Wolfeboro Trolley Company

Wolfeboro Trolley Company www.WolfeboroTrolley.com for more information. Check our Tour Schedule for dates /times .
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Narrated Trolley Tours, Park & Ride Trolley Shuttle, Private Charters,
Special Events, Weddings, Rehearsal Dinners, Private Trolley Shuttle Services and Excursions Available. Hop On Hop Off Narrated Trolley Tour Featuring Views of Lake Winnipesaukee, Beautiful Waterfront Homes, Attractions, Museums, Shops and Olde Wolfeboro's Colonial History. Park and Ride Shuttle Trolley operating from the Kings

wood Arts Center/Kingswood Regional High School to Downtown Wolfeboro on the 1/2 Hour Daily. *July 1,2022-August 31,2022

Check out www.WolfeboroTrolley.com for schedules and tickets

Jolly was very proud to help shuttle guests to the future site of Unitil's new solar array in Kingston for a ground brea...
08/21/2024

Jolly was very proud to help shuttle guests to the future site of Unitil's new solar array in Kingston for a ground breaking ceremony this week.
The first of its kind in New Hampshire, this facility will produce enough solar power to serve 1200 homes.

Molly the Trolley was delighted to give these three their first ever trolley ride yesterday! When Driver Ms. Kathy asked...
08/11/2024

Molly the Trolley was delighted to give these three their first ever trolley ride yesterday!
When Driver Ms. Kathy asked them if they were sisters, they said, "No! We're triplets!"
Molly wishes them well as they start Kindergarten this fall and hopes to see them again next year!

08/08/2024
This week's schedule for Molly the Trolley and her Hop on Hop off Narrated Tours.You can get your tickets online or on-b...
08/08/2024

This week's schedule for Molly the Trolley and her Hop on Hop off Narrated Tours.

You can get your tickets online or on-board Molly!

WolfeboroTrolley.com

Friday August 9
Cancelled due to weather conditions
No Trolley Tours

Saturday August 10
No Trolley Tours

Sunday, 8/11 - Thursday 8/15
Departs R.R. Station at
11:00 12:00 1:00 2:00
Departs Town Docks at
11:30 12:30 1:30

Friday, August 16
No Trolley Tours and
No Park N Ride Shuttle

Saturday, August 17
Departs R.R. Station at
11:00 and 12:00
Departs Town Docks at
11:30 and 12:30

Sunday, 8/18 & Monday 8/19
Departs R.R. Station at
11:00 12:00 1:00 2:00
Departs Town Docks at
11:30 12:30 1:30

Jolly the trolley wants you to know that there are only two more shows to jump on the trolley in Wolfeboro and party up ...
08/06/2024

Jolly the trolley wants you to know that there are only two more shows to jump on the trolley in Wolfeboro and party up to the Concerts in the Clouds…it’s going to be the talk of the town this year!

Ride & Dine to the Show
Ride to Birch & Vine Restaurant, then off to the show up at
Castle in the Clouds, then back to Wolfeboro.

Whitney Houston’s musical legacy is brought to life in this critically acclaimed tribute show described as “mind-blowingly spot on.” This special once-in-a-lifetime concert event will leave audiences wanting more and talking about it for years to come.

Friday, August 9, 2024

Starring Belinda Davids

Let Jolly the Trolley pick you up at Taylor Back Bay or at Kingswood Arts Center.
Enjoy a 3-course delicious meal at Birch & Vine.
Ride to and from Concert in the Clouds (enjoy a show with seats under the tent).
All for $120 per person Limited to only 34 people, each show. Make your reservations now. $120 includes tips but not beverages.

Reservations for Ride & Dine Music close at Noon on Thurs, July 8.

https://great-internet.choicecrm.net/ #/event-details/S119:E5
or you can please call the Great Waters office at 603-569-7710
Or email us them [email protected]

https://youtu.be/ydNLBMEEtRk
--

08/01/2024

Molly is waiting for you downtown at the Historic Railroad Station to give you a tour of Wolfeboro.

Here is her schedule for the upcoming week.
Sunday 7/28 - Saturday 8/10

Molly The Trolley Schedule - https://www.wolfeborotrolley.com/hop-on-hop-off/

Sunday, July 28 - Thursday August 1
Departs R.R. Station at
11:00 12:00 1:00 2:00
Departs Town Docks at
11:30 12:30 1:30

Friday 8/2 & Saturday 8/3
Departs R.R. Station at
11:00 12:00
Departs Town Docks at
11:30 12:30

Sunday 8/4 - Wednesday 8/7
Departs R.R. Station at
11:00 12:00 1:00 2:00
Departs Town Docks at
11:30 12:30 1:30

Thursday, August 8
Departs R.R. Station at
11:00 and 2:00
Departs Town Docks at
12:30 and 1:30

Friday, August 9
Departs R.R. Station at
11:00 12:00 1:00 2:00
Departs Town Docks at
11:30 12:30 1:30

Saturday, August 10
->No Tours

Jolly the Trolley will travel from Wolfeboro to Meredith on Wednesday, August 7, 2024 to see the Broadway musical Legall...
07/30/2024

Jolly the Trolley will travel from Wolfeboro to Meredith on Wednesday, August 7, 2024 to see the Broadway musical Legally Blonde at Interlakes Summer Theater with a stop at Birch and Vine Restaurant in Melvin Village on the way for dinner.

Word has it that Jolly is very curious to learn how one can actually be legally blonde and the smartest person in the room at the same time! Known for its memorable songs and explosive dances, Legally Blonde follows Ellie Wood’s story as she battles snobbery, sexism and stereotypes.

The all-inclusive price of $90 per person includes the trolley ride, dinner (with tax and gratuity) and a reserved orchestra seat.

The buffet dinner will feature:

Caesar Salad/Rolls,
Marinated Steak Tips,
Parmesan Rosemary Lemon Chicken,
Roasted Fingerling Potatoes,
Seasonal Vegetables and
Finger Desserts.
For more information or to purchase tickets call the Wolfeboro Trolley Company at 603- 569-1080 or wolfeborotrolley.com/legallyblonde

Jolly the Trolley will leave the Kingswood Arts Center, 21 McManus Road, Wolfeboro promptly at 4:30 pm.

Proceeds will benefit the First Congregational Church of Wolfeboro.

Jolly the Trolley can’t wait for this Saturday night and a return to Castle in the Clouds for another great concert, thi...
07/17/2024

Jolly the Trolley can’t wait for this Saturday night and a return to Castle in the Clouds for another great concert, this time with The Docksiders Yacht Rock featuring soft rock hits from the ‘70s and ‘80s!

Great Waters Music Festival’s "Ride and Dine Special" begins in Wolfeboro where you will depart on Jolly the Trolley from the Kingswood Arts Center or the Taylor Community at Back Bay to a delicious three-course meal at Birch & Vine in Tuftonboro. Then, continue to the performance at the Great Waters tent on the Castle in the Clouds grounds. Following the performance, Jolly will return you to your car in Wolfeboro.

The all-inclusive package of $120/pp covers your trolley ride, dinner, reserved concert seat, tax and tips. Reserve on-line at greatweaters.org or call 603 - 569-7710

Which one today? Jolly the Trolley Driver Chad Rudd drives year round for the Governor Wentworth Regional School Distric...
07/16/2024

Which one today?
Jolly the Trolley Driver Chad Rudd drives year round for the Governor Wentworth Regional School District and summers for the Wolfeboro Trolley Company.
Today was Summer School so he and his bus stopped by to say Hi to Jolly at Kingswood where the FREE Trolley shuttle runs every half hour Monday through Saturday from 10-3 .

This Week's Tour ScheduleMolly the Trolley Hop On & Off Narrated Tour Schedule Friday, July 12Departs R.R. Station at11:...
07/13/2024

This Week's Tour Schedule

Molly the Trolley Hop On & Off Narrated Tour Schedule



Friday, July 12

Departs R.R. Station at

11:00 12:00 1:00 2:00

Departs from the Town Docks at

11:30 12:30



Saturday July 13

Departs R.R. Station at

11:00 & 12:00

Departs from the Town Docks at

11:30 & 12:30



Sunday, July 14 thru

Friday July 26

Departs R.R. Station at

11:00 12:00 1:00 2:00

Departs from the Town Docks at

11:30 12:30 1:30

Don't forget to tell Molly and Jolly's friends that they say hello when you visit their shops in downtown Wolfeboro.

M/S Mount Washington Yankee Pedlar Realtors - Vacation Rentals The Cottages Of Wolfeboro Lydia's Cafe of Wolfeboro Bayberry Juice Bar Nordic Skier Sports Millie B & Miss Lauren M/S Mount Washington The Country Bookseller Wolfeboro Carwash & Executive Detail From Scratch Baking Co. Hampshire Pewter

Jolly the Trolley has Concert Tickets for you!Join Jolly this Saturday, July 13 for dinner and a concert with Foreigners...
07/09/2024

Jolly the Trolley has Concert Tickets for you!

Join Jolly this Saturday, July 13 for dinner and a concert with Foreigners Journey & Rudy Cardenas at the Castle in the Clouds, Moultonboro. The all-inclusive package of $120/pp includes your trolley ride from Wolfeboro, dinner at Birch and Vine in Melvin Village and a reserved seat under the tent at Great Waters Music Festival's first Concert in the Clouds for 2024! Learn more and purchase tickets at greatwaters.org. or call 603- 569-7710

Upcoming Ride and Dine Concert Trips with Jolly include: July 20: The Docksiders Yacht Rock, July 27: 20 ride - Zac Brown Tribute, August 3: Judy Collins; August 9: The Greatest Love of All with Belinda Davids; Rebecca Robbins- The Oscar Songbook; August 17: David Brighton's "Space Oddity”

Molly and Jolly have some new friends!  Please join us in welcoming the Tocio family - Theresa, Jerome and Tiana, the ne...
07/09/2024

Molly and Jolly have some new friends!
Please join us in welcoming the Tocio family - Theresa, Jerome and Tiana, the new owners of Butternuts Good Dishes.

Also, let's join together and thank Sally for an amazing and wonderful 16 years.

Jolly the Trolley's FREE Summer Parking Shuttle to Downtown started on July 1st, have you ridden the trolley yet?Monday ...
07/08/2024

Jolly the Trolley's FREE Summer Parking Shuttle to Downtown started on July 1st, have you ridden the trolley yet?

Monday - Saturday

Every 1/2 Hour from 10:00 AM - 3:00

Departs Kingswood Arts Center

10:00 10:30 11:00 11:30 12:00
12:30 1:00 1:30 2:00 2:30

Stops at Wolfeboro Falls Municipal Parking
At Linda's Flowers

10:05 10:35 11:05 11:35 12:05
12:35 1:05 1:35 2:05 2:35

Returns from Railroad Station

10:45 11:15 11:45 12:15
12:45 1:15 1:45 2:15 2:45 3:15

Sundays

No Shuttle Service

Give us a call at 603-569-1080 for more information.

Molly the Trolley was just seen all the way up in No. Conway.We love it when Molly's friends see her out of town and let...
07/06/2024

Molly the Trolley was just seen all the way up in No. Conway.

We love it when Molly's friends see her out of town and let us know where she is........she sometimes likes to wander when she takes on Private Charters.

Molly the Trolley wants you to know her schedule for this coming week..........Here it is:Friday, July 5Trolley Tours fr...
07/05/2024

Molly the Trolley wants you to know her schedule for this coming week..........Here it is:

Friday, July 5
Trolley Tours from R.R. Station at
11:00 12:00 1:00
Trolley Tours from the Town Docks at
11:30 12:30

Saturday July 6
Trolley Tours from R.R. Station at
11:00 12:00
Trolley Tours from the Town Docks at
11:30 Only

Sunday, July 7 thru Thursday July 11
Trolley Tours from R.R. Station at
11:00 12:00 1:00 2:00
Trolley Tours from the Town Docks at
11:30 12:30 1:30

Check out some of Molly's special friends..........Tell them Molly the Trolley sent you!
The Windrifter Resort Winni Paw Station- Woof-Boro's Pet Shop Back Bay Clothing Bailey's Bubble Maxfield Real Estate Lucas Roasting Company M/S Mount Washington Branch & Bloom

Molly and Jolly want to remind you that they are running FREE for you downtown for the parade today! Rich, Sandy and Kat...
07/04/2024

Molly and Jolly want to remind you that they are running FREE for you downtown for the parade today!
Rich, Sandy and Kathy are looking forward to you riding the trolleys with them before and after the parade.

Here are the schedules for the Trolleys for today July 4th.

Do you know about the parking ban in Wolfeboro on July 4th?

They pick up at the Kingswood Arts Center, 21 McManus Rd.
8:00 - 9:30 AM

They will also picks up at Linda's Flowers and Plants,,91 Center Street
8:00 - 9:30 AM

The Independence Day Parade runs
10:00 - Noon

They will return guests from Wolfeboro's Historic Railroad Station, 32 Central Ave to both parking areas.
Noon - 3:00 PM

Call Kathy at 603-569-1080 for more information.

Do you know about the parking ban in Wolfeboro on July 4th? Jolly says this is the perfect opportunity to take advantage...
07/02/2024

Do you know about the parking ban in Wolfeboro on July 4th?

Jolly says this is the perfect opportunity to take advantage of his FREE
July 4, Special Independence Day Parade Shuttle!

Jolly picks up at the Kingswood Arts Center, 21 McManus Rd.
8:00 - 9:30 AM

Jolly also picks up at Linda's Flowers and Plants,,91 Center Street
8:00 - 9:30 AM

The Independence Day Parade runs
10:00 - Noon

Jolly returns guests from Railroad Station, 32 Central Ave to both parking areas.
Noon - 3:00 PM

Call Kathy at 603-569-1080 for more information.

We just caught up with Jolly the Trolley down at the Municipal Parking Lot next to Linda's Flowers and Plants on Center ...
07/02/2024

We just caught up with Jolly the Trolley down at the Municipal Parking Lot next to Linda's Flowers and Plants on Center St.

He was letting off one of his little friends that comes and rides him as much as possible all summer long. She was so cute, when asked if she liked Jolly, her response was Yeessss! I love riding Jolly!!

Here is his schedule

Jolly the Trolley FREE Parking Shuttle to Downtown!

Monday thru Saturday
July 1 thru August 31

Departs: Kingswood Arts Center, 21 McManus Rd for Railroad Station
At: 9:30 10:00 10:30 11:00 11:30 12:00 12:30
1:00 1:30 2:00 2:30 3:00 3:30 4:00 4:30

Departs Linda’s Flowers, 91 Center St. for Railroad Station
At: 9:35 10:05 10:35 11:05 11:35 12:05 12:35
1:05 1:35 2:05 2:35 3:05 3:35 4:05 4:35

Returns from Railroad Station, 32 Central Ave. Every Quarter Hour
At: 9:45 10:15 10:45 11:15 11:45 12:15 12:45
1:15 1:45 2:15 2:45 3:15 3:45 4:15 4:45

Jolly the Trolley's FREE Summer Parking Shuttle to Downtown starts on July 1st.Monday - SaturdayEvery 1/2 Hour from 10:0...
06/28/2024

Jolly the Trolley's FREE Summer Parking Shuttle to Downtown starts on July 1st.

Monday - Saturday

Every 1/2 Hour from 10:00 AM - 3:00

Departs Kingswood Arts Center

10:00 10:30 11:00 11:30 12:00
12:30 1:00 1:30 2:00 2:30

Stops at Wolfeboro Falls Municipal Parking
At Linda's Flowers

10:05 10:35 11:05 11:35 12:05
12:35 1:05 1:35 2:05 2:35

Returns from Railroad Station

10:45 11:15 11:45 12:15
12:45 1:15 1:45 2:15 2:45 3:15

Sundays

No Shuttle Service

Give us a call at 603-569-1080 for more information.

Molly and Jolly the Trolley want to congratulate Avery Insurance on their 125th and thank them for hosting this get toge...
06/27/2024

Molly and Jolly the Trolley want to congratulate Avery Insurance on their 125th and thank them for hosting this get together.
And by the way, they heard that the food prepared and served by Trenta and Nolan's Brick Oven Bistro was absolutely delicious! It was so refreshing to see that many of the their friends and community downtown networking and celebrating.

Molly and Jolly the Trolley say this is a must do in Wolfeboro this summer.
06/26/2024

Molly and Jolly the Trolley say this is a must do in Wolfeboro this summer.

While Molly the Trolley was scrolling here on Facebook she came across a picture her and Jolly over atYankee Smokehouse ...
06/26/2024

While Molly the Trolley was scrolling here on Facebook she came across a picture her and Jolly over atYankee Smokehouse !
"What great pizza they have", Jolly said!!

Jolly the Trolley is going to have soooo much fun!
06/22/2024

Jolly the Trolley is going to have soooo much fun!

Join us for the new Ride and Dine series and enjoy an evening of fantastic food, music, and service this summer! Already bought concert tickets? Give us a call—you’ll only need to pay the difference! Sign up via the link in our bio.

Molly the Trolley wants you to know what her schedule is for the coming few days.Saturday, June 22, 2024 No Trolley Tour...
06/22/2024

Molly the Trolley wants you to know what her schedule is for the coming few days.

Saturday, June 22, 2024
No Trolley Tours

Sunday, June 23
Trolley Tours from R.R. Station at
11:00 12:00 1:00 2:00
Trolley Tours from the Town Docks at 11:30 12:30 1:30

Monday June 24 – Friday June 28
No Trolley Tours

As always, you can get your tickets on board the Trolley or online at WolfeboroTrolley.com

Don't forget to stop in to see some of Molly's friends at:
Bailey's Bubble
Yum Yum Shop
The Windrifter Resort.
Seven Suns Cafe
Lucas Roasting Company
Maxfield Real Estate
M/S Mount Washington
Morrisseys' Porch & Pub
La Boca
Black's Paper Store

(Tell them Molly sent you!)

Jolly the Trolley is at it again, back in the news!“Ride, Dine and Concert in the Clouds” New for 2024WOLFEBORO – Those ...
06/20/2024

Jolly the Trolley is at it again, back in the news!

“Ride, Dine and Concert in the Clouds” New for 2024

WOLFEBORO – Those considering a trip to the Castle in the Clouds, Moultonborough this summer to attend one of six concerts offered by Great Waters Music Festival may now ride Jolly the Trolley from Wolfeboro and stop at Birch & Vine Restaurant in Melvin Village for dinner along the way.

“We wanted to offer a transportation option for those folks in Wolfeboro who would rather have someone else do the driving,” said Great Waters Director Joan Myers. “Of course, we thought of Molly and Jolly the Trolley right away. And stopping part way to enjoy a dinner at Birch and Vine seemed to round out this special package very nicely.”

Partnering with Great Waters and Birch and Vine on this project fits well with Jolly the Trolley’s schedule, according to Wolfeboro Trolley Company owner Kathy Fairman.

“Jolly is committed six days a week to his Free Parking Shuttle in Wolfeboro,” she said. “However, the shuttle finishes at 5:00 just in time to head out for dinner and a concert; Jolly loves the idea!

“And we are very excited to be part of this cooperative effort which we hope will give people who may not want to drive at night, an opportunity to enjoy these beautiful outdoor concerts near the top of a mountain. It really is a very special experience.”

Among Great Waters Concerts in the Clouds scheduled this summer are “Foreigners Journey,” “The Docksiders,” “Zac Brown Tribute,” “Judy Collins,” “The Greatest Love/Whitney Houston Show,” and “David Brighton’s Space Oddity.”

Dine, Ride and Concert Tickets are $120/pp and include the trolley ride, dinner, concert ticket, tax and gratuity. For more information or to purchase tickets visit www.greatwaters.org. or call 603-569-7710.

There’s still time to sign up for Molly’s Trolley Driving Class scheduled to start July 1. Molly and Kathy will guide yo...
06/16/2024

There’s still time to sign up for Molly’s Trolley Driving Class scheduled to start July 1.

Molly and Kathy will guide you through the process to gain your Class C Commercial Driver’s License so you can be a part time trolley driver, have fun and make some extra money!

Call Kathy at 603-569-1080 to learn more!

Molly the Trolley is happy the sun is coming out from behind the clouds this morning.  Here is her schedule for this wee...
06/15/2024

Molly the Trolley is happy the sun is coming out from behind the clouds this morning.
Here is her schedule for this weekend.

Saturday, June 15
Departs R.R. Station at 11:00 Only

Sunday, June 16
Departs R.R. Station at
11:00 12:00 1:00 2:00
Departs the Town Docks at
11:30 12:30 1:30

Don't forget , you can get your tickets
on-board or online www.wolfeborotrolley.com

Eastern Propane & Oil , Maxfield Real Estate , Trenta , North Main Café Marker 21 Bailey's Bubble M/S Mount Washington

Having a “Hoot of a Time” Molly and Jolly the Trolley both took groups from Wolfeboro to hear Hootie and the Blowfish at...
06/14/2024

Having a “Hoot of a Time” Molly and Jolly the Trolley both took groups from Wolfeboro to hear Hootie and the Blowfish at the Bank of NH Pavilion last night.

It was a beautiful night for a trolley ride and some great music!

To book your group concert outing this summer call Kathy at 603-569-1080!

Address

Wolfeboro, NH
03894

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