Railroad service came to Toronto on May 16 1853 with the completion of track by what to become the Northern Railway. In 1855 the Grand Trunk Railway built a station for its use.
Three years later (1858) the North Railway began using the station constructed by the GTR thus creating the first Union Station. In 1873 and again in 1927 new Union Stations were constructed.
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          Union Station |   | 
There are two categories of railway marks associated with Toronto. The first category consists of those marks applied at Union Station. The second would be those marks related to mail carried by rail but, likely, applied at the main post office.
Railroad names in Canada are confusing. Mergers were a regular part of doing business but older names seem to have continued for long periods. By 1886 the Northern Railroad, having merged with the Hamilton & North Western earlier, was taken over by the Grand Truck Railway. (Shaw 1963 p47) But the Northern Railway mark is still being used in 1897 (see the illustration below).
|   Union Station - Toronto Roller 1  |   Union Station - Toronto Roller 2 |   Union Station - Toronto Roller 1 | 
I say the following marks were likely applied at the main post office in Toronto based on Wilsdon & Watmough's article in the Jul-Aug 1948 issue of BNA Topics explaining the usage of these marks. (Wilsdon 1948 p111)
Wilsdon & Watmough explain that on many railway lines there was no RPO service. Business owners along the line, wanting to get their mail off as quickly as possible, would go down to the station and hand their mail to the baggagemen on the train. The baggagemen, in turn, would post the mail on the appropriate RPO at the North Bay station. This apparently became so popular that the POD began placing mail boxes in the doorway of the baggage car, "one marked "North Bay" and the other "Toronto". When the mail arrived at the respective city it was taken by truck to the post office for handling.
The "Northern Railway" straightline mark is a precursor to the "Travelling Letter Box" marks and served the same purpose.
Likely the covers that follow were mailed in a "travelling letter box" either one in the baggage car or in one on the platform. At Toronto the mail was taken to the main post office and given a Toronto machine cancel and the "Northern Railway" or "Travelling Letter Box" cancels.
The question remains as to why the "Travelling Letter Box" or "Northern Railway" marks were applied at all. In conversations with members of the BNAPS RPO Study Group it has been suggested that there was pride in the post office for providing the fastest service possible. Toronto wanted to make sure that while the Toronto machine cancel made the cover appear to have originateed in Toronto, it actually originated elsewhere - in this case - from the Northern Railway.
At some point the mail from the travelling letter boxes increased in volume enough for the POD to create a machine canceller to replace the hand cancelling devices although uses of the hand canceller continued (see 1943 below)
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Above is a table from the BNA Topics (Jul-Aug 1948 v6n5 p111) showing the various known travelling letter box marks used out of Toronto. (Click on the table for a larger view.) It is uncertain if the types are listed in date order by first appearance.
During a visit to Ottawa I was able to photograph the box above. Is it possible this type of box is related to the railway mail service?
Any information about the travelling letter box service would be appreciated. Please email me at charleslivermore@hotmail.com
Shown in chronological order
|   Cover pays 3 cent/half oz rate. The origin of this Oct 6 1897 cover to Hamilton can't be determined - no return address nor advertising information is present. A Hamilton receiver is on the back. |   Oct 16 1897 post card from Newmarket to Toronto. Newmarket is mentioned in the message on the back. |   CNR Map 1945 | 
|   April 10 1902 cover pays 2 cent first class rate from Meaford to Berlin (nowKitchener) with a Berlin receiver on the back. |   CNR Map 1945 | 
|   September 7 1938. (No origin shown). (Wilsdon Types 2a and t5). Unusual to see two letter box markings. Courtesy of Bill Walton | 
|   Ju 22 1943 cover with a two line tlb cancel. (Wilsdon Type 1). Unfortunately there is no indication of the cover's origin. (back is blank) | 
|   Apr 6 1946 cover with machine cancels now being used for the travelling letter box service.(Wilsdon Type 5) |   Google Maps | 
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February 3 1949 - Origin is Swastika ON.
(Wilsdon Type 1) | 
|   (Wilsdon Type 4) on piece Aug 15 1950. | 
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November 17 1954 | 
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(Wilsdon Type 2) Napanee On to Waterloo via Toronto |  Google Maps | 
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(Wilsdon Type 4) March 11 1960. | 
Updated information may be sent to: C. Livermore at: