Battle of Montgomery's Tavern

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Battle of Montgomery's Tavern
Part of the Upper Canada Rebellion
Montgomery's Tavern.jpg
Sketch of the battle based on a contemporary English engraving.
Date December 7, 1837
Location (Yonge and Eglinton) Toronto, Ontario
Result Government victory
Opposition rebels United Kingdom United Kingdom
United Kingdom Upper Canada
Commanders and leaders
Anthony Van Egmond James Fitzgibbon
210 militia 1,000 regulars and militia
1 gun
Casualties and losses
3 dead
5 wounded

1 dead
5 wounded

Official name Montgomery's Tavern National Historic Site of Canada
Designated 1925

The Battle of Montgomery's Tavern was an incident in the Upper Canada Rebellion. The abortive revolutionary insurrection inspired by William Lyon Mackenzie was crushed by British authorities and Canadian volunteer units near a tavern on Yonge Street, Toronto.

The site of Montgomery's Tavern was designated a National Historic Site in 1925.[1][2]


When the Lower Canada Rebellion broke out in the Fall of 1837, Sir Francis Bond Head sent the British troops stationed in Toronto (formerly York) to help suppress it. With the regular troops gone, William Lyon Mackenzie and his followers seized a Toronto armoury and organized an armed march down Yonge Street, beginning at Montgomery's Tavern (on Yonge St just north of Eglinton Avenue – the present-day site of Postal Station K) on December 4, 1837.

Colonel Robert Moodie attempted to lead a force of loyalists through the rebel roadblock to warn Governor Bond Head in Toronto. Moodie fired his pistol, apparently in an attempt to clear the way. A number of the rebels returned fire, killing him.[3]

On the same day, December 5, Mackenzie's approximately 500 rebels marched upon Toronto's city hall in an effort to seize the arms and ammunition that were stored there. They were met by a truce party, to whom Mackenzie explained the rebels' demands.

Later that afternoon, Mackenzie led his troops farther down Yonge Street towards the city, where their advance was stopped by a party of 27 loyalist volunteers, led by William Botsford Jarvis. The two sides exchanged gunfire. When the front rank of the rebels dropped to the ground to reload, their comrades thought the loyalist volunteers had killed them all. Horrified, the rebels turned and ran.[4] That night, reinforcements for the loyalists arrived from Hamilton. By the next day, these forces were 1,500 strong.

Montgomery's Tavern[edit]

The rebels, now under the command of Napoleonic Wars veteran Anthony Van Egmond, had regrouped at Montgomery's Tavern. One hundred and fifty were posted in the woods behind the tavern and another 60 took up positions behind a line of rail fencing. The majority of Mackenzie's supporters, numbering about 300, were gathered around the tavern proper. These were largely unarmed and would offer little resistance when pressed.

Part of a series on the
History of Toronto
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Town of York (1793–1834)
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Toronto (Amalgamated) (1998–present)
Toronto Purchase 1787
Battle of York 1813
Battle of Montgomery's Tavern 1837
First Great Fire of Toronto 1849
Second Great Fire of Toronto 1904
Hurricane Hazel (effects) 1954
First Amalgamation 1967
Second Amalgamation 1998
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On December 7, Colonel James Fitzgibbon marched an estimated 1,000 regulars and militiamen up Yonge Street and attacked Mackenzie's force at Montgomery's Tavern, putting the building under artillery fire.[5] When Fitzgibbon advanced his infantry, both parties of rebels abandoned their posts and retreated in disarray to the tavern, causing those assembled there to panic and flee. Within 20 minutes, the rebels were gone. Loyalist forces then looted the tavern and burned it to the ground, before marching back to York.

Post rebellion and site today[edit]

Following the rebellion, the site of the tavern was used to build a hotel, with the structure of the old Davisville Hotel.[6] In 1858 it was sold to hotelier Charles McBride of Willowdale (1832–?), who renamed the tavern Prospect House.[7] The tavern would serve as Masonic Lodge and North Toronto township council office. McBride sold the hotel in 1873 to build another hotel, Bedford Park Hotel, on Yonge Street. Prospect House burned down in 1881, the vacant land was sold to proprietor (and later as hotelier) John Oulcott of Toronto, who rebuilt a three storey Oulcott's Hotel (Eglinton House) in 1883.[8] Oulcott sold out in 1912 and the hotel went to various owners. In 1913, the federal government purchased the hotel and remodelled the old hotel as a post office for the North Toronto postal district.[9] It was finally torn down in the 1930s to be replaced by the current structure.[8] The site of the tavern is now occupied by a two-storey Art Deco post office designed by Murray Brown and built in 1936. The building, Postal Station K, bears the cypher EviiiR, for Edward VIII, King of Canada for eleven months in 1936; it is one of a few buildings to bear this mark in Toronto.[citation needed] As of spring 2016, construction is underway to incorporate the post office into a new building which will include retail space and podium for the 26 storey Montgomery Square condominiums.


  1. ^ Montgomery's Tavern, Directory of Designations of National Historic Significance of Canada.
  2. ^ Montgomery's Tavern. Canadian Register of Historic Places.
  3. ^ Wrong, George M.; Langton, H. H. (2009). The Chronicles of Canada: Volume VII – The Struggle for Political Freedom. Fireship Press. p. 59. ISBN 978-1-934757-50-5. Retrieved August 13, 2010. 
  4. ^
  5. ^ "December 7, 1837: Battle of Montgomery's Tavern". Toronto Star, Brennan Doherty, Dec. 2, 2016
  6. ^ Jackes, Lyman B. "The Building That Rose From the Ruins of the Famous Montgomery's Tavern". Tales of north Toronto. 2. Toronto: Canadian Historical Press. p. 11. 
  7. ^ Mulvany, Charles Pelham; Adam, Graeme Mercer (1885). History of Toronto and county of York, Ontario. C.B. Robinson. p. 229. Retrieved July 1, 2010. 
  8. ^ a b Berchem, F.R. (1996). Opportunity Road: Yonge Street 1860-1939. Toronto: Natural Heritage/Natural History. p. 91. ISBN 978-1-4597-1337-6. Retrieved December 5, 2014. 
  9. ^ "North Toronto's New Post Office". The Toronto World. September 8, 1913. p. 3. Retrieved December 5, 2014. 

External links[edit]

Coordinates: 43°42′34″N 79°23′56″W / 43.7095°N 79.3990°W / 43.7095; -79.3990