| Timeless Cruizers Car Show - May 9, 2009 | |||
| Award | Sponsor | Winner | Car |
| Best in Show | Timeless Cruizers | Robert Cayton | 1934 Chevrolet Sedan |
| Best Ford | Timeless Cruizers | Horace Bridges | 1969 Ford Mustang |
| Best Chevrolet | Steve's Produce | Charles Ellis | 1934 Chevrolet Sedan |
| Best GM - Non-Chevrolet | Timeless Cruizers | Tim Lancaster | 1970 Pontiac |
| Best Mopar | Timeless Cruizers | Harvey Murphy | 1935 Plymouth Sedan |
| Best Truck | United Diesel, Inc., Mebane | Jimmy Simmons | 1968 El Camino |
| Ladies Choice | Timeless Cruizers | Charles Ellis | 1934 Chevrolet Sedan |
| Best Club Participation | Timeless Cruizers | Bull City Street Rodders Assoc | |
| Top Three Imports | Timeless Cruizers | Rick D. Moore | 1974 VW |
| Top Three Imports | Timeless Cruizers | Christopher Mercaldo | 1966 VW |
| Top Three Imports | Timeless Cruizers | Chad Hicks | 1965 VW |
| Top Three Club Cars | Timeless Cruizers | Carol George | 2002 Ford Thunderbird |
| Top Three Club Cars | Timeless Cruizers | Joe George | 1967 Dodge Charger |
| Top Three Club Cars | Timeless Cruizers | Eddie Sain | 1956 Chevrolet Bel Air |