Whether you're planning a day trip or weekend getaway, these dreamy towns and villages offer endless activities for two. You can wander hand-in-hand down historic streets, sip warm drinks in cozy cafes and get lost in nature together.
These towns are beautiful during any season so it's time to start planning that getaway!
Here are eight romantic small towns near Toronto to visit with your favourite person.
Unionville
Address: Unionville, ON
Why You Need To Go: Cue the Gilmore Girls theme song. This little town near Toronto is a real-life Stars Hollow — it actually served as the fictional town in the pilot episode of Gilmore Girls.
You can have a Luke and Lorelai-worthy romance as you explore the Main Street of this charming town and explore the many boutiques.
It isn't a trip to Stars Hollow without some sweet treats and coffee, and you can fill up on both at one of the cafes scattered along the street.
You can also head to Toogood Pond Park and wander along the scenic trails hand-in-hand.
Unionville website
Orangeville
Address: Orangeville, ON
Why You Need To Go: Tucked away amidst rolling hills, Orangeville is a beautiful town to explore with your favourite person.
The Main Street boasts beautiful historic buildings and you can enjoy art galleries, cozy cafes and more. You can even take a self-guided tour to discover public art around the town.
Whether you catch a performance at Theatre Orangeville or dine at one of the gourmet restaurants, you and your favourite person can have a truly romantic experience at this small town.
There are lots of events to watch out for throughout the year, including the Orangeville Blues & Jazz Festival, Taste of Orangeville and Christmas in the Park.
Orangeville website
St. Jacobs
Address: St. Jacobs, ON
Why You Need To Go: This lovely village will whisk you back in time. Located a short road trip from Toronto, St. Jacobs is home to peaceful trails, delicious food and unique shops.
The town was established in 1852 and is full of old-time charm. You can bite into homemade treats at the bakeries, hop aboard the Waterloo Central Railway for a fun adventure or follow the Art Walk to discover incredible pieces throughout the village.
You'll also want to head to the St. Jacobs Farmers' Market, which is the largest year-round farmers' market in Canada.
The Village of St. Jacobs website
Jordan Village
Address: Jordan Village, ON
Why You Need To Go: Located in the heart of Niagara wine country, this tiny village is brimming with romance. It's a magical road trip destination to visit with your favourite person.
From shopping to farm-to-table dining, Jordan Village has so much to offer. You can get totally pampered at a spa and enjoy some fresh air by exploring the trails along the Niagara Escarpment.
There are many vineyards scattered around the area where you can fill up on wine and romance.
Jordan Village website
Paris
Address: Paris, ON
Why You Need To Go: Like its namesake in France, Paris Ontario is an enchanting spot to fall in love. It is known as the "Cobblestone Capital of Canada" due to the many historic stone buildings that line its streets.
Nature lovers can enjoy kayaking, scenic trails and more, while foodies can dine at the array of drool-worthy restaurants and cafes.
If you're staying overnight, you can book a room at the Arlington Hotel. The unique venue has literary-themed rooms such as the Lewis Carroll room, Brothers Grimm room and Jane Austen room.
Downtown Paris website
Dundas
Address: Dundas, ON
Why You Need To Go: Located just outside of Toronto, this small town boasts "quiet tree-lined streets of historic 19th century buildings" and lots of romantic activities to enjoy.
The quaint downtown features many restaurants and boutiques where you can enjoy a bite to eat and shop for unique items.
It's an idyllic spot to visit if you're looking to enjoy nature. There are many surrounding hikes that offer beautiful scenery, such as the Dundas Peak hike and Webster Falls.
Downtown Dundas website
Niagara-on-the-Lake
Address: Niagara-on-the-Lake, ON
Why You Need To Go: This charming town is one of the most romantic in Ontario and was even named among the best honeymoon spots in the world for 2024.
With beautiful spas, dreamy hotels and a stunning downtown, it's no wonder couples love visiting this spot.
You can see a play at the Shaw Festival Theatre, dine at the many restaurants and explore the shops.
The region is known for its wineries so you can enjoy a day filled with tastings, tours and more. Boasting stunning vineyard views and unique hidden gems like a glistening icewine lounge, Niagara's wineries are an idyllic date spot.
Niagara-on-the-Lake website
Cobourg
Address: Cobourg, ON
Why You Need To Go: You can enjoy a romantic getaway with your loved one at this beautiful small town. Cobourg is home to a quaint main street and lots of attractions.
During the summer months, you can lounge on the sandy shores of the beach or take a romantic stroll along the boardwalk as you gaze over the water.
You can also get totally pampered at the Fieldstone Spa, which offers a range of services as well as couple's experiences.
The town offers a historic walking tour that lets you explore the old-world architecture in the area. If you're looking for an extra sweet experience, you can stop by Cobourg's Dutch Oven and Burnham Family Farm Market for a gooey butter tart.
Experience Cobourg website
Don't forget to snap some cute photos together in these charming small towns!
Before you get going, check out our Responsible Travel Guide so you can be informed, be safe, be smart, and most of all, be respectful on your adventure.
