Devices, systems, and methods for monitoring and enhancing patient adherence to a prescription drug regimen are disclosed herein. In some embodiments, a medication storage device includes a plurality of dose containers, each dose container having an interior region configured to contain a medication. The medication storage device also includes an event detection system that includes a plurality of sensors. The plurality of sensors are configured to detect a change in each dose container of the plurality of dose containers. The medication storage device also includes an imaging system. The imaging system includes a plurality of image capture devices configured to capture an image of the interior region of each dose container of the plurality of dose containers. A communications module is configured to send an indication of the change detected by the event detection system and/or an image captured by the imaging device to a remote device.