The best time to go to New Milford depends on your preferred activities, with late spring through early fall offering the most pleasant weather for outdoor pursuits.For those who enjoy outdoor activities like hiking, boating on Candlewood Lake, or exploring the town's green spaces, the months of May, June, September, and October are ideal. Temperatures are comfortable, and the natural scenery is at its best, with spring blooms or vibrant autumn foliage. The New Milford River Trail, for example, is particularly enjoyable during these seasons. Couples seeking a scenic and active getaway will find these months especially appealing.Families often find the summer months of July and August to be the most convenient for a visit. While it can be warmer, this period offers the best opportunities for swimming and water sports on Candlewood Lake, and many local events and festivals are held during this time.