Route 66 to Country Club Road : 4 ½ miles Trail Map How do you turn a 4 mile hike with friends into an 11 mile solitary excursion? Some would answer “by being stupid!”. But that might be a little harsh, it seemed like a good idea at the time... This hike started at Route 66 in Middlefield, then north to Country Club Road in Middletown . The Mount Higby section of the Mattabesett runs along another of the string of trap rock cliffs of the Metacomet Ridge. Like the Beseck Ridge section to the south, Mount Higby has a long line of scenic outlooks to the north, west and south. Starting from the parking lot, follow the blazed and rocky connector trail a short distance north to meet the blue trail. Head west, parallel to Route 66, and pass junctions for two local trails. And then it’s time to climb the mountain. The trail heads up the hill, switchbacks in the steeper sections, and ope...