The welcome sign into Wolfeboro proudly stakes its claim as “the oldest summer resort in America” – a title that dates back to 1770, when British Governor John Wentworth built his 4,300-square-foot summer mansion on Wolfeboro’s Lake Wentworth. And while this motto remains for the waterfront community located on the eastern shore of Winnipesaukee, it has grown to become a four-season vacation destination for many visitors throughout the year. 


Summer time is a beautiful time in the Lakes Region. There are plenty of unique summer activities for the whole family like touring Wolfeboro on the Trolley, building your own boat at the NH Boat Museum, or visiting a WWII tank at the Wright Museum. Wolfeboro Trolley Company takes you along a narrated tour of the ‘Oldest Summer Resort,’ so you can see the scenic views of Lake Winnipesaukee, beautiful waterfront homes and learn why Wolfeboro has become known as the “The Jewel of Lake Winnipesaukee.” Ever dreamed of creating and owning your own boat? New Hampshire Boat Museum offers two sessions of boat building one for adults and one for children 12 years old and up. The New Hampshire Boat Museum supplies all the tools, supplies and expertise to help you build your own boat. Enjoy a memorable, relaxing lake experience when you cruise aboard the Winnipesaukee Belle, a replica 19th-century paddle boat.  The Winnipesaukee Belle, departs from the Wolfeboro Town dock and is ideal for any events such as company outings, anniversary parties, and birthday celebrations. The Wright Museum of WWII is a great way to view historic WWII items and memorabilia. This unique traditional WWII museum has over 14,000 items in its collection that represents both the home front and the battle field.


In the fall, spectacular foliage creates photo opportunities at every turn. The crisp weather invites long country walks and scenic drives.  Wolfeboro’s lakes present beautiful views across the water as you meander through the town.  Challenge yourself to a picturesque round of 18-hole golf at the Kingswood Golf Club.  This course is open to the public and has four sets of tees, a driving range, putting green, full-stocked pro-shop and much more.  A day at the golf course is a perfect way to unwind and see the beauty of Wolfeboro.



Under a blanket of glistening snow, Wolfeboro becomes a winter wonderland for snowmobiling, skating, ice fishing and more.  The freezing of the lakes bring back the winter-long attraction called Fisherville, an informal town on the ice made up of local establishments who decorate bob houses that are installed each winter. This town on the ice took place every winter form 1888 to 1940’s and returned annually starting again in 2015.  Anyone can visit the village and look for special events and festivals at the village throughout the winter.  Wolfeboro is also a great place to bring the children during the holidays to see the Festival of Trees. Around Christmas time, over 65 uniquely decorated Christmas Trees are on display for people to view. Abenaki Ski Area is the oldest small ski area, located right in the heart of Wolfeboro. They are open to the public and offer 7 trails from green circle to black diamond, glade skiing, night skiing, a terrain park, one of the fastest rope tows on the East Coast, friendly staff and a small lodge with wood stove and space to relax. Pop Whalen Ice Arena is one of the best ice skating rinks in Wolfeboro, NH. Pop Whalen Arena Ice Skating Rink is a 2 sheet indoor ice skating rink, open seasonally. Ice skating sessions for All Ages are one of the main attractions at Pop Whalen Arena. Ice Skating provides great exercise and an opportunity to get out of the house. The Wolfeboro Parks and Recreation Department provides year-round recreation opportunities for residents and visitors of all ages.

Other Outdoor Activities

There are a number of multi-use biking and walking trails in Wolfeboro that make it easy to get out and about, either by foot or on a bicycle and see the area “up close and personal” and get a little exercise while you’re at it. These trails take you through some very pretty scenery and you can access most from the downtown Wolfeboro Railroad Depot. Abenaki–Sewall Woods Bike Paths  is a network of biking and walking paths that stretch from Abenaki Ski Area to Downtown Wolfeboro and then on to the Sewall Woods Conservation Area. The paths are crushed stone dust and are easily passable by bike, foot, wheelchair–even a tricycle! The Cotton Valley Trail connects with the Bridge Falls Path to provide multi-use rail trail access through Wolfeboro, along the shores of Crescent Lake and Lake Wentworth and onwards to Wakefield and beyond. Elie’s Woodland Walk is located at Ryefield Marsh, Route 109 near Lake Wentworth. This is a beautiful marsh that feeds into the north end of Lake Wentworth and is a great wildlife viewing area with herons, beavers, deer, moose and more.  Front Bay Conservation Area Wooded parcel of land on Bay Street along the shores of what is now known as “Back Bay”, this area offers secluded paths, birding, wildlife viewing and picnicking.

Living Here

If you have always dreamed of owning a beautiful vacation house on the lake, talk to some of the talented and experienced real estate agents and visit some of the lakefront mini-mansions.Click here to see our Lakes Region Real Estate Agencies.