7 Useful Tips For Walking The Freedom Trail With Kids

October 5, 2018

For families visiting Boston, Massachusetts, walking the Freedom Trail with kids is a must! There is so much American history in the city of Boston, and a walk along the Freedom Trail is the perfect way to see all those historical sites.

We visited Boston at the end of September 2018. Since we only had a few days to spend in Boston, we decided the best way to experience the city was to walk along the Freedom Trail. It's a great way to incorporate learning into our travel experiences, and also get to know the city better.

This post was updated on May 17, 2020.

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My daughter poses along the Freedom Trail (September 2018)

Walking the streets of history by walking the Freedom Trail with kids

Within the annals of American history, the city of Boston is a prominent presence. The city played a pivotal role in the American Revolution and the birth of the United States.

It was in this city in 1773 that the Sons of Liberty, in a protest against the British imposed taxes on tea, dumped a whole shipment of tea from the East India Company into Boston Harbor.

Boston is also the city where Paul Revere made his famous ride in 1775, alerting Patriot troops of the advancement of the British before the Battle of Lexington and Concord.

As an American, walking along the same streets where these historical events happened, it is truly an incredible experience. I love visiting historical places!

And for kids, it’s a chance to learn about American history in a more interactive way. We read the Magic Treehouse book, Revolutionary War on Wednesday while we were in Boston. It was fun to talk about what we were reading and discussing how they connect with the places we visited.

If you want more books about Boston history to read with your kids, take a look at these:

Boston History for Kids

What Was The Boston Tea Party?

Who Was Paul Revere?

Want to learn more about the United States? Read about other American cities and destinations here.

An aeriel view of Boston, MA, where families can enjoy walking the Freedom Trail with kids
An aerial view of Boston (September 2018)

Options for walking the Freedom Trail with kids

If you're planning to spend a day in Boston, you definitely need to include some portion of the Freedom Trail into you itinerary. The city of Boston has so many beautiful neighborhoods, interesting museums, and delicious restaurants, and walking along the Freedom Trail will take you past many of these incredible sights!

The Freedom Trail itself was thought up in 1951 by a Boston journalist, as a way to link up many of Boston’s historical sites. There are 16 historical sites along the Freedom Trail. And if you're planning to do the Freedom Trail, there are plenty of options available for how you can do it with your kids.

Guided tours of the Freedom Trail

You can choose to walk along the Freedom Trail with a guide, complete with 18th century dress. There are various types of tours that families can do, at varying prices. The Walk Into History tour is a 90 minute tour that stops at 11 of the 16 stops. The tour costs $14 for adults, and $8 for kids aged 6-12.

Other tours that families might enjoy are the African American Patriots Tour, the Revolutionary Women Tour, and the Reverse Walk Into History. These tours cost the same as the Walk Into History tour.

Here are some additional tours you can book for your trip to Boston:

Walking Tour of The Freedom Trail plus Beacon Hill to Copley Square & Back Bay (Boston City Walks)

Fascinating History + Photo Walking Tour of Boston's Freedom Trail (Photo Walks)

Boston History and Highlights (Urban Adventures)

Self-guided tour of the Freedom Trail

When we were walking the Freedom Trail with kids, we chose to walk without a guide. This allowed us to walk at our own pace, stop at the places we wanted, and skip past the places that weren’t as interesting.

If you're choosing to do the trail on your own, you can pick up a book that offers history of the places of interest along the Freedom Trail.

We like this one called, Freedom Trail Boston - Ultimate Tour & History Guide - Tips, Secrets & Tricks.

Walking the Freedom Trail as a family (September 2018)

Tips for walking the Freedom Trail with kids

If you’re thinking of walking the Freedom Trail with kids, whether on your own or with a guide, there are a few things to keep in mind to make sure your family has a good time.

It can be a bit challenging for young kids, especially if they’re not used to walking a lot. And there are times when you’re walking along busy Boston streets, so practicing road safety is absolutely prudent.

Those considerations aside, here are my tips for walking the Freedom Trail with kids.

A view of the red brick in Boston while walking the Freedom Trail with kids
The Freedom Trail in Boston (September 2018)

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1. Give yourself plenty of time

One of our biggest tips for walking the Freedom Trail with kids is to allow plenty of time to do the whole trail. The Freedom Trail spans 2.5 miles, with about 16 official stops. You want to make sure that you give yourself plenty of time to explore some of those stops.

It took our family about five hours to complete the whole Freedom Trail. We stopped at several points of interests along the way, and also stopped for lunch.

2. Wear comfortable shoes

Walking the Freedom Trail with kids can be long, and it’s important that you (AND your kids) wear comfortable shoes. The last thing you want are blisters on your little ones’ feet! Look for shoes that provide support, as you’ll most likely log in more than 15,000 steps doing the trail. Our kids like using KEEN sandals because they're so comfortable for them.

The whole trail is paved, so don’t worry about getting your shoes dirty. But do keep in mind that you’ll be walking on some old cobblestone streets, so avoid wearing heels or fancy shoes that may make it difficult to keep your balance. And if you’re pushing a stroller, make sure it can handle those cobblestone streets.

Taking a break on the Freedom Trail (September 2018)

3. Dress for the weather

Along the same lines as wearing comfortable shoes when you’re walking the Freedom Trail with kids, it’s important to dress appropriately for the weather. You never know what might hit you while you’re out walking!

During our day of walking the Freedom Trail, it turned out to be pretty blustery and cold. Fortunately, we came prepared with jackets. We used We stayed quite warm, despite the wind.

4. Bring water

As with any hike that you undertake, it’s important that you stay hydrated while you’re walking the Freedom Trail with kids. The trail can be long, and on hot days, you might actually get dehydrated!

We liked bringing along our GRAYL water filter and purifier bottles because we could refill them wherever we were. GRAYL bottles have built in water filters and purifiers, so you don't have to worry about whether the water is safe to drink. This helps to greatly reduce your environmental footprint.

You can buy a GRAYL bottle of your own online using the links below. They come in 16oz and 24oz sizes.

GRAYL 16oz Ultralight bottle and filter

GRAYL 24oz Geopress bottle and filter

A child looking at Boston’s Old City Hall while walking the Freedom Trail with kids
Stopping at Boston's Old City Hall (September 2018)

5. Brush up on your history

One of the things we like to do as a family to be more responsible travelers is to learn about the history of a destination. Something you can do before walking the Freedom Trail with kids is to brush up on your American history.

The Freedom Trail website has brief descriptions of each point of interest along the trail, and its significance in United States history. If you want more in depth information, you can take one of the many Freedom Trail walking tours offered.

Another thing that the kids and I did before walking the trail was to read a book about the American Revolution, to get us in the mood for learning about history.

6. Check out the points of interests

Walking along the trail is only half the fun of the whole Freedom Trail experience. There are 16 spots along the Freedom Trail, and each one is worth a bit of exploration.

During our experience of walking the Freedom Trail with kids, we chose to stop at Faneuil Hall Marketplace. While there, we saw a live demonstration of a printing press, printing a copy of the Declaration of Independence, just like in the 1770’s. What a treat for the kids to be able to see history come alive!

A woman working a traditional printing press in Boston, MA, an example of what to see while walking the Freedom Trail with kids
A woman working a traditional printing press (September 2018)

7. Eat at the eateries along the way

Speaking of Faneuil Hall Marketplace, be sure to give yourself time to check out the eateries along the Freedom Trail. Faneuil Hall, and nearby Quincy Market, has a number of sit down eateries, as well as counter-style places.

By far, our favorite place to eat while walking the Freedom Trail with kids is the Union Oyster House. This restaurant has been in business since 1862, and serves one of our favorite bowls of clam chowder!

Love learning and traveling with your kids? Click here to dive deeper into the topic of worldschooling.

Walking the Freedom Trail with kids: an experience to remember!

Walking the Freedom Trail with kids is truly an experience to remember. We were so proud of the kids, absorbing the sites as they followed the red line that wound through the old streets of Boston.

I know that we will see many more historical sites during our travels, both in the United States and elsewhere around the world. We are lucky to have this opportunity to experience history!

Do you have experience walking the Freedom Trail with kids? Share it in the comments!

Seven Tips For Walking The Freedom Trail With Kids | The Wandering Daughter

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