Connecticut may be the smallest of the New England states, but it delivers one of the most concentrated and satisfying fall experiences in the entire region. This compact state packs an extraordinary range of autumn pleasures into a short drive: colonial village greens ringed with fiery maples, apple orchards heavy with the season’s harvest, wine trails winding through the rolling hills of the Litchfield County countryside, and a coastline of charming shoreline towns that trade their summer crowds for a quieter, golden-lit beauty come September and October. The Connecticut River Valley, often called the “River of Mountains,” is one of the most scenic fall drives in New England, with the leaves reflected in the slow-moving water below. Towns like Woodstock, Pomfret, and Mystic offer the kind of postcard-perfect New England autumn that travelers dream about, complete with covered bridges, historic inns, and farm stands overflowing with pumpkins and cider. Connecticut is also within easy reach of New York City, making it one of the most accessible fall foliage destinations in the northeast for weekend escapes. Our Connecticut fall guides cover the best towns to visit, the finest bed and breakfasts and inns, scenic drives, apple picking, and everything you need to plan a memorable autumn getaway.