update: oh, sorry, i didn't read the 'windows' for some reason...

Depending on your scripts you're running you can use Win32::Process where you can launch more than one program.

Here's a simple example:

#!/usr/bin/perl

use warnings;
use strict;

use Win32;
use Win32::Process;
      
my $ProcessObj; 
        
Win32::Process::Create($ProcessObj,
                        "C:\\perl\\bin\\perl.exe",
                        "perl c:\\script1.pl",
                        0,
                        NORMAL_PRIORITY_CLASS,
                        ".")|| die ErrorReport();
        
sleep 2;
        
Win32::Process::Create($ProcessObj,
                        "C:\\perl\\bin\\perl.exe",
                        "perl c:\\script2.pl",
                        0,
                        NORMAL_PRIORITY_CLASS,
                        ".")|| die ErrorReport();
exit;

sub ErrorReport{
                print Win32::FormatMessage( Win32::GetLastError() );
        }
[download]

Will execute 2 perl scripts 2 seconds apart. Hope it helps.

You can write their output in different logfiles and then tail -F them in different windows.