Class-Open/Major unless specified
| Year | Champion | Runner Up |
| 1957 | Ethiers Café, Worcester, MA | ? |
| 1958 | Ghezi Chevrolet, Spencer, MA | Mt. Carmel Rec, Worcester, MA |
| 1959 | Ghezi Chevrolet, Spencer, MA | VFW Post #8006, Florence, MA |
| 1960 | Edgemere Lodge, Edgemere, MA | ? |
| 1961 | Mt. Carmel Rec, Worcester, MA | ? |
| 1962 | Mt. Carmel Rec, Worcester, MA | ? |
| 1963 | Mt. Carmel Rec, Worcester, MA | ? |
| [Boston] - Troubadours Social Club, Boston, MA | ? | |
| 1964 | Millbury Old Time Inn, Millbury, MA | ? |
| [Boston] - Venice Café, Boston, MA | ? | |
| 1965 | Millbury Old Time Inn, Millbury, MA | ? |
| [Boston] - ? | ? | |
| 1966 | Holden & Stone, Worcester, MA | Millbury Old Time Inn, Millbury, MA |
| [Boston] - ? | ? | |
| 1967 | Bayer/Mingola Industries, Milbury, MA | Palmer Package Store, Palmer, MA |
| [Boston] - Wynn’s Place, Dorchester, MA | ? | |
| 1968 | Clam Shell, Peabody, MA | Canal Lanes, Southampton, MA |
| [Boston] - Wynn’s Place, Dorchester, MA | Sports Tap, Norwood, MA | |
| 1969 | Canal Lanes, Southampton, MA | Step Danis, Pittsfield, MA |
| [Boston] - Wynn’s Place, Dorchester, MA | ? | |
| 1970 | Gus's Grill, Worcester, MA | Clam Shell, Peabody, MA |
| [Boston] - Carli Insurance, Everett, MA | Callahan Club, Somerville, MA | |
| 1971 | Falstaff Brewers, Pittsfield, MA | Voultore’s Express, Worcester, MA |
| [Boston] - Pal Joeys, Somerville, MA | Celtic Tavern, Somerville, MA | |
| 1972 | Ron's Autobody, Worcester, MA | M&C Trucking, Worcester, MA |
| [Boston] - Knotty Pine Café, Everett, MA | Carli Insurance, Everett, MA | |
| 1973 | Len’s Lounge, East Hampton, MA | Italian American Club, Pittsfield, MA |
| [Boston] - Piros Pipers, Somerville, MA | Everett Chalet, Everett, MA | |
| 1974 | Len’s Lounge, East Hampton, MA | Benny’s Oil, Milford, MA |
| [Boston] - Chisholm Sports, Malden, MA | Piros Pipers, Somerville, MA | |
| 1975 | Osley's Construction, N. Hampton, MA | Len’s Lounge, East Hampton, MA |
| [Boston] - Piros Pipers, Somerville, MA | Carli Insurance, Everett, MA | |
| 1976 | Osley's Construction, N. Hampton, MA | Capaldi Brothers, Fall River, MA |
| [Boston] - Piros Pipers, Somerville, MA | Well's Grille, Quincy, MA | |
| 1977 | Len’s Lounge, East Hampton, MA | Dick Joseph Auto Body, Springfield, MA |
| [Boston] - Piros Pipers, Somerville, MA | ? | |
| 1978 | Dick Joseph Auto Body, Springfield, MA | KC Club, Taunton, MA |
| [Boston] - Hydroniques, Boston, MA | Mac’s, Boston, MA | |
| 1979 | Dick Joseph Auto Body, Springfield, MA | ? |
| [Boston] - Chisholm Sports, Malden, MA | ? | |
| 1980 | Dick Joseph Auto Body, Springfield, MA | ? |
| [Boston] - Chisholm Sports, Malden, MA | ? | |
| 1981 | B&G Mechanical, Springfield, MA | ? |
| [Boston] - Khourey State Spa, Boston, MA | ? | |
| 1982 | Muchmore, Greenfield, MA | ? |
| [Boston] - City Club, Somerville, MA | ? | |
| 1983 | Beloli Heating, Taunton, MA | ? |
| [Boston] - City Club, Somerville, MA | Roadside Tavern, Boston, MA | |
| 1984 | Beloli Heating, Taunton, MA | ? |
| [Boston] - Chisholm Sports, Malden, MA | ? | |
| 1985 | Medway VFW Mets, Milford, MA | Greenfield Elks Lodge, Greenfield, MA |
| [Boston] - Chisholm/Taylor Brothers, Malden, MA | Weiser Grannan Club, Arlington, MA | |
| 1986 | Medway VFW Mets, Milford, MA | Beloli Heating, Taunton, MA |
| [Boston] - Weiser Grannan Club, Arlington, MA | Royal Slush, Everett, MA | |
| 1987 | Beloli Heating, Taunton, MA | ? |
| [Boston] - Weiser Grannan Club, Arlington, MA | ? | |
| 1988-present | no info at this time | ? |
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