Orlando is chock-full of theme parks and other attractions, of course (Disney and Universal Studios are a 20-30 minute car ride from Winter Park, depending on the traffic), but there’s plenty more to do aside from hanging out with The Mouse. Here are two great articles about what else to see, eat and experience in the greater Orlando.
Small-Town Escapes: Winter, Park, FL (via Garden & Gun magazine)
24 Hours in Orlando, FL (via the popular blog Design*Sponge)
And for old-timey sightseeing fun with a side of historical facts, we love the Winter Park Scenic Boat Tour.