The A.Y. Jackson painting and letter to a buyer in Mayo will be put on the block next month.
A painting of Moosehide Village, is expected to be sold at auction later next month for a much as $30,000.
A.Y. Jackson's oil painting will be auctioned off by Lunds Auctions, based in Victoria.
The painting was sold to a Mayo woman in 1965, and the lot comes with a hand-written note addressed to Diane Thomson, with Jackson writing he hopes she likes the painting.
Jackson traveled to the Yukon in 1964, sketching Dawson City and Mayo.
Moosehide is a traditional village of the Tr'ondek Hwech'in First Nation and was used by the local First Nation during the gold rush and for decades after.
Jackson's Ogilvie Mountains painting is part of the Yukon Government's permanent art collection.

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