Along with the beautiful landscapes, thrilling outdoor adventures, and wholesome road trip destinations, Ontario is home to some of the most romantic cities and towns around. From cobblestone roads and historic buildings to country charm and lakeside views, these cities in towns in Ontario are not one to miss, especially as the most romantic time of the year is approaching.

In honour of the romantic season, take a less traditional route this Valentine’s Day and visit one of these cute and romantic spots in Ontario.

They’re picture-perfect! We’ve compiled a list of the most romantic cities and towns in Ontario and here’s what we’ve found:

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The enchanting town of Almonte, Ontario, is a magical place that in the winter, doubles as a film set for Christmas movies.

In fact, on the town’s website, you’ll find a long list of Hallmark holiday movies that were filmed on its picturesque streets.

So if you can’t get enough of that cozy small-town feeling, then you simply have to pay this spot a visit, especially during the winter.

Blue Mountain Village

The cobblestone-filled streets and turn-of-the-century architecture add to the charm that Blue Mountain Village is known to have.

This destination has tons of shops and restaurants to check out, as well as year-round activities and outdoor attractions of all kinds.

You can enjoy the picturesque scenery by taking one of the many hiking trails and biking paths in the area.

Or, you could reach new heights and get your thrills at the same time on the Ridge Runner Mountain Coaster!


What better place to spend a winter weekend than in Ontario’s “most beautiful village?” When it comes to scenic views and historic charm, especially in the winter, Elora does not disappoint.

You’ll want to take a peek inside of the adorable boutiques that line the streets of this quaint destination and if you’re in the mood to spoil yourself, you can visit the iconic Elora Mill & Spa for some relaxation.


Located in the Niagara region, Niagara-on-The-Lake is a waterfront town is bursting with old-world charm.

It is a well-preserved 19th-century village, featuring storybook-worthy heritage homes and boulevards lined with boutiques, restaurants, and attractions.

This picturesque town is beautiful in every season, from the bloom of spring to the first snowfall of the holiday season.


Dreaming of faraway places? Well, you don’t need a plane ticket to be transported to Europe because you can experience it right here in a town called Paris, Ontario.

In its own Canadian way, this town really does live up to its namesake.

It features cobblestone, historic buildings, artisan boutiques, and views of the Grand River that will make you feel like you’re wandering along the River Seine. In fact, this town is known as the “cobblestone capital of Canada” because it is a hub of aged cobblestone homes and structures. And it’s all extra dreamy in the winter.


If you’re dreaming of a place that’s dedicated to all the things you love, then you have to pay a visit to the town of Stratford, Ontario. This town is famous for its annual Stratford Festival, which takes place from April to October. It is put on by North America’s largest classical repertory theatre company, and the festival presents a dozen or more productions at venues around the city.

That includes classics, contemporary dramas, and musicals, with special emphasis on the plays of Shakespeare.

Stratford is also known for its chocolate trail, a must-do during your visit. It’s a self-guided tour of the world-famous confectioners and bakers located throughout the town, and it runs year round.


Situated on the north shore of Lake Ontario in the beautiful Prince Edward County, is Wellington – full of country charm with all the spoils of a city.

It is right in the heart of wine country and just a short drive from the famous Sandbanks Provincial Park.

But, the town also has a pristine beach of its own, complete with white sand and a scenic boardwalk to a lighthouse. Nothing screams romance more than a lovely stroll along the beach.

Between tasting award-winning wines and sipping coffee at the local cafes, you’ll also get to enjoy fine dining, visit lively pubs and bars, browse galleries, and check out the fascinating heritage museum.


You don’t have to travel far outside of the city to find a small town rich in heritage and charm. In fact, you don’t even have to leave the GTA! Unionville is an incredible spot to spend an afternoon. And it’s absolutely picture perfect.

Established in the 1790s, Unionville is a quaint little hamlet within the larger city of Markham.

Its heritage buildings and main street will make you feel like you’re much further outside of Toronto than you really are. The town is so picturesque that Gilmore Girls filmed its pilot here, and winters just make it so much more charming.

And there you have it! Where will you be visiting?