Every small town has a story. We've mapped990of them.

Loading trip map…

Between cities

Toronto to Parry Sound

fantastic view

A weekend on Georgian Bay — small towns, big water, and the hometown of hockey legend

There’s a stretch of Highway 400 north of Barrie where the landscape shifts — the subdivisions thin out, the rocks get bigger, and the sky opens up over the Canadian Shield. Most people drive this corridor in a rush to reach cottage country. This guide is for the ones who want to slow down.

From Toronto to Parry Sound is only three hours, but with stops in Orillia, a detour to Killbear Provincial Park, and an evening on the harbour, you’ll want a full weekend.

Day 1 — Northbound

225 km 

🚗 90 km · 1h 10min from Toronto
1
Selfie Spot
🚗 Your first stretch break. The Barrie waterfront trail runs along Kempenfelt Bay — grab a coffee and walk the boardwalk. In summer, the farmers' market fills Heritage Park on Saturday mornings.
🚗 35 km · 30 min from Barrie
2
Orillia — Leacock's Sunshine Town
🚗 Stephen Leacock set his comic masterpiece in a thinly disguised Orillia. The downtown still has that Main Street charm — browse Mississaga Street, pick up lunch supplies, and consider a quick visit to the Leacock Museum.
pictuere of bobby orr

Bobby Orr

grew up here — widely considered the greatest hockey player of all time. Visit the Bobby Orr Hall of Fame at the Stockey Centre. Don't miss the Megan Oldham exhibit, celebrating Parry Sound's newest Olympic champion.
Read his story →

🚗 35 km · 30 min from Barrie
Day 2 — Southbound

225 km return

4
ArtShop
In February 2026, Megan Oldham stood at the top of the big air course at the Milano-Cortina Olympics
★ 5.0 2 Bay Street Visit page →
5
Art
An annual 3-week long classical music festival that occurs from July to August.
★ 5.0 1 Avenue Road Visit page →
🚗 90 km · 1h 10min from Toronto
1000 Towns · Canada travel powered by Booking.com

Best stays in parry sound

6
ArtShop
This annual venue has been running since 1976 and has become one of the largest tourist destinations.
★ 5.0 27 Mary St Visit page →

Good to know

Best time

Year-round. Summer for cruises, fall for colours, winter for quiet trails.

Where to stay

B&Bs, motels, and cottage rentals in Parry Sound. Log Cabin Inn on Oastler Lake for something special.

Total driving

~450 km round trip. Budget 5–6 hours each direction with stops.

Fuel & food

Stock up in Orillia — options thin out until Parry Sound.

More guides from this region

Municipalities & Tourism Organizations

Is your community along this route?

We feature small towns in our trip guides — with Google Ads, newsletters, and placement seen by thousands.

Who Are You?

Any changes to the place info will be reviewed by 1000 Towns of Canada.