Officer Huddleston was shot and killed while he and Officer William Kelly investigated a woman's screams in an alley at the rear of 2912 Washington Street. Unbeknownst to the officers, an ex-con and murder parolee released on a Governor's Holiday Parole in 1908 had just broken into the home and was threatening the woman with a knife. The suspect fled out the back door, the two officers split up and the second officer confronted the suspect who he found hiding behind a telephone pole, loosing his gun in the ensuing struggle. As Officer Huddleston, running with a flashlight, answered the officer's call for assistance the suspect, Albert Whitefield, shot in the direction of the light, striking him in the heart killing him instantly. Officer Kelly advanced on Whitefield and was shot in the hand. Whitefield fled the scene and wounded another police officer and watchman in a subsequent shootout on the Fourteenth Street Bridge. Whitefield jumped from the bridge and fled into a railroad yard where he was wounded twice in yet another shootout. Whitefield managed to escape but was eventually apprehended two days later in Gorham, Illinois and sentenced to life.

Officer Huddleston was survived by his parents, W.J. and Anna. Interred: New Florence Cemetery, Montgomery County.