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Toronto began as the town of York, ten blocks laid out in 1793, and its oldest streets still show who paid for what: stone for the bank and the grand hall, brick for the school and the gasworks.
Start at St James Cathedral, rebuilt after the fire of 1849, then pass the Flatiron Building and its dog fountain, the St Lawrence Market wrapped around an old city hall, and the stone front of St Lawrence Hall. Walk on past a colonial bank and a post office of 1833, the site of Ontario's first parliament, and a brewer's free school, into the Distillery District's limestone distillery and Victorian brick warehouses.
Eleven stops, about 3 km and 1 hour 50 minutes, in English and at your own pace. The Distillery is private property with its own rules, and its Winter Village is ticketed at set times from 12 November 2026.
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Free cancellation up to 24 hours before the experience starts.