Several trophies are awarded at each of our shows. Below are the winners so far from the 2019 Vintage Motorcar Series.
| Show |
Trophy | Year/Make/Model | Owner |
| September | Best Modern Supercar | 2018 Ford GT | Stanley Cohen, Avon, CT |
| September | Best Vintage Supercar | 1929 Bentley Blower | George Holman, Wilbraham, MA |
| September | Best in Show (Traditional Car Show) | 1968 Chevrolet Camaro RS/SS | Mark Sack, Simsbury, CT |
| September | Bob Carini Memorial | Tom Eads | |
| September | Mike Brewer Trophy | 1964 Austin Healy 3000 | Robert Scalls, Simsbury, CT |
| September | Klingberg President’s Trophy | 1964 Porsche 356C | Bill Hare, Bristol, CT |
| September | Klingberg Auto Restoration Trophy | 1906 Stevens Duryea | Jerry Chase, Middletown, CT |
| September | Klingberg Trophy | 1932 Ford Coupe | Jim Maltagliati, S. Glastonbury, CT |
| September | Klingberg Trophy | 1952 Buick Roadmaster Estate Wagon | Sharon Poupart, Southington, CT |
| September | Klingberg Trophy | 1964 Chevrolet Corvair Spider | Ron Manwaring, Plantsville, CT |
| June | Best in Show (Concours d’Elegance) | 1931 Cadillac V-16 | Dick Shappy, Providence, RI |
| June | Best in Show (Traditional Car Show) | 1969 Chevelle Chevrolet | Bob Hawkins, Windsor, CT |
| June | Bob Carini Memorial | 1922 Studebaker Special 6 Roadster | George & Valerie Vassos, Westfield, MA |
| June | Klingberg Auto Restoration Program Trophy | 1964 Studebaker Champ Pick-up | Mike Rugens, Rocky Hill, CT |
| June | Klingberg President’s Trophy | 1935 Chrysler Airstream | Bill Stanley, Cheshire, CT |
| June | Klingberg Trophy #6 | 1911 Packard Super 8 Convertible | Mike DeAngelis, Stamford, CT |
| June | Klingberg Trophy #5 | 1969 Mustang Mach 1 | Bob Luipold, Somers, CT |
| June | Klingberg Trophy #4 | 1934 Packard Super 8 Convertible | Doug Fernandez, Wethersfield, CT |
| June | Klingberg Trophy #3 | 1927 Chrysler Roadster | John Daddio, New Britain, CT |
| June | Klingberg Trophy #2 | 1928 Packard 533 Runabout | Paul Tracy, Albany, NY |
| June | Klingberg Trophy #1 | 1931 Milborn Lite Electric | Bill Lilly, Gales Ferry, CT |
| May | Best in Show | 1953 Packard Caribbean | Fred Dalton, West Hartford |
| May | Best Truck | 1957 Mack B61 | Frank DeCaprio, Harwinton |
| May | Bob Carini Memorial | 1957 Divco | Hall family, Southington |
| May | Klingberg Auto Restoration Program Trophy | 1937 Terraplane | Bill Stanley, Cheshire |
| May | CT Street Rod Association Trophy | 1965 Buick Riviera | Sal Branciforte, Middletown |
| May | Klingberg Nexus Trophy | 1917 Indiana T | Greg MacKenzie, Rye, NY |