Founded in 1770, Wolfeboro boasts the oldest seaside resort in the United States. Wolfeboro was home to shoe factories in the 19th century; today, the village on the shores of Lake Winnipesaukee attracts an elegant summer clientele. Take a stroll along its main street, browsing through galleries and decorative boutiques, before an interesting visit to the New Hampshire Boat Museum. The museum is the town's main point of interest, and it's also the perfect place to go sailing on Lake Winnipesaukee. Highly sought-after by upscale city dwellers, the town offers quality accommodations that are quite expensive, especially in high season.

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