This Connecticut road trip brings together waterfalls, castles, and unforgettable views that make every mile feel like part of the adventure. Wadsworth Falls State Park, MiddletownA short drive from downtown Middletown leads to one of state’s most accessible and rewarding natural escapes. Lover’s Leap State Park, New MilfordNamed after a Native American legend involving Princess Lillinonah and her lover, Lover’s Leap State Park carries a sense of story that most parks simply do not have. The road to Castle Craig within the park opens seasonally from May through October. The Tower Trail, a wide gravel path of roughly 1.25 miles one-way, makes the ascent manageable for most visitors.