Westfall outlasted 22 other performers to take first place with a time of 16:30.1.
Wesley Knotts also had a top 10 finish taking eighth with a time of 17:30.8.
Wesleyan won the three-team event with 16 points while Glenville State was second with 49 and Salem International was third with 80.
On the women's side, Cunningham won in convincing fashion as she had a comfortable 30 second lead at the finish line as she clocked a time of 19:59.8.
Earning runner-up honors was Zoey Vilasuso as she took second with a time of 20:29.9.
The other Lady Bobcat running was Lauren Clower who finished 11th with a time of 24:33.6.
The Lady 'Cats won the team title in the four squad event.
Wesleyan compiled 24 points while Glenville State amassed 39, Salem International finished with 76 and West Virginia State was fourth with 81.
"Both teams ran really well," remarked Wesleyan head coach Jesse Skiles. "The runners looked a lot more comfortable pushing the pace some today."
This was the final tune-up for both squads as they will now prepare for the Mountain East Conference championship in Bridgeport on Saturday, Oct. 22.