OK I re-read your question and see that you will have local IIS and local Database installed on all client systems.
So then the solution is very simple.
The Applicaiton (main form)
- Create a windows forms application.
- Put a WebBrowser control and a StatusStrip control on the form.
- Add two string resources named say LocalStartUrl and OnlineStartUrl, which holds the addresses of your local and online website home/startup pages.
- On Form_Load, check for online internet connectivity and accordingly launch either LocalStartUrl or OnlineStartUrl in the webbrowser control. You can show messagebox and use the StatusBar to inform the user of the same.
The sync module:
The database sync module runs in the timer/separate thread and synchronizes your local database with online database in the background. It sends any unsaved changes to the server and downloads any missing data from the server to local database. You would need to control the speed of this module so that user doesn't face difficulty browsing other websites or using the application smoothly etc. It should be slow and steady and send/request only small chunks of data at a time.
When in offline mode, it just periodically checks for online connectivity at regular intervals. As soon as an internet connectivity can be found, the user is informed. If they permit, it switches over to online mode. Otherwise the user continues to work offline until the application is closed and launched again.
In online mode, the sync module syncs data to & from the online database. This doesn't affect the user because they are not connected to this database. Instead they are connected to the online website and database.
It will take efforts to streamline this approach, but ultimately it is achievable easily.