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10 Ontario Small Towns That Are Like Stepping Into A Fall Fairytale

With autumn approaching, it’s time to start thinking about seasonal activities. These charming small towns in Ontario transform into an autumnal paradise and are well worth a day trip. In some of these villages, you can stroll along historic streets lined with colorful trees, explore scenic parks, and warm up at cute cafes.

Unionville is the prettiest town Ontario in autumn


This sweet little hamlet, located just outside of Toronto, is like a trip to Stars Hollow, and it actually served as this fictional town during the pilot episode of Gilmore Girls. There are cute cafes and a gazebo surrounded by fall foliage.

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This town’s quaint shops and streets were made for autumn. For a dreamy autumn adventure, you can browse local boutiques and visit some of the surrounding wineries.

St. Marys


This location is ideal for a fall road trip, with its rolling hills and scenic vistas. There are lively trails, a farmers market, and other attractions.

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Dorset is one of the best town Ontario in autumn


At this small village, you’ll feel as if you’re on a trip to Vermont. Each autumn, the area comes alive with color, and you can enjoy the scenery from the trails or lookout tower.


This fall, you can travel back in time by visiting this historic village. There are numerous activities available, ranging from parks with red and gold trees to ghost walks and autumn studio tours.

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This charming town is lovely in any season, but it is especially lovely in the fall. The stone buildings and changing leaves will transport you to an autumnal fantasy. Giant monster sculptures appear along the streets during the spooky months.


This quaint town, perched alongside a river, exudes coziness. You can enjoy the crisp weather while strolling the historic streets and finding some spooky vibes at Wick Witch Apothecary.

Blue Mountain Town, the prettiest town in Ontario in autumn


This European-style village, surrounded by rolling mountains, has so much to offer in the fall. Hike scenic trails, ride in a gazebo through the fall foliage, and sip seasonal beverages for an unforgettable autumn getaway.


Stratford has long been known as the province’s arts and cultural center. It was here, in 1953, that the Stratford Festival was conceived, and William Shakespeare’s plays were first performed live on stage.



Huntsville is the gateway to Algonquin Provincial Park, one of Ontario’s best parks. Huntsville is situated in the rugged Canadian Shield country, which features exposed granite, clear lakes, and tall white pines. This outdoorsy town is only a 2.5-hour drive north of Toronto and is ideal for a weekend in Ontario’s Northland.

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Maris Lopez
Maris Lopezhttp:////
Hey there! I'm Maris, an American girl who is passionate about adventure, the outdoors and all things travel!


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