The best time to go to Windham, Connecticut, is during the fall, from September to October, for its vibrant foliage and pleasant weather.During these months, the rolling hills and forests surrounding Windham transform into a stunning display of reds, oranges, and yellows. The temperatures are generally mild, making it comfortable for outdoor activities like hiking, apple picking, and exploring the local farms and orchards. It's an ideal time for couples or families looking for scenic drives and picturesque New England experiences.Another excellent time to visit is in the summer, from June to August, for warm weather and a variety of outdoor events. This period offers opportunities for kayaking or canoeing on the Willimantic River, visiting local farmers' markets, and enjoying community festivals.