Freedom Trail Run
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Freedom Trail Run is the active way to see Boston! https://freedomtrail.run/ Freedom Trail Run™ is the active way to tour historic Boston!
Our guided 5k run will show you Boston's most famous historical sites while you get a light workout! We stop 16 times so even beginner runners will have fun!
09/27/2026
Nor’easter days always remind us of this one. 🌧️
Back in 2012, this crew got the full Boston experience — pouring rain, howling wind, a fogged-in skyline and a very lively ferry ride back across the harbor.
Somehow, everyone was still smiling.
Possibly the most ridiculous weather we’ve ever run in. And definitely one of the most memorable.
Who else has a run they still talk about years later?
09/12/2026
Fall 2-for-1 Special - Bring a friend for free! We have a limited number of 2-for-1 entries available on Eventbrite. Don't miss our Fall Kick-Off on Saturday, Oct 3rd! 🏃♀️🏃♂️
09/05/2026
What a great morning on the Freedom Trail! One of today’s runners first joined us way back in 2013 during Marathon Weekend - and returned 13 years later, this time with the whole family! So much fun having them out there with us this morning for the FTR 2.0 launch!
fresh FTR run shirts for tomorrow’s relaunch.
09/03/2026
We always match the pace to the group—but when everyone’s feeling strong, we can kick it into bootcamp mode and tackle all 294 steps to the top of the Bunker Hill Monument. America’s original StairMaster!
With our relaunch this Saturday, we’re thinking about adding Boston’s famous cop slide into the mix. Stay tuned!
09/03/2026
Can’t get enough of Boston’s littlest house! 🏠
Rare gravestone belonging to Boston, a free Black man who died in 1728/29, was rediscovered and restored in Granary Burying Ground.
Walking through Haymarket on our way to Paul Revere’s House!
03/07/2020
It was a super chilly morning but we had a blast exploring the Freedom Trail! 💨🏃♀️🏃🏻♂️
02/15/2020
Chilly weather can’t stop the freedom trail run!
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Boston Common
Boston, MA
02108