The best time to visit Callicoon is during the summer and autumn months, from June to October, when the weather is most agreeable for outdoor activities.Summer, particularly July and August, offers warm temperatures ideal for swimming in the Delaware River, kayaking, and exploring the local hiking trails. The Callicoon Farmers' Market is in full swing, offering fresh produce and local crafts. This period is great for families looking for a relaxed holiday with plenty of outdoor fun.Autumn, from September through October, is stunning as the surrounding Catskill Mountains transform with vibrant fall foliage. The cooler, crisp air is great for scenic drives, apple picking at local orchards, and enjoying the many harvest festivals.