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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Christmas Karaoke for Kids at Boston Pizza Barton
Boston Pizza Barton St. 1291 Barton Street East, Hamilton, Ontario, Canadaoin us for a festive Kids Karaoke, Christmas Edition! Let your kids spread holiday cheer through singing on December 20 at 12:30pm. Participate for a chance to win a $25 gift card in our raffle draw! Note: All participants must be paying patrons. Bring your family and friends to enjoy a harmonious holiday gathering and […]
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White Christmas
Featured White ChristmasThe Westdale Theatre 1014 King Street West, Hamilton, Ontario, CanadaOriginally Shown at the Westdale! (Jan. 19-20, 1962) After World War II, song and dance men Bob Wallace and Phil Davis form a successful partnership, eventually becoming top Broadway producers. Bob agrees to take in a nightclub act by the Haynes Sisters, Betty and Judy, as a favour (so he thinks), for their brother who […]
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Aldershot Pool Events
Featured Aldershot Pool EventsAldershot Pool 50 Fairwood Place West, Burlington, Ontario, CanadaDecember 20th : Ice Safety Games Winter is coming — are you ready? Join us for interactive ice safety games and activities. Learn how to stay safe around frozen water and what to do in an emergency. It’s cool and educational! January 17th : Winter Hat & Snowflake Crafts Let’s transform Angela Coughlan into a […]
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Magic of Christmas Storytime at MPL
MPL Main branch 1010 Main St E, Milton, ON, CanadaBest suited for children 3-7 years of age and their parent or caregiver, but all are welcome. Children and their families are invited to join in for a magical Christmas storytime, filled with holiday-themed books, songs, and activities.
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A Christmas Story
Featured A Christmas StoryThe Westdale Theatre 1014 King Street West, Hamilton, Ontario, CanadaBased on the humorous writings of author Jean Shepherd, this beloved holiday movie follows the wintry exploits of youngster Ralphie Parker (Peter Billingsley), who spends most of his time dodging a bully (Zack Ward) and dreaming of his ideal Christmas gift, a “Red Ryder air rifle.” Frequently at odds with his cranky dad (Darren McGavin) […]
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Meet and Greet Santa at Boston Pizza Oakville
Boston Pizza Oakville 499 Dundas St West, Oakville, Ontario, CanadaHo Ho Ho! Santa's coming to town! Bring your little ones for a magical Meet & Greet with Santa at your favorite Boston Pizza! Get your photos with Santa while you dine and take home exciting loot bags for the kids! Don't miss this festive afternoon full of joy and laughter. We can't wait to […]
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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 […]
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Lego and Pajama Lunch with the Grinch and CindyLou
A magical Pajama and Lego Lunch Join us for a cozy Pizza, Lego & Pajama Lunch filled with stories, songs, photos, playtime, Build your own Lego ornament and lots of holiday cheer. Date: Sunday, December 21 2025 Play Time: 10:00 AM – 12:00 PM Character Visit: 10:30 AM – 11:30 AM Location: Mini […]
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Arabic Storytime at Milton Library
MPL - Sherwood 6355 Main Street West, Milton, ON, CanadaFor children 3-6 years of age and their parent or caregiver. Drop in and enjoy stories, and activities in Arabic to help with developing your child’s early literacy skills.
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Creative Kids Gingerbread Wonderland
The Loft @ Longo's Walkers Line 2900 Walkers Line, Burlington, Ontario, CanadaStep into a world of candy and holiday fun! Kids ages 6-12 will decorate pre-assembled gingerbread houses using candies, sprinkles and plenty of imagination. Each child will take home their very own holiday masterpiece to enjoy.
$35 -
Christmas Model Train Show
Hamilton Museum of Steam & Technology 900 Woodward Ave, Hamilton, Ontario, CanadaJoin the Golden Horseshoe Live Steamers at the Hamilton Museum of Steam & Technology for a Christmas Model Train Show in the Woodshed. Volunteers will be running scale model steam and electric trains decorated for the holidays. Visitors of all ages are invited to see various miniature train layouts and speak with club members. This […]
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ChristmasFest Vendor Market
Ancaster Fairgrounds - Concession Building 630 Trinity Road South, Concession Building, Jerseyville, Ontario, CanadaJoin us on December 21 for a heart-warming holiday celebration featuring local makers & vendors, a festive Kid Zone, delicious seasonal eats, live music, and a special reading of the Christmas Story for kids. Bring family, bring friends, and bring your Christmas cheer! Where: Ancaster Fairgrounds (Concession Building) When: December 21 Admission: Family-friendly & open […]
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Mini Paint Party
My Tea Bar 64 Hamilton Street North, Hamilton, ON, CanadaSip your favorite boba flavors while creating a beginner-friendly artwork—no experience needed. It’s the perfect way to relax, get creative, and kick-off the holiday season! We'll be using small canvas and a simple palette. A great way to dabble in paint without committing to a full scale paint night! Tickets: https://www.eventbrite.ca/e/my-tea-bar-waterdown-mini-paint-party-tickets-1977747688576?aff=oddtdtcreator
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Children’s Ornament Making Workshop on the Farm
Blue Dot Acres 2179A Dundas Street, Burlington, Ontario, CanadaA creative drop-off holiday workshop featuring ornament painting, a gentle nature walk, and a bunny visit. A joyful, hands-on experience to spark wonder and seasonal magic.
$30 -
Elf at the Westdale
Featured Elf at the WestdaleThe Westdale Theatre 1014 King Street West, Hamilton, Ontario, CanadaBuddy was a baby in an orphanage who stowed away in Santa’s sack and ended up at the North Pole. Later, as an adult who happened to be raised by elves, Santa allows him to go on a quest to find his birth father Walter Hobbs. Walter, who is on Santa’s naughty list for being […]
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Tim Horton’s Free Skate
Burlington Various ArenasWinter fun is calling, Burlington! Here is when you can skate for FREE thanks to Tim Hortons. Sunday, Dec. 21 – Mainway Ice Centre Rink 1: - 1 - 4 p.m. Monday, Dec. 22 – Mountainside Community Centre: noon - 4 p.m. – Central Arena: 1 - 5 p.m. Tuesday, Dec. 23 – Mountainside Community […]
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Jingle Beats Silent Disco
Burlington Lions Club Park 471 Pearl Street, Burlington, Ontario, CanadaDance like nobody’s watching — or listening! Sign up for a one-hour session at our Holiday Silent Disco and groove to your favourite festive hits. Fun for the whole family
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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 […]