A dream became a reality when a historic country inn built in the late 1700's was purchased by Vacation Time, Inc. in the early 1970's. With the purchase of another property built in the 1920's located on Wolfeboro Bay of Lake Winnipesauke, you have the origins of "The Windrifter Resort." Today The Windrifter consists of "The Inn" and "Villas" (studio and one bedroom units) located at 337 South Main Street and "The Yacht Club" located at 30-32 Lake Street on Wolfeboro Bay in Lake Winnipesauke. Guests of the Windrifter Resort, in the charming lakeside village of Wolfeboro, New Hampshire, find endless recreation in a picture-perfect New England town.Wolfeboro, claimed to be the Oldest Summer Resort in America, offers more than just abundant summertime activities. It is a playground for visitors to enjoy year-round. For golf-lovers, Villa guests wake up every morning overlooking the fairways of the Kingswood Golf Course, a public 18-hole par 72 golf course. For mountain bike lovers, there are miles of trails winding through back country roads for you and your family to explore. If tennis is your game, play a few matches, before a swim in our indoor heated swimming pool. Afterwards, relax in the sauna before you venture off for a bite to eat at one of our many fine downtown eateries and stroll by many of our fine shops. Our Yacht Club location offers guests access to Lake Winnipesauke. This "Big Lake" has endless water sport activities with snorkeling, fishing, swimming, kayaking, canoeing, water-skiing, boating, sailing, tubing and sun bathing beckoning our visitors daily. Each year we look forward to seeing our guests return. Ultimately, many of our guests decide to become owners by purchasing a week that they will have for a lifetime. This gives them the opportunity to stay in a quality resort community at a very affordable price.