Who were Charleswood’s First Settlers?
Aboriginal peoples first settled in the area, 3,000 - 5,000 years ago along the Assiniboine River, the location that would later become Kuypers’ farm. This area is also known as the Kuypers Site archeological dig.  Arrowheads dating back 3,000 years were found at the site, indicating trade from farther afield.

Metis people later settled along the south side of the Assiniboine river in the 1800’s and many of their descendants still live in Charleswood today.
Who had to chase tame buffalo out of their Uncle’s garden?
Lord Strathcona, also known as Donald Alexander Smith, had a summer residence in Winnipeg called Silver Heights across the Assiniboine River from Charleswood. He purchased the estate in the 1870s, and it was located near the River on the old Portage Trail.

Tame buffalo from Lord Strathcona’s farm in Silver Heights would cross the river for a feed, and the Chapman brothers had to chase them back across the river. Their Uncle’s market garden was at the west end of present-day Assiniboine Park.
Who is Roblin Blvd Named After?
Roblin Blvd. is named after Sir Rodmond Palen Roblin, the 9th Premier of Manitoba, Sir Rodmond Palen Roblin was a prominent figure in Manitoba's history, serving as the province's 9th Premier from 1900 to 1915. Born in Ontario in 1853, he moved to Winnipeg in 1877 and became involved in business and politics.

Roblin was helpful in establishing Charleswood as a separate municipality. Roblin was also known for his contributions to the creation of North America's first government-owned telephone system and the establishment of a public utilities commission. Under his leadership, Manitoba's boundaries were extended in 1912, doubling the province's territory.

Sir Rodmund was the grandfather of Duff Roblin who became Manitoba’s 14th Premier.
How Did Charleswood Get Its Name?
The name “Charleswood” has two probable origins. One theory is that it was named after Charles Kelly, who served on the first municipal council. Another theory suggests that it’s a combination of the Parish name “St. Charles” and the dense woodland that filled the area.

The area was originally part of Rupert’s Land, granted to the Hudson’s Bay Company in 1670. It became part of the Rural Municipality of Assiniboia in 1880, and eventually, the Rural Municipality of Charleswood was incorporated in 1913. Charleswood remained a separate municipality until 1972, when it was amalgamated with the City of Winnipeg
Where was the Original Pembina Trail
The original Pembina Trail followed the buffalo trail past the south end of Charleswood Road and the swamp to the east, then south towards Pembina and the current Highway 75.
When did Lord Selkirk come to Charleswood?
In 1817, the year after the Battle of Seven Oaks, Lord Selkirk came to Charleswood on his way to Pembina to get supplies and negotiate support for the Red River Colony.
When Did Charleswood gets Manitoba’s first 7-Eleven Store?
in April 1969, John P. Thompson, president of Southland Corporation, announced that its 7-Eleven convenience store chain would enter the Canadian market later that year with stores in Winnipeg, Vancouver, Edmonton, Calgary and Toronto.

The first Winnipeg site chosen was on Dale Boulevard, in Charleswood, as part of the Westdale Shopping Centre. It was opened by Charleswood mayor Arthur Moug on October 27, 1969. (Stores in Alberta opened earlier that summer, so this wasn’t Canada’s first 7-Eleven.)
Why Do They Call It Varsity View?
Initially plans were being made to establish University of Manitoba on the land between Charleswood and Tuxedo. Thinking ahead, the site was named Varsity View, in anticipation of the University being built nearby. For reasons we do not know, the Fort Garry site was chosen for the University instead, but the name Varsity View remains part of Charleswood’s history.
Why did we need three bus tickets for trips from Charleswood to the City?
A ticket was needed for each “zone” travelled through, so those traveling farther (e.g. past Ridgedale Drive), had to buy a more tickets. This practice continued into the 1950’s.
Is there a print called, “Charleswood, Land of a Thousand Urban Ditches”?
Yes! Just Google it or go to Charleswood: land of a thousand urban ditches print – Happyland Print Shop Inc.
What is The Passage?
The Passage Historic Site,-at the Northeast end of Berkley St. North, was a buffalo crossing for thousands of years, first used by Aboriginal people, then the Metis and the Red River Settlers. The Passage was the main crossing for the Spring and Fall buffalo hunts and for settlers traveling south on the original Pembina Trail for critical supplies.
Who were Charleswood’s First Settlers?
Aboriginal peoples first settled in the area, 3,000 - 5,000 years ago along the Assiniboine River, the location that would later become Kuypers’ farm. This area is also known as the Kuypers Site archeological dig.  Arrowheads dating back 3,000 years were found at the site, indicating trade from farther afield.

Metis people later settled along the south side of the Assiniboine river in the 1800’s and many of their descendants still live in Charleswood today.
Who had to chase tame buffalo out of their Uncle’s garden?
Lord Strathcona, also known as Donald Alexander Smith, had a summer residence in Winnipeg called Silver Heights across the Assiniboine River from Charleswood. He purchased the estate in the 1870s, and it was located near the River on the old Portage Trail.

Tame buffalo from Lord Strathcona’s farm in Silver Heights would cross the river for a feed, and the Chapman brothers had to chase them back across the river. Their Uncle’s market garden was at the west end of present-day Assiniboine Park.
Who is Roblin Blvd Named After?
Roblin Blvd. is named after Sir Rodmond Palen Roblin, the 9th Premier of Manitoba, Sir Rodmond Palen Roblin was a prominent figure in Manitoba's history, serving as the province's 9th Premier from 1900 to 1915. Born in Ontario in 1853, he moved to Winnipeg in 1877 and became involved in business and politics.

Roblin was helpful in establishing Charleswood as a separate municipality. Roblin was also known for his contributions to the creation of North America's first government-owned telephone system and the establishment of a public utilities commission. Under his leadership, Manitoba's boundaries were extended in 1912, doubling the province's territory.

Sir Rodmund was the grandfather of Duff Roblin who became Manitoba’s 14th Premier.
How Did Charleswood Get Its Name?
The name “Charleswood” has two probable origins. One theory is that it was named after Charles Kelly, who served on the first municipal council. Another theory suggests that it’s a combination of the Parish name “St. Charles” and the dense woodland that filled the area.

The area was originally part of Rupert’s Land, granted to the Hudson’s Bay Company in 1670. It became part of the Rural Municipality of Assiniboia in 1880, and eventually, the Rural Municipality of Charleswood was incorporated in 1913. Charleswood remained a separate municipality until 1972, when it was amalgamated with the City of Winnipeg
Where was the Original Pembina Trail
The original Pembina Trail followed the buffalo trail past the south end of Charleswood Road and the swamp to the east, then south towards Pembina and the current Highway 75.
When did Lord Selkirk come to Charleswood?
In 1817, the year after the Battle of Seven Oaks, Lord Selkirk came to Charleswood on his way to Pembina to get supplies and negotiate support for the Red River Colony.
When Did Charleswood gets Manitoba’s first 7-Eleven Store?
in April 1969, John P. Thompson, president of Southland Corporation, announced that its 7-Eleven convenience store chain would enter the Canadian market later that year with stores in Winnipeg, Vancouver, Edmonton, Calgary and Toronto.

The first Winnipeg site chosen was on Dale Boulevard, in Charleswood, as part of the Westdale Shopping Centre. It was opened by Charleswood mayor Arthur Moug on October 27, 1969. (Stores in Alberta opened earlier that summer, so this wasn’t Canada’s first 7-Eleven.)
Why Do They Call It Varsity View?
Initially plans were being made to establish University of Manitoba on the land between Charleswood and Tuxedo. Thinking ahead, the site was named Varsity View, in anticipation of the University being built nearby. For reasons we do not know, the Fort Garry site was chosen for the University instead, but the name Varsity View remains part of Charleswood’s history.
Why did we need three bus tickets for trips from Charleswood to the City?
A ticket was needed for each “zone” travelled through, so those traveling farther (e.g. past Ridgedale Drive), had to buy a more tickets. This practice continued into the 1950’s.
Is there a print called, “Charleswood, Land of a Thousand Urban Ditches”?
Yes! Just Google it or go to Charleswood: land of a thousand urban ditches print – Happyland Print Shop Inc.
What is The Passage?
The Passage Historic Site,-at the Northeast end of Berkley St. North, was a buffalo crossing for thousands of years, first used by Aboriginal people, then the Metis and the Red River Settlers. The Passage was the main crossing for the Spring and Fall buffalo hunts and for settlers traveling south on the original Pembina Trail for critical supplies.