WorldMate is one of those travel-planning apps that threaten to push the endangered travel-agent species into full-on extinction. Simply register an email address, and forward any pertinent travel messages such as flight confirmations or hotel reservations to WorldMate’s website. The app will do the rest, setting up a user-friendly itinerary complete with maps.
If you need to make reservations, the WorldMate website can help you find hotels, flights, and automotive transportation, using Kayak's booking service in the background. Or, you could just cut out the middleman and use the similarly excellent Kayak Windows 8 app to make your travel arrangements, and then stick to WorldMate when you're actually on the road.