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@The_Seldom_Killer
In 2009, the nearby town of Canonbie responded to the organisers of LEL that they didn't want to be a control point again. Apparently the notion of lots of cyclists passing through, dropping money into the local economy is a bad thing there.
Eskdalemuir, being the next place up the road, was approached and, as I understand, the prospect of a big event with simple demands looking for a place to stay fairly much sealed the deal for the community to purchase the old school and refurbish it as a community centre.