Wolfeboro Area Information


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Governor Wentworth Regional School District


Current and Upcoming Wolfeboro Area Events - Click on event titles for more information


Saturday, November 18th:

At 10am, the 44th annual Turkey Trot 5K will be held downtown, beginning at the Railroad Station. Seniors who do not wish to participate in the traditional trot may walk or run at Brewster's indoor track at 10am. Early registration is strongly encouraged for this event. 

At 8pm and 19th at 2pm, The Village Players will hold a screening of the movie Tootsie. Tickets are available for purchase using cash or check only at the door.


Saturday, November 25th:

From 9am-3pm, the Kingswood Craft Fair will be held at Kingswood Regional High School.

At 3pm, the Annual Christmas in Wolfeboro Parade will be held downtown, departing from Brewster Field.


Saturday, December 2nd at 7:30pm, pianist Thomas Pandolfi will perform at Brewster Academy's Anderson Hall.


Sunday, December 3rd at 5pm, a Holiday Dinner to benefit Lakes Region Humane Society will be held at the Barn at the Inn on Main. Call 603-539-1077 for email meganfichter@gmail.com for additional information.


Friday, December 8th at 6pm, a Gingerbread House Jubilee will be held in the barn at the General Wolfe on South Main Street.


Saturday, December 9th:

From 8-11am, The Wolfeboro Inn will host a Breakfast with Santa.

From 1-4pm, Enjoy the annual Christmas Spirit Open House with festive shopping and live musical performances downtown.

At 2pm, a Tuba Christmas performance will be held at All Saint's Episcopal Church on South Main Street.


Beginning December 9th The Festival of Trees will be held at the Wright Museum with a special preview on the 7th by advance reservation. Click on the link for additional dates and times for this event.


Sunday, December 10th at 2pm, Northeastern Ballet Theatre presents The Nutcracker at Kingwood Regional High School's Arts Center.


December 16th & 17th, the Village Players will show the film It's a Wonderful Life. Tickets may be purchased by cash or check at the door.


Sunday, January 14th at 2pm, Gathering Time will perform at the First Congregational Church.