A hydraulic operating device includes a base member, a hydraulic cylinder provided on the base member and having a bore, a piston located in the bore to move between an initial position and an actuated position, a lever pivotally coupled to the base member around a lever axis for pivotal movement between a rest position and an operated position and including a contact portion, and a connecting member configured to connect the lever to the piston such that the piston is pulled from the initial position to the actuated position in response to the pivotal movement of the lever from the rest position to the operated position. The connecting member has a first end portion coupled to the piston and a second end portion configured to displaceably contact with the contact portion of the lever.