windows 2008 DNS Website without www?

I have a site on my server that only works with a www. example: http://www.dartmouthplayers.ns.ca/ works but without it, it does not. http://dartmouthplayers.ns.ca/

But the site's bindings has both listed:

and the DNS has the blank host record:

What did I not set right?

It's odd because: http://dartmouthplayers.ns.ca/ - returns a 500 error and http://randomtexthere.dartmouthplayers.ns.ca/ - returns a server not found error

thanks!

update: My event log has this error each time I try to access that domain:

Log Name:      Application
Source:        Microsoft-Windows-IIS-W3SVC-WP
Date:          9/2/2010 10:36:52 PM
Event ID:      2268
Task Category: None
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      WIN-R092323U23
Description:
Could not load all ISAPI filters for site 'DEFAULT WEB SITE'.  Therefore site startup aborted.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
  <System>
    <Provider Name="Microsoft-Windows-IIS-W3SVC-WP" Guid="{670080D9-742A-4187-8D16-41143D1290BD}" EventSourceName="W3SVC-WP" />
    <EventID Qualifiers="49152">2268</EventID>
    <Version>0</Version>
    <Level>2</Level>
    <Task>0</Task>
    <Opcode>0</Opcode>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2010-09-03T02:36:52.000000000Z" />
    <EventRecordID>10233168</EventRecordID>
    <Correlation />
    <Execution ProcessID="0" ThreadID="0" />
    <Channel>Application</Channel>
    <Computer>WIN-R092323U23</Computer>
    <Security />
  </System>
  <EventData>
    <Data Name="SiteName">DEFAULT WEB SITE</Data>
    <Binary>02000000</Binary>
  </EventData>
</Event>

A 500 error is generally associated with an entry in your Event Log which should shed some light on what is happening. Have a look there, and perhaps update your question with the error, and we can help debug it.

This is good info. We know DNS is working if you're getting 500s. A 500 means your client is resolving the correct IP and that the server is throwing a 500 in response to the inbound HTTP request.

@coneslayer: The screen shot appears to be that of IIS bindings and the title of the post "Windows..."

So I don't believe you have an IIS configuration issue. It appears, from what we see so far, an application problem.

What is your default HTML file settings and is there some ASP/.NET or JavaScript within that is causing the 500 to be thrown?

Maybe throw up your web.config