America's Oldest Summer Resort
Wolfeboro proudly holds the distinction of being America's oldest summer resort, a title that dates back to 1768 when Royal Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. This made Wolfeboro the first place in America where people traveled specifically for a summer vacation—a concept that would eventually reshape American culture.
Today, that pioneering spirit of relaxation and escape continues. Visitors come from across New England and beyond to experience the same appeal that drew Governor Wentworth over 250 years ago: pristine lakes, fresh mountain air, and a pace of life that invites you to slow down and savor the moment.
Lake Winnipesaukee's Jewel
Wolfeboro sits on the eastern shore of Lake Winnipesaukee, New Hampshire's largest lake spanning 72 square miles with 288 miles of shoreline. The lake's crystal-clear waters and mountain backdrop create the quintessential New England summer scene. The town's historic docks serve as the heart of waterfront activity, where you can catch a cruise on the M/S Mount Washington, rent a boat, or simply watch the sunset over the water.
But Wolfeboro isn't just about one lake. The town also borders Lake Wentworth, Crescent Lake, Mirror Lake, and several smaller ponds—earning it a reputation as one of New Hampshire's premier lake destinations.
Charming Downtown Main Street
Wolfeboro's walkable downtown is what many visitors picture when they imagine a classic New England village. Main Street is lined with locally-owned shops, galleries, and restaurants housed in historic brick buildings. From ice cream at the legendary Bailey's Bubble to fine dining at Wolfe's Tavern, the culinary scene punches well above the town's modest population of around 6,500.
Cate Park anchors the downtown waterfront, hosting summer concerts at its iconic bandstand while families picnic on the grass and kayakers paddle by. It's the kind of scene that feels timeless—and intentionally so.
World-Class Museums
For a small town, Wolfeboro boasts an impressive collection of museums:
- Wright Museum of World War II — One of America's premier WWII museums, featuring over 20 military vehicles and extensive exhibits on the home front experience
- Clark House Museum Complex — A 1778 home, one-room schoolhouse, and vintage fire station preserving local history
- Libby Museum of Natural History — A charming natural history collection in a lakeside setting
Outdoor Recreation
Beyond the lakes, Wolfeboro offers outstanding outdoor activities:
- Cotton Valley Rail Trail — A 12-mile walking and biking path through scenic countryside, perfect for all skill levels
- Four Public Beaches — Including Wentworth State Beach, Albee Beach, Brewster Beach, and Carry Beach
- Castle in the Clouds — A mountaintop mansion with hiking trails and panoramic lake views just minutes from downtown
Cultural Events & Community
Wolfeboro maintains a vibrant cultural calendar that brings the community together:
- Great Waters Music Festival — Summer concert series featuring jazz, folk, classical, and Broadway performers
- Wolfeboro Farmers Market — Thursday gatherings with 30+ vendors showcasing local produce and crafts
- Summer Concert Series — Free performances at the Cate Park bandstand
- Fourth of July Celebration — One of New Hampshire's most beloved Independence Day events
Why Visitors Keep Coming Back
What truly sets Wolfeboro apart is its authenticity. This isn't a manufactured resort town—it's a real community that happens to be in one of New England's most beautiful settings. The year-round population ensures that shops and restaurants maintain genuine local character, while the seasonal influx of visitors brings energy and variety.
Whether you're seeking a romantic getaway, a family vacation, or simply a weekend escape from city life, Wolfeboro delivers the quintessential New England experience. It's why generations of families have made this their summer destination—and why new visitors quickly understand what Governor Wentworth discovered all those years ago.
