Urbanna Oyster Festival (UOF) Gloucester Toyota Antique Auto Show winners include:
- Class one, 1900-1930 — Tommy Daniels, 1930 Chevrolet Coupe
- Class two, 1931-1950 — Stephen Pretlow, Chrysler Royal.
- Class three, 1951-1960 — Archie Richardson, 1956 Chevrolet 210
- Class four, 1961-1970 — Percy Lockley, 1969 Corvette Stingray
- Class five, 1971-1980 — Jeff Bockus, 1977 Oldsmobile Cutlass Supreme
- Class six, 1981-1992 — Danielle Burnett, 1988 Chevrolet Monte Carlo
- Class seven, 1993-current — James Johnson, 1999 Pontiac Firebird
- Class eight, trucks — Joey Campbell, 1987 Chevrolet V-30 pickup
- Class nine, motorcycles — Brandon Taylor, Big Dog chopper
- 2023, Best People’s Choice Award — Derrick Banks, 1957 Chevrolet Bel Air.
- 2022, Best People’s Choice Award — Percy Lockley Jr., 1969 Corvette Stingray