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Wellington H. Jackson was born about 1858 in New Brunswick, Canada and according to the 1900 US Census he came to the US in 1879.
In 1880 he was a miner in Sierra Co, CA. https://www.familysearch.org/ark:/61903/3:1:33SQ-GYYF-9Y56?cc=1417683&personaUrl=%2Fark%3A%2F61903%2F1%3A1%3AM6PK-BGY
In 1885 he married Bertha Robinson in Yuba Co CA. At the time he was 27 and she was 21 years old. https://www.familysearch.org/ark:/61903/3:1:939V-9DZ8-D?i=392&cc=1804002&personaUrl=%2Fark%3A%2F61903%2F1%3A1%3AKZ3B-59P
In 1900 he, his wife, & 2 children were living in Santa Clara Co, CA https://www.familysearch.org/ark:/61903/3:1:S3HY-DH43-7XV?i=25&cc=1325221&personaUrl=%2Fark%3A%2F61903%2F1%3A1%3AM9GV-6N…
In the 1861 Canadian Census he is listed as the son of George Jackson 34 & Donna Maria Jackson 27 living in St. Andrews, Charlotte, New Brunswick. https://search.ancestry.com/cgi-bin/sse.dll?indiv=1&dbid=1570&h=775987751&tid=&pid=&queryId=b51d3555ca67aefe58082278a7a88b5b&usePUB=true&_phsrc=yoI8122&_phstart=successSource
Border crossings from Canada to the US were not recorded until 1895. In 1879 he probably travelled primarily by train.
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I found Wellington H Jackson's marriage certificate to Bertha (Berty) Robinson in Yuma County, CA.
The certificate is on familysearch.org...it is a free website...you just need to join to search...after joining you can click on the following to see marriage license. There is more information on the website about Wellington and his family
There is a family tree on family search for the Jackson side of the family posted by someone with the user name KP84. you can see it by clicking the following link https://www.familysearch.org/tree/pedigree/landscape/M4C2-YFD
If you need further assistance in your search please do not hesitate to ask.
In the 1900 census is shows he was born in Canada and his parents were born in England he immigranted in 1879 and he is a naturalized citizen in 1900 with wife Bertie of 14 years and two children Harltey and Alice...click link below
Birth Certificate 1889 for Alice Sarah Jackson...daughter of Wellington and Bertha Jackson
Wellington Jackson's Naturalization Certificate
Good luck in your search