The Peekskill Trolley Company

The Peekskill Trolley Company

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Guided trolley tours within the city of Peekskill & private charters

The Peekskill Trolley Company offers historic tours of Peekskill (check wall or website for current weekend schedule). The tour gives you a little of Peekskill's rich history from when Jan Peeck first established a trading post in the 1600's. It tells a little of her relationship with George Washington who established the Continental Army's headquarters in Peekskill and gave command of West Point

09/06/2024

We're gonna have a good time
It's gonna be a rock 'n' roll night
We're gonna have a good time
at the Debate Watch Party on Tuesday night.

So please come and join, it'll be fun, and it's FREE!

AND should it rain, we'll still have a good time, except we will move indoors to Gleason's.

Hope to see you there.

10/30/2023

The Peekskill Trolley is no longer in operation.

Photos from The Peekskill Trolley Company's post 01/04/2023

As the saying goes, "All good things must come to an end." Yesterday, some of my crew and I took a last ride around Peekskill on Stella. Although very sad, we got to reflect on the many ways that Stella impacted Peekskill and the surrounding areas. She made so many happy memories for dozens and dozens of wedding parties. She put more smiles on children's faces that we can count and had more pictures taken of her than most Rock Stars. We do not know what the future holds for Stella, but she will always be remembered as "Stella, The Peekskill Trolley." Thanks to everyone who ever rode on her or waved at us as we drove by, we will miss you.

12/08/2022

My new heroine, Ketanji Jackson Brown.

Photos from The Peekskill Trolley Company's post 11/29/2022

We’re feeling the love ❀️ and the abundance of holiday spirit πŸŽ„ … please note that our regular tours are SOLD OUT. We do have limited availability for individual tickets for the 12/15 8:30pm Adult Tour. And there are still some 8:30pm spots available for group sales (min. 20 adults). For info and booking, email [email protected].

11/23/2022

'Tis the season to be jolly! Calling all the "young at heart" ... these tours are for you! We're excited to offer Adult Group Tours on the North Pole Express. Grab your friends, your favorite PJ's, and your favorite holiday "spirits" for a magical holiday adventure. Group tours, 20-person minimum, are available 8:30 p.m. Fri., Sat., Sun through December. Individual tickets are available for Thurs. Dec. 15th. Email [email protected] for booking and details.

11/10/2022

Morning moon and clouds riding above the Hudson.

11/05/2022

Last wedding of 2022 on Stella. Dad getting ready to take the bride off the trolley and into the church.

10/30/2022

🌟 We are excited to announce that the Peekskill Trolley North Pole Express is back! Tours will run Fridays, Saturdays, and Sundays starting December 1st. To book your reservations email us at [email protected]. We can't wait to celebrate the holidays with you! 🌟

Photos from The Peekskill Trolley Company's post 06/13/2022

We did our first "Trolley tour and Tea Party" on Saturday. It was wonderful. Shout out to Kathleen's "Traveling" Tea Room for the fabulous Tea Party on the banks of the Hudson River at Peekskill's beautiful Riverfront Green park.

11/27/2021

I have received the most heartwarming responses to my last post, and I want to thank everyone for their beautiful comments. But, I received one especially moving response from a bride that we were honored to transport on her special day. And, she included a beautiful painting that hangs on a wall in her home, that I just have to share with you all. She was kind enough to grant me permission to do so.

Photos from The Peekskill Trolley Company's post 11/25/2021

It is with a heavy heart that I announce that we will be shutting down operations at the end of this year. Not sure what is next for Stella, but I will keep everyone posted. It has been a wonderful ten years. Stella has had thousands of pictures taken of her and put a million or more smiles on people's faces, especially the little ones who rode on the North Pole Express. Attached are pictures from her last charter, which took place this morning. Stella has driven the Rivertown Runners to the Annual Turkey Trot race at Rockland State Park for most of Stella's ten years since arriving in Peekskill. I will be putting together a video of Stella throughout her years as The Peekskill Trolley, and thanking all who helped her throughout these past ten years. As soon as it is ready, I will be posting it for all to see. Thank you everyone.

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Peekskill, NY
10566