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Both HL2 and CS:S work offline for me.
First make sure you DO NOT have the 'Don't save account information on this computer' box ticked in your STEAM settings.
If that is not ticked, then delete your ClientRegistry.blob file and then lauch STEAM again and re-enter your account details to access your games.
Load both HL2 and CS:S while connected to STEAM then exit them. Now see if the offline mode is available by right clicking on the game in the 'Play Games' browser and click 'Properties', it should hopefully say 'Offline Mode: ready'.
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