Club President Mike Barnhart said the group wanted to honor Nicholson's memory and promote the law enforcement community.
"There is not a lot done in the Washington County area to promote people who carry a badge and a gun every day," said Barnhart, 64, of Hagerstown.
Event registration cost $25. Barnhart said he anticipated the ride would raise between $5,000 and $8,000 for the Christopher Nicholson Memorial and Scholarship Fund. The fund, in part, will provide scholarships for students pursuing careers in law enforcement.
Barnhart said Nicholson was "well-liked" and "community-oriented." The young officer directed traffic when Smithsburg High School students were dismissed each day and got to know them.
"When high school kids come out singing at your wake, you know you are well thought of," Barnhart said. "The students liked him. He knew them by name, he talked to them and treated them fairly. That's a missing attribute in a lot of young officers. It's a shame we lost such a good officer so early in his career."
Nicholson's mother, Karen Highbarger, said Saturday was an emotional day as she listened to stories of how her son had touched the lives of people he met.
"Having this many people here and hearing these stories is wonderful," Highbarger said. "I always knew Chris was special, but I never realized how special."
Robin Leeney of Smithsburg said she and her family met Nicholson through his service as a police officer. Nicholson went on to help Leeney's son, Travis, through a difficult time in his life.
"(Nicholson) basically walked (Travis) through that summer, got him through it," Leeney said. "He'd say, 'Travis, you'll be all right.' There was a lot of trust between him and the kids of this town."
Nicholson's father, Larry Nicholson, lamented that his son did not get more time to serve as a police officer.
"He was perfect for this job. He wouldn't have done anything else," Larry Nicholson said through tears. "Obviously, the whole family is more than proud of what he's done, what he stood for."