Narrated Tours | Wolfeboro Trolley Company

Narrated Trolley Tours

No Reservation Necessary

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We’ll Drive – You Focus on Fun!

Discover historic Wolfeboro on Molly the Trolley’s 45-minute narrated tour featuring scenic views of Lake Winnipesaukee, beautiful waterfront homes and many points of interest.

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Molly’s driver will share Wolfeboro’s unique colonial heritage explaining why Wolfeboro is the “Oldest Summer Resort in America” and why two governors have chosen this town for their summer homes.

You’ll discover the town’s bustling waterfront where you can shop, dine, stay and play! See Cate Park, home to summer concerts and art festivals. Travel down South Main Street through Brewster Academy, the town’s private, co-educational high school where you’ll enjoy lovely views of Wolfeboro Bay and the “Big Lake,” Winnipesaukee.

South Main Street stops include the Clark House Museums open in July and August for guided tours presented by Wolfeboro Historical Society docents.

Your tour will take you through Wolfeboro Falls, home of the Wright Museum of World War II History, by the shores of Crescent Lake and Lake Wentworth to the New Hampshire Boat Museum, the Nicholas Pernokas Recreation Area, and the Winnipesaukee Winery.

Returning to downtown and the 1872 Railroad Station, you’ll see Wolfeboro’s Back Bay, home to the Abenaki Water Ski Club, Back Bay Skippers, jet ski rentals and numerous antique wooden boats.

Crossing the Smith River Bridge downtown, you’ll see Back Bay, picturesque North Main Street travel along the shore of Sewall Point by some of Wolfeboro’s most beautiful waterfront homes and learn about celebrities who live here.

Hop On & Off

All-Day Pass
Adult $10
Child (4-12) $5
Under 4 Ride Free

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Molly the Trolley’s Narrated Tour Schedule

Upcoming Dates & Times

Molly is sad to announce that her 2025 Season has come to end!

Molly says:

“Thank you for a Great Season, I look forward to seeing you all next spring!”

Check back often for updates to her

2026 schedule.

Departs Information Center at Wolfeboro Railroad Station on the Hour

05 Past Hour WolfeTrap
:10 Past Hour Inn on Main
:15 Past Hour Wolfeboro Inn
:25 Past Hour Wolfeboro Town Docks

Departs Wolfeboro Town Docks on the Half – Hour

:35 Past Clarke House Museum
:45 Past Hour Wright Museum
:50 Past Hour Wentworth Inn

Any questions or to confirm times,

please Call 603-569-1080 or

Visit our Facebook page

for up-to-date information as well

*All Times Subject to Change to Accommodate Private Charters

View Molly's Map of Wolfeboro