Welcome to Wolfeboro The Oldest Summer Resort in America

Often called “the oldest summer resort in America,” Wolfeboro, NH sits at the head of Lake Winnipesaukee, surrounded by peaceful bays and charming historic streets . Its vibrant main village and scenic waterfront have made it a beloved destination for generations from families renting lake cottages to seasonal residents and retirees seeking summer and year-round living. Wolfeboro real estate includes everything from cozy lakefront cottages and turn‑of‑the‑century estates to modern single-family homes and upscale waterfront properties. The real estate market offers flexibility, whether you're looking for weekend retreats, investment, or permanent residence.

Local Attractions & Lifestyle Highlights

Wolfeboro is home to iconic landmarks like Pickering House, a beautifully restored 1813 boutique inn in the town center , and the historic Brewster Memorial Hall, an 1888 Romanesque town hall with a 101-foot tower . Nearby, explore Wentworth State Park on the shores of Lake Wentworth, ideal for swimming, fishing, and picnicking —all within minutes of downtown. And just a short drive away, the grand Castle in the Clouds mansion atop the Ossipee Mountains offers sweeping views of the lake and surrounding forests .