‘Tis the season! The air is crisp, the weather is nippy, and there’s nothing quite like curling up on the couch to bask in the glow of a delightfully cheesy Hallmark Christmas movie.
But what if you could experience those magical Hallmark moments instead of just watching them?
Good news: You can! Just a short drive from Toronto, you’ll find picture-perfect towns that look like they’ve been plucked straight from the screen! We’re talking twinkling lights, charming shops, holiday vibes galore…. and maybe even a surprise love interest?! (Just kidding, kind of.)
Whatever you’re after, this is your chance to make your holiday season sparkle! Here are 5 festive gems located throughout York Durham Headwaters to add to your winter road trip.
In Unionville, the holidays come to life on the town’s historic Main Street! Each year, this charming town is transformed into a holiday wonderland with dazzling lights and every type of decoration you can imagine.
Experience everything from a Santa parade to holiday markets — and be sure to keep warm up with a cup of hot chocolate from the ever-popular Old Firehall Confectionary (made with melted Belgian chocolate — delish!) as you browse for gifts at the many unique boutiques.
Where: Markham, ON
Distance from Toronto: Around 30 minutes by car
Step back in time in Orangeville, where 1800s-era turn-of-the-century buildings and tree-lined streets make for the perfect holiday stroll.
You could spend hours simply taking in the lights and absorbing all the Christmassy vibes, but a must-visit event here is Christmas in the Park, which features music, entertainers, tons of dazzling lights, community displays and, of course, hot drinks and food. Bonus: it’s totally free to enter!
Where: Dufferin County, ON
Distance from Toronto: 1 hour by car
Port Perry’s picturesque downtown is a dream come true for anyone seeking a classic holiday escape. Hop aboard the historic Town Trolley for a festive ride through the charming streets, or lace up your skates for a spin on the outdoor rink by the lake.
Don’t miss the annual Scugog Arts Christmas Shop for a chance to find a treasure trove of unique, hand-crafted gifts.
Where: Scugog, ON
Distance from Toronto: 1 hour by car
Erin, Ontario is another serene rural community with tons of charm, situated amongst lush rolling countryside and winding rivers. Explore the windows of the local shops, which are always decked out for the holidays, or just enjoy the cozy ambience as you wander the streets. Be sure to stop in for a delicious meal at one of the town’s locally-owned restaurants.
Where: Wellington County, ON
Distance from Toronto: 1 hour by car
Every year, Newmarket is full of holiday cheer!
Its historic streetscape is bustling with energy, charisma, and charm. Begin your stroll at The Old Fire Hall, now Old Flame Brewing Co., and along the way you’ll discover gorgeous boutiques, cafes, and bars, including a self-serve wine bar complete with hand-dispensing machines that pour mid- to high-end vinos by the glass (mulled wine, anyone?!).
Be sure to take a walk around Fairy Lake while in town, where the views are even better in winter! And, if you plan to stay the night, check out Ontario’s newest boutique hotel: The Postmark Hotel.
Where: York, ON
Distance from Toronto: 39 minutes by car
So, pack your cozy scarves, grab your holiday spirit, and hit the road — these destinations are waiting to make your season merry and bright! For more travel inspo, or to start planning your trip, visit the York Durham Headwaters website.
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