There are a number of benefits to taking a road trip, not the least of which being a fun escape from the daily grind. When the requirements of work and school become too much, take a day or two over the weekend to recharge your batteries. Of course, a road trip doesn't just have to be for relaxation. It can also be enlightening - perhaps a journey to a museum or zoo will help you turn over a new leaf.
Stay away from spots that will alienate one or more members of your party. For instance, choosing a road trip to a theme park could be great for the kids, but Granny might be left with nothing to do. The same could be said for Granny's favorite antique shop - she'll have a blast, but the kids won't know what to do with themselves. Do your best to find a happy medium, and journey to a place that everyone will enjoy.
Do your best to change up the scenery. If you live in the woods, a road trip to another patch of woods 100 miles away probably won't do anything for you. The same goes for the city. While cities feature different attractions, they might get a bit repetitive - a trip from Manhattan to Detroit might not get you as relaxed as you could be. For city-dwellers, a trip to a bed and breakfast on the beach or in the countryside will get you refreshed.
Check with everyone to make sure the road trip is a good idea in the first place. If you wind up having to drive until 5 a.m., you probably won't have enough energy to function when your trip is over. One of the main benefits of taking a road trip is relaxation, so don't plan something that will require more energy than you're willing to give. You may wind up being even more drained than when you started.