The best time to go to Wolfeboro is during the summer months, from June to August, when the weather is warm and conducive to enjoying Lake Winnipesaukee and the area's outdoor activities.During July and August, the average daily temperatures range from 20°C to 27°C, making it superb for swimming, boating, and hiking. The lake is at its warmest, and all the local shops, restaurants, and attractions are fully open and operational. This is also when many local events and festivals take place, adding to the lively option.For those who prefer slightly milder temperatures and fewer crowds, late June or early September can be an excellent choice. The weather is still pleasant, with average temperatures in the low 20s, and you can enjoy the natural beauty of the area without the peak season bustle.