch items a la carte off our menu. When checking out, […]
$32 -
Storytime with Santa at Christmas Town in Mountsberg
Mountsberg Conservation Area 2259 Millborough Line, Campbellville, Ontario, CanadaStorytime with Santa includes: A group story reading with Santa and guest appearances by Mrs. Claus Cookie decorating and hot chocolate Raptor Tales! A group story with one of Mountsberg’s resident raptors Piper the Elf scavenger hunt & story Craft making Carol sing around the bonfire Visit to the Elf Academy and Gingerbread play areas […]
$23 – $27 -
Christmas in the Woods at Westfield Heritage Park
Westfield Heritage Village 1049 Kirkwall Road, Hamilton, Ontario, CanadaExperience the beauty of the season with swags, greenery, and traditional holiday decorations throughout the Village. Get ready to fill your day with activities to warm your heart and lift your spirits as you see, hear, and experience: Christmas baking Carol singing Marvel at the model train diorama Take a wagon ride Go on a scavenger hunt Enjoy […]
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Brunch with Santa at African Lion Safari
African Lion Safari 1386 Cooper Road, Cambridge, Ontario, CanadaMake this holiday season unforgettable with Brunch with Santa, hosted by Classic Catering on the grounds of African Lion Safari! Available Dates:• Sunday, November 30• Sunday, December 7• Sunday, December 14 Pricing:• $25.99 per child (ages 3–12)• $42.99 per adult (13+) Plus applicable taxes. All sales are final.Enjoy a delicious brunch, festive atmosphere, and a […]
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Parent & Child Merry Little Bakers
The Loft @ Longo's Walkers Line 2900 Walkers Line, Burlington, Ontario, CanadaJoin us for a cozy, hands-on holiday cookie class designed for you and your little one ages 3-5. This class is the perfect way to spend quality time together and bring home some sweet holiday cheer!
$40 -
Breakfast with Santa at Ancaster Fairgrounds
Ancaster Fairgrounds 630 Trinity Road South, Ancaster, Ontario, CanadaJoin us for our Breakfast with Santa fundraiser on December 7th! Enjoy a festive morning filled with delicious food, fun activities, and the magic of the season! Registration now open
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The Play It Forward Event
Featured The Play It Forward EventThe Hub in Burlington Centre 777 Guelph Line, Burlington, ON, CanadaA feel-good way to declutter before the holidays and give toys a second life. Come by The Hub (in Burlington Centre) on December 6 & 7 with toys & books you've outgrown, and swap for new-to-you items to lighten that holiday shopping list.