Every Stop on the Fall Colours Motorcycle Tour: Two Days of Twisties, Legendary Eats and Big Views North of Toronto

There’s a reason riders circle one weekend on the calendar every fall. When the maples turn across Muskoka, Almaguin and Algonquin, the roads north of Toronto become some of the best motorcycle touring in the country — sweeping curves, granite cuts, and colour in every direction.

This October 2–4, the Great Canadian Wilderness and What A Ride are running a fully planned Fall Colours Motorcycle Tour: two days of curated riding with your accommodations, meals and route all handled, plus a support vehicle following along so you can just ride.

Here’s where we’re stopping — and why every stop earned its place on the route.

Home Base: Deerhurst Resort, Huntsville

Every great ride needs a great home base, and ours is one of Muskoka’s most renowned: Deerhurst Resort on Peninsula Lake, just outside Huntsville.

Deerhurst is celebrating its 130th anniversary this year — it opened in 1896 as an 18-bedroom lodge, and it’s been the definitive Muskoka resort experience ever since (a young Shania Twain got her start on its stage). We chose it for the tour not just for its central location at the gateway to our riding routes, but for the quality and comfort waiting at the end of a day in the saddle: 800 acres on the water, and a choice of restaurants on site — Drift Kitchen + Bar overlooking the lake, the casual Maple Pub, and Compass — so the group can gather over dinner and swap stories without ever getting back on the bike. And 130 years in, it’s a resort that keeps getting better every year.

Both nights of the tour are spent here. Park the bike, unpack once, and ride two completely different loops.

Day One: The Parry Sound Loop

Lunch Stop: Legend Spirits Co., Parry Sound

After a morning of sweepers heading west toward Georgian Bay, we roll into Parry Sound for lunch at Legend Spirits Co. — a craft distillery, restaurant and cocktail bar that’s quickly becoming one of the most talked-about culinary destinations in the region.

Housed at 7 Great North Road, Legend’s crafts its own spirits on site and pairs them with a full restaurant menu. It’s the kind of stop that proves a point we love making: you don’t have to leave cottage country for a big-city calibre meal. (Riders, don’t worry — the cocktail flight can wait until you’re back at Deerhurst. The food alone is worth the stop.)

The Screaming Heads of Midlothian

From Parry Sound we cut inland toward Burk’s Falls for one of Ontario’s strangest and most unforgettable roadside attractions: the legendary Screaming Heads at Midlothian Castle.

Scattered across artist Peter Camani’s sprawling property, dozens of giant concrete heads rise out of the fields mid-scream — some two storeys tall — surrounding a castle he built himself. Against a backdrop of full fall colour, it’s one of the most surreal photo ops anywhere in the province, and we’ve built in plenty of time here to wander and shoot. Want a preview? We’ve written about the Screaming Heads before.

From there, we grab a few more twisties through the Almaguin Highlands before winding back to Deerhurst to wind down, clean up, and gather for dinner.

Day Two: The Algonquin Run

Algonquin Provincial Park

After breakfast at Deerhurst, day two takes on the ride every Ontario motorcyclist should do at least once in their life: Algonquin Park in peak fall colour.

Established in 1893, Algonquin is the oldest provincial park in Canada and one of its most beloved — 7,600 square kilometres of maple hills, rocky ridges and lakes, with the Highway 60 corridor carving right through the heart of it. In early October, it is quite simply one of the best colour rides on Earth.

Coffee at the Portage Store, Canoe Lake

Halfway through the park we pull off at Canoe Lake for a stop at the legendary Portage Grill — an institution on this lake since the 1930s, and the jumping-off point for generations of Algonquin canoe trips (and forever tied to the Tom Thomson story).

This one’s casual: grab a great cup of coffee, browse the souvenirs, and take in the view from the shoreline where Canada’s canoeing mythology was born. Picnic benches line the water if you want to linger.

The Finale: Dorset Scenic Lookout Tower

We finish the tour at one of the most famous fall lookouts in Ontario: the Dorset Scenic Lookout Tower.

The 30-metre (100-foot) tower stands on a ridge high above the village of Dorset, and for those up for the climb, the observation deck puts you 142 metres above Lake of Bays — with an unbroken sea of red, orange and gold rolling out to the horizon in every direction. It’s the single best view of fall colour in the region, and the perfect exclamation mark on two days of riding. (Climbing is optional — the ground-level lookouts are spectacular too.)

The Details

This is a fully supported group tour — but you ride your own ride:

• Two nights at Deerhurst Resort, group dinners, and curated meal stops along the route
• A curated route built from a decade of riding these roads, with a simple laminated route map so you can never really get lost
• A support vehicle (truck and trailer) following the ride — mechanical trouble, extra gear, or a rider who wants a break, we’ve got it covered
• A support person on call the whole weekend, plus a photo and video record of the trip shared with every rider afterward — so you can stay off your phone and stay in the moment

The Fall Colours Motorcycle Tour runs October 2–4, 2026 — $1,235 for a solo rider or $1,575 for a rider and passenger (double occupancy), with accommodations, meals, photo and video coverage, and on-road support all included. Booking closes September 11, and only a few rooms remain.

Book your spot on the Fall Colours Motorcycle Tour ?

Questions about the ride? Get in touch at [email protected] — a real person (and rider) will get back to you.