The Housatonic offers easy-access watery adventure in the lush Berkshire Mountains. Head for Cornwall Bridge, grab a fishing license at the Housatonic Meadows Fly Shop, then pick off big trout just below Hatch Island. (Bring your own flies: big stoneflies and small isonychias in June.) Dinner is a Philly cheesesteak at the Cornwall Inn, in Cornwall Bridge, which also offers comfortable rooms. Day two: Rent a canoe and paddle the ten mellow miles to Housatonic Meadows State Park, where you can camp.
Two fishing licenses (flyfishct.com): $64. Dinner and beer for two plus one night at the Cornwall Inn (cornwallinn.com): $206. Canoe (clarkeoutdoors.com): $55. Camping and lunch provisions: $40. Pabst Blue Ribbon, for the canoe: $9. Campsite (877-668-2267): $36. Total: $410.