When booking a room ...
Kammy Shuman, travel agent at Encompass the World Travel and a mother of two in Parma, Ohio.
Consider all-inclusives. These resorts are particularly nice for families because everything is right there. You don't have to worry about renting a car and car seat and driving everywhere. The cost of most food, drinks, and entertainment is already built in, so you don't have to pay every time. (See parents.com/resorts for ideas.)
Think location, location, location. When choosing your room, try to be as close to the pool, the beach, or the main attraction as possible. If you have a kid who's potty training or has to go to the bathroom a lot, you don't want to have to keep running over the sand and up 10 flights to your room.
Pick a kid-friendly place. The first thing I consider when planning a family trip is whether that hotel has kids' programs and babysitting services. Some resorts are amazing if you've got a baby. They have things such as bottle warmers, extra diapers, and even a nursery so certified staff can watch your little one while you hit the spa. Shop around hotel Websites in your ideal area to see what's available for kids.
Check into overseas options. If I'm traveling out of the country, I make sure there's food I know my kids will eat close to the hotel. It's also good to find one that offers room service, which isn't as common abroad. If you have a jet-lagged child, you don't want to have to go out in the middle of the night to find food or snacks.