Bridgton is a great spot. We've had a family vacation home up there since 1980. It's close enough to not have to travel very long yet far enough away that crowds are kept down. Naples is a huge congregating spot since you have Long Lake, Brandy Pond and Sebago Lake all interconnected for boaters. Bridgton has a few large ponds lakes as well. We're near Moose Pond. Your 25 min to North Conway and 45 min to Portland.