If your parents don't live together, celebrating certain holidays more than once — or even back-to-back days — just comes with the territory. While the two hour drive can be a pain, seeing everyone you need to see is usually worth it. To make holiday planning even more complicated, I'm also engaged, which means I also need to plan activities with my in-laws. The biggest key in pulling everything off is being flexible timing-wise. If one side is OK with having Christmas festivities the next day, take them up on it.