Bluff Point State Park is one of my favorite local hikes. It's close enough that I can drive to it in 15 minutes and usually just call up one of my girlfriends after work on a nice day to meet me there. It's a 3.6 mile loop, but it's no ordinary trail in CT. It allows dogs, biking, swimming and fishing!
Ryan and I decided to go on a rainy evening after work. He was breaking in his weekend backpacking pack so do not fret the trail is flat, wide and easy enough for children. I tend to like hiking the river side both to the point and back.
Map via here.