Regional Connected Routes
Best road trips passing through Toronto
We found 6 curated itineraries that include a stop in Toronto. Whether you want a weekend escape or a cross-country odyssey, these routes are fully enriched with stops, eats, and attractions.
6 Results
USA
Chicago, IL
Toronto, Canada
Family Gold$$$ Tier
The Great Lakes Cross-Border Corridor
500-550 miles (approx. 800-880 km)
3-5 days (excluding time in Chicago/Toronto)
CANADA
Toronto, ON, Canada
Tobermory, ON, Canada
Family Gold$$ Tier
The Turquoise Waters & Escarpment Drive
Approximately 300 km (186 miles)
3-5 days
CANADA
Toronto, ON, Canada
Niagara-on-the-Lake, ON, Canada
Family Gold$$$ Tier
The Wine & Waterfall Trail
Approximately 130 km (80 miles)
2-3 days (to fully enjoy stops)
CANADA
Toronto, ON, Canada
Ottawa, ON, Canada
Family Gold$$ Tier
The Maple Forest & Capital Corridor
Approximately 450 km (280 miles)
3-5 days
CANADA
Toronto, ON, Canada
Picton, ON, Canada
Family Gold$$ Tier
The PEC Vineyards & Sandy Beach Trail
Approximately 200-220 km (125-135 miles)
2-4 days (minimum 2 days for a quick trip, 3-4 days for a relaxed exploration)
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CANADA
Toronto, ON, Canada
Gananoque, ON, Canada
Family Gold$$ Tier
The St. Lawrence Archipelago & Castle Drive
280 km (174 miles)
1-3 days (driving time ~3 hours)