You can get good, but not great info from ASP when you have an error.
But you can define a custom 500 error code page in ASP land that can give you a bit more info when your program crashes. Here's some sample code that will build a pretty decent error message about your error.
Set objASPError = Server.GetLastError
Dim strProblem
strProblem = "ASPCode: " & Server.HTMLEncode(objASPError.ASPCode) & vbCrLf
strProblem = strProblem & "Number: 0x" & Hex(objASPError.Number) & vbCrLf
strProblem = strProblem & "Source: [" & Server.HTMLEncode(objASPError.Source) & "]" & vbCrLf
strProblem = strProblem & "Category: " & Server.HTMLEncode(objASPError.Category) & vbCrLf
strProblem = strProblem & "File: " & Server.HTMLEncode(objASPError.File) & vbCrLf
strProblem = strProblem & "Line: " & CStr(objASPError.Line) & vbCrLf
strProblem = strProblem & "Column: " & CStr(objASPError.Column) & vbCrLf
strProblem = strProblem & "Description: " & Server.HTMLEncode(objASPError.Description) & vbCrLf
strProblem = strProblem & "ASP Description: " & Server.HTMLEncode(objASPError.ASPDescription) & vbCrLf
strProblem = strProblem & "Server Variables: " & vbCrLf & Server.HTMLEncode(Request.ServerVariables("ALL_HTTP")) & vbCrLf
strProblem = strProblem & "QueryString: " & Server.HTMLEncode(Request.QueryString) & vbCrLf
strProblem = strProblem & "URL: " & Server.HTMLEncode(Request.ServerVariables("URL")) & vbCrLf
strProblem = strProblem & "Content Type: " & Server.HTMLEncode(Request.ServerVariables("CONTENT_TYPE")) & vbCrLf
strProblem = strProblem & "Content Length: " & Server.HTMLEncode(Request.ServerVariables("CONTENT_LENGTH")) & vbCrLf
strProblem = strProblem & "Local Addr: " & Server.HTMLEncode(Request.ServerVariables("LOCAL_ADDR")) & vbCrLf
strProblem = strProblem & "Remote Addr: " & Server.HTMLEncode(Request.ServerVariables("LOCAL_ADDR")) & vbCrLf
strProblem = strProblem & "Time: " & Now & vbCrLf
Edit On IIS7 GetLastError doesn't seem to have any info available.
You can workaround the problem by creating a 500.100 and point this at your script.
YMMV, check these URLS for more info http://forums.iis.net/t/1150502.aspx and http://www.tacticaltechnique.com/web-development/classic-asp-getlasterror-in-iis7/