@dpa2007
Use Windows Task Scheduler to run "x:\path\to\winamp.exe" /NEW "http://st.re.am:port" at the specific date and time.
(the /NEW is optional, but will force Winamp to open a new instance, so you don't lose your current playlist if Winamp is already open)
Task Scheduler can be found via: Start > Programs > Accessories > System Tools
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