Staff Picks: Great Things to Do in Wolfeboro in July 2019

Although Wolfeboro offers plenty of activities and attractions year-round, it is known as “America’s Oldest Summer Resort” for good reason. The town almost triples its population during the summer months as visitors and seasonal residents flock to the area to enjoy Lake Winnipesaukee and the many smaller lakes nearby. Boating, swimming, fishing, hiking, biking and other outdoor pursuits are ever-popular ways to spend a beautiful summer day, but Wolfeboro’s calendar of events is also chock full in July and August.

Wolfeboro’s classic 4th of July parade is a favorite – and it goes right past Pickering House Inn! The parade begins at 10 am and is followed by a band concert before fireworks (again, we have the perfect view!) at night. The July 4th festivities kick off a busy weekend with a 100-exhibitor arts & crafts festival on the field at Brewster Academy (across the street from Pickering House Inn) from July 5-7. On July 6, we are proud to be a supporting co-sponsor of the antique car show at Castle in the Clouds, plus we have a barbecue Innkeeper’s Supper in The Barn at Pickering House (Get info here).

And that’s just a start! Wolfeboro’s July calendar is filled with all kinds of fun activities, Here are a few favorites that we are recommending to guests:

Events in The Barn at Pickering House
We have a full calendar of special dining events in The Barn! Get Info

The Museum Loop
Combine a ride on an antique boat, a return trolley trip, and entrance to either two or four of Wolfeboro’s museums. A wonderful way to spend a day or more! We even offer a package so you can add tickets to your room reservation. Get info

Cate Park Concerts
The bandstand at Cate Park is so close that you can enjoy music from the Inn’s front porch if you don’t want to take a two-minute stroll! Free concerts are held on Saturdays at 7 pm. Find out who is playing

New England Vintage Boat & Car Auction: July 13, 2019 from 10 am – 4 pm
The NH Boat Museum is holding a one-of-a-kind auction of vintage cars, vintage boats, fiberglass boats, sailboats, canoes, vintage car memorabilia and maritime antiques. It is free to attend the auction. More info

Artwalk: July 27 from 5-7:30 pm
Wolfeboro’s art galleries throw open their doors to offer refreshments, live music and demonstrations.  The event is free and open to the public from 5 to 7:30 p.m. on the last Saturday of the month through September.  More info

Great Waters Music Festival
Since 1995, this non-profit organization has been bringing regional and national artists to the Wolfeboro area. A diverse program includes folk, classical, A Capella, jazz, Broadway, pop, bluegrass and more. View this year’s calendar

Village Players: Our Town
The Village Players is Wolfeboro’s non-profit community theater group. This summer, the Village Players are staging “Our Town” by Thornton Wilder. July performances are on the 26th and 27th at 7:30 pm at the Village Players’ Theater on Glendon Street in Wolfeboro. More info