Royal Oak Inn in 1940 & 2025

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Looking northeast towards the Royal Oak Hotel, today the Royal Oak Inn, at the corner of Dundas St E and Ontario St, in the Cabbagetown South neighbourhood of Toronto.

The hotel was built in the mid-1870s in the Second Empire style and was originally called the Derby Arms, operated by Thomas Gibson. Over the years, it changed hands several times and was known by various names, including Wilton House, which it was called from the early 1900s until it was renamed the Royal Oak Hotel in 1915. The hotel retained the Royal Oak name until 1970, when it became the Royal Oak House.

In the 1980s, it was transformed into Soupy’s Tavern (also referred to as Stoopy’s Tavern). Known for its dive bar atmosphere, the hotel’s unique character has attracted filmmakers, leading to its appearances in movies such as Cocktail and A History of Violence.

In 2013, the hotel underwent renovations, and many of the building’s architectural details were covered with beige stucco. It was then renamed the Royal Oak Inn. In 2024, the hotel received a fresh new look, as shown in the recent photo.

Then and Now

1940/June 10, 2025 - Looking northeast towards the Royal Oak Hotel, today the Royal Oak Inn, at the corner of Dundas St E and Ontario St, in the Cabbagetown South neighbourhood of Toronto. The hotel was built in the mid-1870s in the Second Empire style and was originally called the Derby Arms, operated by Thomas Gibson. Over the years, it changed hands several times and was known by various names, including Wilton House, which it was called from the early 1900s until it was renamed the Royal Oak Hotel in 1915. The hotel retained the Royal Oak name until 1970, when it became the Royal Oak House. In the 1980s, it was transformed into Soupy's Tavern (also referred to as Stoopy's Tavern). Known for its dive bar atmosphere, the hotel’s unique character has attracted filmmakers, leading to its appearances in movies such as Cocktail and A History of Violence. In 2013, the hotel underwent renovations, and many of the building's architectural details were covered with beige stucco. It was then renamed the Royal Oak Inn. In 2024, the hotel received a fresh new look, as shown in the recent photo
1940/June 10, 2025 – Looking northeast towards the Royal Oak Hotel, today the Royal Oak Inn, at the corner of Dundas St E and Ontario St (City of Toronto Archives, Fonds 1231, Item 2111 – James Victor Salmon photographer)
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