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The Bolton Cup was awarded to the Eastern Canadian Champion of the Allan Cup playdowns. It has not been awarded since 2003 due to the degeneration of Senior hockey in Quebec and the Maritimes. It is known when the trophy was officially first awarded.

Bolton Cup Eastern Canada Champions
Year Champions Runners-Up
Eastern Centennial Cup Semi-final
1960 Chatham Maroons Hull Legion
1961 Galt Terriers Amherst Ramblers
1962 Montreal Olympics Kapuskasing Kaps
1963 Windsor Bulldogs Moncton Hawks
1964 Woodstock Athletics Ottawa Montagnards
1965 Sherbrooke Castors Woodstock Athletics
1966 Sherbrooke Castors Guelph Royals
1967 Drummondville Aigles Kingston Aces
1968 Victoriaville Tigres Toronto Marlboros
1969 Galt Hornets Victoriaville Tigres
1970 Orillia Terriers Victoriaville Tigres
1971 Galt Hornets Grand Falls Cataracts
1972 Barrie Flyers
1973 Orillia Terriers
1974 Barrie Flyers
1975 Barrie Flyers
1976 Barrie Flyers
1977 Brantford Alexanders
1978 Brantford Alexanders
1979 Petrolia Squires
1980 Cambridge Hornets
1981 Petrolia Squires Grand Falls Cataracts
1982 Petrolia Squires
1983 Cambridge Hornets
1984 Cambridge Hornets
1985 Corner Brook Royals
1986 Corner Brook Royals
1987 Brantford Motts Clamatos
1988 Charlottetown Islanders
1989 Equipe Chomeday Montreal
1990 Equipe Chomeday Montreal
1991 Charlottetown Islanders
1992 Charlottetown Islanders
No Eastern Canada Senior "AAA" Competition for 1993, 1994
1995 Truro Bearcats
1996 Truro Bearcats Ohsweken Riverhawks
1997 Truro Bearcats Bothwell Bullets
1998 London Admirals
1999 London McMaster Chevys
2000 St-Georges Garaga
2001 Dundas Real McCoys
2002 St-Georges Garaga Dundas Real McCoys
2003 Lancaster ThunderCats Cambridge Hornets
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