I'll toss in:

Flowers of the Forest, the loss of that battle was nothing to the countryside losing most of the male popular from the young boys to the old men. No pollination, no flowers left a lonely, sad, barren countryside with no chance to recoupe.

Dave Van Ronk's "Another Time & Place" & Robert Burn's "One Fond Kiss" two of a kind

"Stor Ma Chroi" (sp?)

"The Shearing's Not For You"

"Will You Go To Flanders"

the slow slave version of "Shallow Brown"

a prison hollar sung alone at night from behind bars called "Edie" or "Go away Edie"
Go away Edie quit worrying my mind, go away Edie go away (2x)
Can't sleep for dreaming, can't dream for crying, go away Edie go away

"Another Man Done Gone"

"Take This Hammer"

a sad upbeat slave song "Through My Body Anywhere"

but Art's suggestion of "Waltzing With Bears" takes the cake. Barry