There’s no official rule about where to begin, but most people kick things off at Boston Common. From there, the trail snakes through the heart of the city and ends at the Bunker Hill Monument in Charlestown. That final stretch leads to one of the most symbolic sites of the American Revolution. Of course, if you’d rather do it backwards, nobody’s stopping you—it’s your patriotic pilgrimage! Either way, the journey between these two iconic spots is packed with stories.

Image: Roger Starnes Sr

Boston Common might be a peaceful green escape today, but it began with a much more practical purpose. Established in 1634, it’s the oldest public park in the US, and it was originally used for grazing livestock, not lounging on park benches.

The land was purchased from Anglican minister William Blackstone and soon transformed into a communal area by the Puritans. Over time, it has witnessed protests, public speeches, and even British troops setting up camp.

Image: Yassine Khalfalli

The Freedom Trail may only stretch 2.5 miles, but don’t let that fool you—it’s packed with history. The route winds through downtown Boston, passing 16 official landmarks. Most of the trail is flat and fully accessible, making it friendly for everyone. Just remember to bring comfy shoes!

Image: Naoki Suzuki

No need for a map or GPS—just follow the red-brick line! That bright path under your feet is the Freedom Trail’s signature feature. It weaves its way from site to site, keeping you on track with zero guesswork.

The trail’s design was first suggested by a local journalist in the 1950s, who wanted to link all the key historical spots. It’s Boston’s version of a historical yellow brick road—minus the flying monkeys, of course!

Image: Yassine Khalfalli

More than 4 million people walk the Freedom Trail each year—and not just tourists. Locals, history lovers, and school groups all flock to this living museum. It’s one of the most popular attractions in Boston, and for good reason.

From Paul Revere’s House to the Boston Tea Party site, each stop tells a story. Even if you’ve walked it before, there’s always something new to notice. So go ahead—join the crowd.

Image: Aubrey Odom

Unlike history books, the Freedom Trail doesn’t follow a strict timeline. It’s organized by geography, not chronology, which means you can hop around without feeling lost. For instance, Boston’s North End has a cluster of must-see sites close together. It’s totally fine to explore them first and double back later. Just follow your curiosity—and your feet—along the red bricks.

Image: Vika Chartier

The Freedom Trail is a goldmine of American "firsts." You’ll find the country’s oldest public park (Boston Common), its oldest public building (the Old State House), and even the site of the first major battle of the Revolutionary War (Bunker Hill Monument).

Paul Revere’s House is the oldest building still standing in Boston. And the Old North Church? That’s right—it’s the oldest church still standing in the country!

Image: Kelly Sikkema

Cemeteries might not sound exciting, but on the Freedom Trail, they can be. The Granary Burying Ground is the final resting place of Paul Revere and victims of the Boston Massacre.

Over at Copp’s Hill Burying Ground, you’ll find figures connected to the Salem Witch Trials and shipbuilders like Edmund Hartt. These aren’t just graves—they’re chapters in America’s story. And you’ll be walking right through them.

Image: Wenhao Ruan

Every building and site along the Freedom Trail is the genuine article. Thanks to meticulous preservation, nothing is a recreation or reimagining—you’re standing where revolutionaries stood, seeing what they saw.

There’s something special about touching the same walls and walking the same halls. It’s as close to time travel as you’re going to get. How great is that?

Image: Liubov Ilchuk

Sure, you're here for the history, but Boston’s modern charm is hard to miss. Between historic stops, you'll find lively markets, cozy restaurants, and the buzz of city life all around. Grab a cannoli in the North End or sip coffee where patriots once plotted revolts. The Freedom Trail offers a perfect blend of old and new.

Image: Brett Wharton