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The quirky Canadian towns you’ll want to take a detour for

Vancouver you probably know about. Ditto for Toronto and maybe Montreal. But there are dozens of interesting quirky towns in Canada that you definitely should check out on your next visit. Here are eight of former Toronto Star travel editor Jim Byers’ personal favourites.

Owen Sound, Ontario

There’s a pretty downtown with a great book store called Ginger Press where they not only sell and publish books but also have a cafe.

 

Harrison Park is in a beautiful valley sandwiched between two arms of the massive Niagara Escarpment, a ridge that runs 700-plus kilometres through Ontario and is a UNESCO-protected biosphere.

 

The park offers pedal boats, camping, basketball and, in winter, ice skating.

 

There’s also a lovely Black History Cairn in the park as Owen Sound marked the northernmost terminus of the Underground Railroad, which brought escaping slaves from the US to freedom in Canada.

off the radar canadian cities
The Black History Cairn in Owen Sound, Ontario, is a moving tribute to the Underground Railway (photo: Jim Byers).

Try the Saturday morning farmers’ market, too.

Turner Valley, Alberta

Less than hour south of Calgary in pretty ranching country, you’ll find a wonderful craft distillery called Eau Claire.

 

Part of the operation is located in the town’s former brothel, this being a hotspot for bootleggers and booze smugglers back in the days of Prohibition.

 

They make several craft liquors, including one of the smoothest vodkas I’ve ever tried. Next door is the Chuck Wagon Cafe and Grill, with legendary burgers and a real Western/cowboy theme.

Wolfville, Nova Scotia

This is a town you want to give a warm hug to; a tidy spot with one of Canada’s prettiest universities, Acadia.

 

The university’s main hall sits atop a small hill as you enter the town from the west. The main street is only a couple blocks long, but there are cute restaurants and shops.

 

The nearby Tangled Garden is a fine spot to admire floral displays and taste locally made herb jellies.

off the radar canadian cities
In Wolfville, Luckett Vineyards sits on a hill with lovely views (photo: Scott Munn).

Local wineries are getting better every year. Luckett Vineyards sits on a hill with lovely views. They also have a British-style phone booth in the middle of the vineyards, with free calls to anywhere in North America.

Sooke, British Columbia

off the radar canadian cities
Mom’s cafe serves a mouth-watering pie, it’s jam-packed with 50 apples in every pie, find it in Sooke, BC, Canada (photo: Jim Byers).

Victoria, which is on the south end of Vancouver Island, gets less rain than Vancouver. Sooke, which is west of Victoria, gets less than Victoria. That makes this one of the driest, warmest spots in British Columbia in winter.

 

It’s also a fun town that’s home to a great cafe called Mom’s, which makes apple pies the size of a Smart Car (they say they use up to 50 apples per pie) and a great coffee shop called The Stick in the Mud.

 

Sooke Harbour House is a casual but elegant hotel on the water with one of the best restaurants in the country. They practically invented farm-to-table as a food concept in Canada, and the views out over the bay are terrific.

Baie St. Paul, Quebec

off the radar canadian cities
The décor is Canadian chic mixed with European flair at Le Germain Hotel in Charlevoix, Canada (photo: Jim Byer).

This is a lovely village east of Quebec City, nestled in part of a crater created when a monster-sized meteor hit millions of years ago. You’ll find a lovely village lined with cute shops and some pretty wild art, Quebec not being known for its conservative nature.

 

Le Germain Charlevoix (Charlevoix being the name of the overall area) is a fantastic hotel on land that used to be one of Canada’s largest farms.

off the radar canadian cities
Le Germain is a hotel in Charlevoix, it’s built on land that used to be one of Canada’s largest farms (photo: Groupe Germain Hotels).

The food is sublime, even for the high standards of Quebec, and rooms are done in a variety of styles with nods to the agricultural history of the area and plenty of European design flair.

 

You can skate on the natural rink or soak in hot tubs in winter. In summer, try cycling or whale-watching on the St. Lawrence River.

Summerside, Prince Edward Island

Many tourists flock to Charlottetown, the capital of PEI, or to Cavendish to see Anne of Green Gables country. But Summerside is a fun town of its own with a pretty waterfront.

off the radar canadian cities
Norman Zeledon is the owner of the food truck The Gallery, he whips up tasty fare, find him in Summerside, Prince Edward Island (photo: Jim Byers).

The Galley is a fine food truck run by a fellow from Nicaragua named Norman Zeledon, who can whip up everything from slow-cooked porchetta to Salvadoran slaw to Mennonite-style pickle soup.

 

Holman’s ice-creamery is in a lovely, historic home with a pretty garden and wonderful ice-cream (try the lemon-blueberry).

 

Not far from Summerside are the famous Bottle Houses of PEI: a series of buildings (including a chapel) fashioned from more than 25,000 empty bottles.

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Gananoque, Ontario

off the radar canadian cities
Steel Style Garage sells clothes in Gananoque, Ontario (photo: Jim Byers).

This pretty town in Eastern Ontario sits on a river that flows into the mighty St. Lawrence and is known as the gateway to the Thousand Islands – a series of 1,700-plus (someone counted) islands and islets that dot the St. Lawrence, many in Canada but some in the US.

 

Tour boats can take you on educational tours, with tales of piracy, rum-runners and War of 1812 heroes (on both sides of the border).

 

The town has a great brewpub and a restaurant/coffee shop called The Socialist Pig, where members who buy several coffees are known as ‘card-carrying Socialists’. Nearby Kingston is a fine city of its own.

Gros Morne, Newfoundland

off the radar canadian cities
The magnificent Gros Morne National Park (photo: Newfoundland and Labrador Tourism).

Gros Morne is more of a region than a city, but it’s a marvellous part of Newfoundland. Woody Point is a small community on beautiful Bonne Bay that hosts an annual writers’ festival.

 

The event attracts many of Canada’s top authors and also entertainers. You can take lovely sea kayak rides around Bonne Bay and perhaps encounter whales or other sea life.

 

Nearby Gros Morne National Park is one of the prettiest areas of Canada, with boats that will take you up a deep, water-filled chasm that’s technically not a fjord but looks very much like one.

 

Anchors Aweigh is a local band that puts on rollicking, entertaining shows. When I went, they had a rubber-faced guy playing the accordion while dressed in women’s clothing.

 

The band’s leader introduced him as ‘Canada’s best cross-dressing accordion player’ – nothing if not specialised.

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12 grand journeys throughout North America

    Discover North America’s epic adventures — from Route 66 and Alaska cruises to Hawai‘i road trips, NYC culture, Mexico trails and more.

    1. Route 66, the Main Street of America

    Travelling with: Ricky French

    Sunset on Route 66 in the California Mojave Desert.
    Hit the open road and trace America’s legendary highway. (Image: Getty/Der_Thomasa)

    Dubbed the Main Street of America, Route 66 radiates serious main character energy, cemented into popular culture through everything from John Steinbeck’s novel The Grapes of Wrath to the Disney Pixar film Cars. Spanning nearly 4000 kilometres from Chicago to Los Angeles, the historic highway celebrates its centenary next year, a timely invitation to take the mother of all road trips along the Mother Road. Allow two to three weeks to tackle the full length, or bite off a smaller chunk at either end, cruising the dramatic deserts of California or the more pastoral landscapes of Illinois, lined with neon-lit diners, retro gas stations and quirky roadside attractions.

    2. Mexico’s Día de los Muertos

    Travelling with: Carla Grossetti

    emblematic catrina of mexico with flowers and necklace with sempasuchil flowers
    Celebrate life and honour loved ones in vibrant style. (Image: Getty/Fabian Pacheco)

    You might know Oaxaca as the birthplace of mole and mezcal. But the state in southern Mexico is also where the Día de los Muertos (Day of the Dead) began. Time your visit to coincide with the colourful holiday, on 1–2 November, which honours and celebrates loved ones who have passed away. Oaxaca is also Mexico’s Michelin-starred culinary capital, with 18 restaurants and a humble taco stand listed in the 2025 guide.

    3. Museum-hop in New York City

    Travelling with: Carla Grossetti

    The Guggenheim Museum’s iconic spiralling exterior, a highlight of North America Epic Adventures.
    Step inside and marvel at bold, world-class art. (Image: Damiano Fiore)

    Your map app will look like it’s been scattered with confetti after you’ve dropped pins on all the museums you want to visit in New York City. Must-sees are the Solomon R. Guggenheim Museum, the Metropolitan Museum of Art aka the Met, and the Museum of Modern Art. The American Museum of Natural History is also a draw. It’s also worth venturing into the boroughs to browse institutions such as the Brooklyn Museum, which has a huge permanent collection categorised by culture.

    4. The USA’s music scene

    Travelling with: Elizabeth Whitehead

    The Seattle skyline at night, aglow with city lights on North America Epic Adventures.
    Soak up skyline views and dive into the city’s coffee culture. (Image: Abigail Boone)

    If you’re a muso, chances are you’ve wanted to make a pilgrimage to the United States, the epicentre of so many beloved genres. Whether you’re head-banging your way around the Grunge Circuit in Seattle, chasing the twang of the pedal steel through Tennessee or bouncing between blues bars in the Mississippi Delta, the USA’s rich music culture has something that’ll strike a chord.

    5. Road-tripping Hawai‘i

    Travelling with: Carla Grossetti

    A woman surfing in Hawaii, gliding across turquoise waves on North America Epic Adventures.
    Catch the waves and ride Hawaii’s iconic swells. (Image: Ben Ono)

    Hawai‘i is one of the most diverse US states to road trip around. Of the six major islands to visit, the Island of Hawai‘i packs in everything from the snowy summits of Mauna Kea and Mauna Loa to black-sand beaches and lava fields frozen in the act of flowing forward. Change down a few gears on the island of O‘ahu, too, where you can find your own patch of sand on Waimanalo Beach. Visit poi and pineapple plantations. And hang ten on beginner-friendly waves on the North Shore.

    6. Cruising Alaska

    Travelling with: Carla Grossetti

    Explora Journeys ship cruising in Alaska.
    Sail past glaciers and spot whales in pristine waters.

    Seeing Alaska from the sea allows you to cover a lot of distance quickly. This immersive frontier now beckons more than ever before with Explora Journeys adding the American state to its global destination portfolio. Best of all are the pre-and post-journey immersions that connect the luxury of a cruise onboard Explora III with the rugged grandeur of the Alaskan interior. UnCruise Adventures also weaves in access to remote national parks, legendary wildlife corridors and authentic cultural experiences on its Alaskan itineraries.

    7. The Wixárika Route in Mexico

    Travelling with: Elizabeth Whitehead

    People journeying through the Wixarika Route.
    Journey deep into sacred Huichol traditions and art.

    For generations, the Indigenous Wixárika People of Mexico have walked a sacred path known as Tatehuarí Huajuyé, or ‘The Path of Our Grandfather Fire’. The annual pilgrimage route spans 500 kilometres, taking in significant sites in Wixárika spirituality and cosmology. The route passes through the deserts, mountains and forests of northern Mexico before reaching Wirikuta, believed to be the place the sun first emerged. The route is a living cultural landscape of Indigenous culture pre-Columbian influence and, in July this year, was formally inscribed into UNESCO’s World Heritage List.

    8. Drive the Iceberg Coast in Canada

    Travelling with: Carla Grossetti

    Iceberg off the east coast of Canada
    Chase icebergs along Expedition 51 on Canada’s east coast. (Image: Canadian Tourism Commission/ Chris Hendrickson)

    Download the icebergfinder.com map to better plan your road trip along Canada’s Iceberg Coast. The new highway, which has been nearly 25 years and CAD$1.1 billion in the making, threads through the country’s pleated coastlines around Quebec, Newfoundland, Labrador, Nova Scotia and New Brunswick before looping in the French islands of St Pierre and Miquelon. As well as chasing icebergs along Expedition 51, travellers will have the opportunity to engage with cultures that have thrived in the pristine provinces for thousands of years.

    9. A foodie tour of Nova Scotia

    Travelling with: Katie Carlin

    Lunenberg Nova Scotia
    Try lobster rolls in Lunenburg on the east coast of Canada in Nova Scotia. (Image: Natalia Kvitovska/ Unsplash)

    World-famous for its lobster, Nova Scotia is a Canadian province best savoured through its culinary clout shaped by sea and terroir. Bite into lobster rolls at historic Lunenburg’s Salt Shaker Deli & Inn and sip maple rum at Ironworks Distillery. Winery-hop around Wolfville’s rising vineyards (don’t miss Lightfoot & Wolfville). Take a maple syrup tour at Sugar Moon Farm near Earltown. And pull up a seat at waterfront Bar Sofia in Halifax, where Nova Scotia oysters aguachile arrive bright with cucumber, lime and pickled onion.

    10. Soak up the sun in the Caribbean

    Travelling with: Carla Grossetti

    Overwater bungalows off a beach in the Caribbean
    Experience the white-sand beaches and cerulean seas of the Caribbean on board a cruise.

    The Caribbean is on the radar for seasoned cruisers. And it’s easy to see why, with white-sand beaches, cerulean seas and swaying palms so picture-perfect they look AI-generated. Cruise with Windstar, Royal Caribbean, and Celebrity on its inaugural Xcel season to the Caribbean to enjoy action-packed excursions such as snorkelling coral reefs and shopping for local trinkets. And those sea days? Spectacular.

    11. Red Chair Hikes of Canada

    Travelling with: Kassia Byrnes

    Red Adirondack chairs overlooking Lake Minnewanka in Canada
    Take a seat at Lake Minnewanka, one of more than 400 red Adirondack chairs scattered across Canada’s hiking routes. (Image: Getty Images/ Autumn Sky Photography)

    No one appreciates the great outdoors more than Canadians, emerging from snow-covered winters to tread glacial rivers and snowshoe through forests, or to hike mighty mountains and wildflower-strewn valleys come spring. Along popular hikes around the country, more than 400 red Adirondack chairs have been placed in peaceful, breathtaking locations. What started as a social media contest now sees hikers soaking in classic Canadian lake and mountain vistas, overlooking historic sites or gazing down on the mountainous path they just travelled.

    12. Ride the Rocky Mountaineer from Denver to Moab, USA

    Travelling with: Carla Grossetti

    Sweeping views from the Rocky Mountaineer.
    The Rocky Mountaineer will continue as the Canyon Spirit in 2026, seen here carving through Ruby Canyon.

    Sighting wild animals is one of many incredible thrills along the two-day luxury Rockies to the Red Rocks route onboard the Rocky Mountaineer across America’s Southwest between mid-April and mid-October. In addition to the lone bear, we spot bighorn sheep, elk, beavers, pronghorn antelope, bald eagles and ospreys. Riding the rails onboard the luxury train, which was founded in Canada in 1990 and has been awarded the prestigious World’s Leading Travel Experience by Train several times, has never been about just getting from A to B. Ride the train from Denver to Moab and you will see the scenery change from snow-capped peaks to meadows, red-rock canyons and soaring cliffs that resemble ornate Gaudí-esque cathedrals. But it’s not until you get off the train that you can produce the ultimate Venn diagram, with nature and adventure in the intersecting spheres.

    Quirky off the beaten track towns of Canada - International Traveller