The best time to go to Pembroke, Massachusetts, is during the summer months, from June to August, for warm weather and outdoor activities, or in the fall, from September to October, for pleasant temperatures and scenic foliage.For families, the summer offers ideal weather for enjoying the many lakes and ponds, such as Oldham Pond and Furnace Pond, which are great for swimming, kayaking, and fishing. The warmer temperatures also make it comfortable to explore the town's parks and conservation areas, like the Ludden's Ford Park, which has walking trails along the North River.Couples looking for a picturesque and relaxed getaway will appreciate the fall. The cooler, crisp air is great for leisurely drives to see the area's vibrant autumn leaves.