I did try something similar with a Motorola ES400, which also had a built in barcode data wedge.
The problem that I found was that the browser for Windows Mobile 5 / CE was so poor, I couldn't get my nettalk web server to work well on the device. (I was using NT6 at the time)
In the end, I wrote a native app for the device using Windev Mobile, and then I use my NetWebserver as a SOAP/Webservice to send and receive data from the device.
This works much better, but obviously requires more development work for you.
Regards,
Neil