First sign on Jolly the Trolley – Meredith Village Savings Banks’s Wolfeboro Team pictured from left: Inside the trolley –  Ethan Anderson, Megan Mitchell, Nancy Connors, Branch Services Manager Jami Bourdeau, Denise Turner, and Melissa Sellars. Standing: Millicent Snow and Regional Vice-President Robyn Masteller.

Wolfeboro – Molly the Trolley will kick off her 35th season in Wolfeboro Memorial Day weekend with her traditional “Hop On & Off” narrated tours entertaining returning riders and introducing new visitors to this picturesque lakeside village on the northeastern shore of Lake Winnipesaukee.

Wolfeboro has long been recognized as the “Oldest Summer Resort in America” because New Hampshire’s colonial Governor John Wentworth built a summer home here in 1772.

With 250 years of vacationing history, it’s no surprise that Molly’s tour drivers have lots to talk about as the red and green trolley makes her way along the shores of three lakes including Winnipesaukee, Crescent and Wentworth exploring the ins and outs of the village, catching up on what’s new in town for 2022.

This year Molly’s brass bell is ringing with important news of her own! Her new brother Jolly the Trolley will offer a Park and Ride Shuttle service this summer (July and August.)

“This convenient and affordable service should make visiting downtown Wolfeboro more fun for both visitors and locals by eliminating the need to hunt for parking spaces or limiting visits to two hours per the downtown parking ordinance,” said Wolfeboro Trolley Company Owner Kathy Fairman.

The Park ‘n Ride Trolley will run between the Kingswood Arts Center at 21 McManus Road, next to Kingswood Regional High School, and the Wolfeboro Railroad Station, 32 Central Avenue. It will leave Kingswood on the half-hour from 8 am – 6 pm, and return from the Railroad Station on the quarter-hour 8:15 am – 5:45 pm.

“Parking at the Arts Center is free,” explained Fairman. “An All-Day Park ‘n Ride Pass is $6 for an adult, $3 for children 4-12 and under 4 ride free. We also offer a Season Pass for $100.”

Molly and Jolly the Trolley discuss the upcoming season.

Jolly the Trolley will connect with Molly the Trolley at the historic Railroad Station where passengers can board Molly for her 45-minute Hop On & Off narrated tours.

All-Day Hop On & Off Tour Tickets are $8 for an adult, $4 for children 4-12 and under 4 are free. Tours begin at 11, 12, 1 and 2 from the Railroad Station and 11:30, 12:30 and 1:30 from Dockside, daily in July and August and weekends in the spring and fall.

A Combo All Day Pass with unlimited access to both trolleys is $10 for an Adult, $8 for Children 4-12 and under four are still free.

“We always recommend checking our website or Facebook page to confirm Hop On & Off Tour times as our trolleys may be on a private charter like a wedding,” added Fairman. “But the Park ‘n Ride should be running consistently in July and August.”

For more information visit or call Kathy at 603-569-1080.