| | Heat | Dash | B Feature | A Feature |
|---|
|
|---|
| 4/10/2021 | Western Kentucky Speedway - Madisonville, KY $1200 to win UMP Modifieds DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Bobby Westerfield (Hobby Stocks) | 2nd | - | - | 2nd |
|
| 5/8/2021 | Western Kentucky Speedway - Madisonville, KY $1200 to win UMP Modifieds DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Bobby Westerfield (Hobby Stocks) | 3rd | - | - | 5th |
|
| 6/20/2021 | Windy Hollow Speedway - Owensboro, KY King of the Hollow! $1,000 win in 5 classes, $300 win Scrappers Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Bobby Westerfield (Stock Cars) | 3rd | - | - | 6th |
|
| 7/25/2021 | Windy Hollow Speedway - Owensboro, KY Mini Stock Night! $500 bonus from JKV for winner! Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Bobby Westerfield (Stock Cars) | 5th | - | - | 4th |
|
| 8/1/2021 | Windy Hollow Speedway - Owensboro, KY Legend's of Windy Hollow Night! Class of 2021 Honored! All classes racing and Bonus $$ for winners! Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Bobby Westerfield (Stock Cars) | 5th | - | - | 4th |
|
| 8/15/2021 | Windy Hollow Speedway - Owensboro, KY UMP Open Wheel Modifieds! DIRTcar UMP Modifieds, Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Bobby Westerfield (Stock Cars) | 4th | - | - | 5th |
|
| 9/12/2021 | Windy Hollow Speedway - Owensboro, KY Rusty Bolt Night! JKV $500 bonus for winner! All classes Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Bobby Westerfield (Stock Cars) | 2nd | - | - | 4th |
|
| 9/26/2021 | Windy Hollow Speedway - Owensboro, KY 51st Birthday Party! Twins to WIN - each class double features! Double Features, Double Money! Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Bobby Westerfield (Stock Cars) | 3rd | - | - | 6th |
|
| 10/17/2021 | Windy Hollow Speedway - Owensboro, KY SEASON FINALE! RACE ON plus Enduro and Fun Day! PLUS Halloween and track or treat! DIRTcar Factory Stock, Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Sport Compact, Pure Stock, Figure 8 - RWD-Open | Results | | Bobby Westerfield (Stock Cars) | 3rd | - | - | 5th |
|