The Garmin Nuvi 255W is a GPS device that uses the Garmin WebUpdater software to install its operating system software updates. When you start the WebUpdater software, it updates itself, then looks for updates for the device. The process is entirely automatic. When the WebUpdater finds an update, it prompts the user to install it, and then applies the update to the device.
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Download and install the Garmin WebUpdater software.
Connect the USB data cable that came with the 255W to the charging port on the back of the device.
Connect the other end of the cable to an open USB port on your computer. The WebUpdater software will search for updates and prompt you to install any updates it finds.
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