Shepherdstown is an unincorporated community that is located in Upper Allen Township, Cumberland County, Pennsylvania, United States.

It is situated just south of Mechanicsburg and is home to the Union Hotel that was built in 1860 by Abraham Zook and listed on the National Register of Historic Places in 1989.

[2] The Upper Allen Township Dog Park was developed along Old Hollow Road, next to Daybreak Church.

[3] Plans for the construction of 37 townhomes on the south side of Shepherdstown were submitted to Upper Allen Township on February 1, 2011.

Plans to replace one fast food restaurant and the three-story building with a Chick-fil-A sparked debate among residents but were approved by Upper Allen Township commissioners on December 7, 2022.