As part of a multi-wavelength study, we report on a 50 ks Chandra/ACIS observation of the Guitar Nebula, a bow shock nebula associated with the radio pulsar B2224+65. We see a “hot spot” at the tip of the bow shock. We also notice a “jet” of X-ray emission at position angle (PA) −69°. However, the proper motion of the pulsar and the axis of optical emission is at PA 52°.1. We discuss the resulting interpretations of the relativistic pulsar wind and the surrounding ISM.