Colonial Trolley

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Colonial Trolley Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Colonial Trolley, Transportation Service, Maynard, MA.

Make your special day unforgettable with Colonial Trolley's elegant private charter transportation

Book Your Next Event: Weddings, Parades, Corporate Events, Private Parties, Prom, Birthdays, Sports Team Trips, Anniversaries and more...

From getting guests where they need to be on time to creating picture-perfect moments along the way, we love helping cou...
10/13/2026

From getting guests where they need to be on time to creating picture-perfect moments along the way, we love helping couples make transportation a memorable part of their celebration. Here is what one client had to say about their experience:

“We are so happy we hired Colonial Trolley for our wedding day. Stella is an absolute stunner and was not only a fun and memorable way to transport our guests, but also made a beautiful and unique backdrop for photos. The team was extremely helpful and punctual, which made the day run smoothly from start to finish. We truly cannot recommend them enough.”

A huge thank you to this wonderful couple for trusting Colonial Trolley with such an important day!

💍 Planning a wedding in New England? Our vintage trolleys offer a beautiful, practical, and unforgettable way to transport your wedding party and guests. We'd love to be part of your big day!

Visit our website to learn more about our fleet and inquire about availability: ColonialTrolley.org🔗

The best group outings leave room for conversation, laughter, and a few unexpected memories along the way.Planning a cel...
10/05/2026

The best group outings leave room for conversation, laughter, and a few unexpected memories along the way.

Planning a celebration, team outing, or special day with your favorite people? Bring Colonial Trolley into the plans and give the journey a little extra personality. 🚋

Share your date, destination, and group size with us, and let’s talk through the possibilities.

There’s something about climbing aboard a vintage-style trolley that immediately makes an ordinary trip feel like an exp...
09/28/2026

There’s something about climbing aboard a vintage-style trolley that immediately makes an ordinary trip feel like an experience.

Guests get to travel together, conversations continue between stops, nobody has to wonder where they’re going next, and you get a pretty great backdrop for a few photos along the way.

That’s one of our favorite things about what we do at Colonial Trolley.

Yes, we help move people from place to place ... but we also get to be part of weddings, celebrations, community traditions, company outings, family memories, and some very special days throughout New England.

Because when you’re planning an event people will remember, the experience doesn’t have to wait until everyone arrives. Sometimes it starts on the ride there.

09/27/2026

Join us on board for Santa Red's ride through some of the best local lights.

09/25/2026

A little rain may have changed this weekend’s plans, but it doesn’t always have to put a damper on your event ☔️🚋

When you’re planning an event, transportation matters rain or shine.

A Colonial Trolley is more than a fun addition to your event. It’s a practical way to shuttle guests comfortably between locations while keeping everyone together, on schedule, and protected from the elements.

Hosting a wedding with your ceremony, reception, hotel, or photo locations in different places? Planning a community festival with parking or activities spread throughout town? Coordinating a corporate event, conference, holiday party, fundraiser, or private celebration?

We can help keep people moving - without asking your guests to navigate parking, coordinate carpools, or make a rainy walk from one location to another.

And on weekends like this one, there’s an extra benefit: our enclosed trolleys help keep your guests warm and dry while they travel from place to place!

Rain or shine, our trolleys are ready to roll🚋☔️

Planning an upcoming wedding, community event, corporate gathering, or special occasion? Reach out to Colonial Trolley to talk about transportation options for your event throughout New England.

09/23/2026

We had such a great time being part of Celebrate Hudson 2026 and helping guests make their way around town aboard not one, but two of our Colonial Trolleys!

Holly and Ellie spent the afternoon traveling through the heart of the event, giving attendees a fun, easy way to explore everything happening throughout Downtown Hudson … from vendors and family activities to local businesses, performances, food, and more.

There’s something extra special about seeing a community come together for a day like this, and we loved getting to play a small part in the experience.

A huge thank you to the Celebrate Hudson organizers, volunteers, community partners, and everyone who hopped aboard and took a ride with us 🚋✨

Community festivals, downtown celebrations, corporate events, weddings, holiday parties, tours, and more — wherever people are gathering, we love finding ways to help make getting there part of the fun.

Until next time, Hudson! ❤️

09/19/2026

All aboard for Celebrate Hudson!

Colonial Trolley is spending the day in Downtown Hudson, helping festivalgoers explore everything happening throughout the district.

With activities spread across multiple locations, our trolleys will be making their way around downtown so you can hop aboard, enjoy the ride, and make your way from one part of the celebration to another.

Look for Ellie and Holly circulating throughout the event and for marked trolley stops along the route.

We’re always excited when our trolleys get to be part of community events like this — and even more excited to help thousands of people experience Downtown Hudson!

Celebrate Hudson begins at 1 PM. We’ll see you aboard!

09/18/2026

There’s a lot that happens before a Colonial Trolley rolls up to pick up guests at your event 🚋

Today, two members of our team met with a client whose festival is coming up this weekend to take a test drive of the route ahead of time.

They explored the area, mapped out the best way to travel between stops, took plenty of notes on turns and timing, identified pickup and drop-off locations, and made sure our drivers know exactly what to do on the event day.

When you book with Colonial Trolley, you’re getting more than just a beautiful vintage trolley… You’re getting a team that communicates, plans ahead, asks questions, pays attention to the details, and works with you to make transportation feel like a seamless and exciting part of your event.

From the first conversation to the final stop, we’re along for the ride 🚋✨

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Maynard, MA

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