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Morning
Begin your day with an espresso at Jet Fuel, 519 Parliament St. After your caffeine jolt, turn right and walk north to Wellesley St, then turn right again and walking east to take in the charming Victorian architecture. Note the strange animal and face carvings on No. 314. Explore the lanes running northward, including Wellesley Cottages, a courtyard tucked behind the street with seven gabled cottages. As you come to the end of Wellesley St, spend a few moments wandering through Wellesley Park, enjoying the view across the Don Valley.
Backtrack to Wellesley St and turn left onto Sumach St, its charming houses classic Cabbagetown. Note Second Empire-style No. 420–422, built in 1886, and the English cottage style of Nos. 404–408. Turn left at Winchester St; Necropolis Cemetery, Toronto’s oldest non-denominational graveyard, will be on the left. Peek into the chapel to admire the stained-glass windows.
Afternoon
For lunch, head back along Winchester St to Parliament St turning left to Carlton St, where you’ll find the Town Grill at No. 243.
After lunch, continue to meander the area’s compact streets – Metcalfe, Salisbury, and Sackville – before walking east to Riverdale Park and its Riverdale Farm . Across the street from the park’s northwest corner is cute Winchester Café, dispensing refreshments through a side window.
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