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Run through historic Boston

Boston, United States

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Experience hosted by Jennifer

60 mins
Includes drinks, equipment
Up to 6 people
Hosted in English

What you'll do

We'll go on a 3-4 mile run at a casual pace (typically about 10 min/miles, but that's flexible based on your comfort level).

Since most visitors already have plans to see the major Freedom Trail hotspots, we mainly bypass those busier sites in favor of seeing neighborhood gems right in the heart of Boston—the ones that are known and beloved by locals.

The route begins in the Boston Public Garden, passing through Boston Common, into the Beacon Hill neighborhood, then along the beautiful Charles River Esplanade and into Back Bay. I'll fill you in on some of the hidden secrets of the city and its history, and offer insights into Boston's famous running scene. We'll pass by the Boston Marathon finish line before ending in my own neighborhood—the charming South End—where we'll grab a coffee (on me!).

Due to Covid-19, all guests must run in a mask right now. (I find buffs/gaiters are easiest for running in.) We will make as many stops as needed to make sure everyone is comfortable.
Other things to note
Wear your running shoes and running clothes. Expect a casual pace—typically about 10 min/miles, but that's flexible based on what's comfortable for you. We often take a stop or two for pictures.
We'll go on a 3-4 mile run at a casual pace (typically about 10 min/miles, but that's flexible based on your comfort level).

Since most visitors already have plans to see the major Freedom Trail hotspots, we mainly bypass those busier sites in favor of seeing neighborhood gems right in the heart of Boston—the ones that are known and beloved by locals.

The route begins in the Boston Public Garden, passing through Boston Com…

Jennifer's commitment to safety

This host committed to Airbnb’s COVID-19-related safety and cleaning guidelines—including adhering to social distancing guidelines, practicing good hygiene, and ensuring that all participants wear a mask.
Learn more

What's included

  • Drinks
    Coffee
  • Equipment
    Hand sanitizer, as needed
From $29
/ person
Sun, Nov 29
10:00 AM - 11:00 AM
$29 per person
$29 per person
Mon, Nov 30
7:30 AM - 8:30 AM
$29 per person
$29 per person
Wed, Dec 2
7:30 AM - 8:30 AM
$29 per person
$29 per person

Meet your host, Jennifer

Host on Airbnb since 2016
  • 53 Reviews
  • Identity verified
I'm a 10-time marathoner and just ran my third ultra marathon on the trails. (I love running long—it's a great excuse to run slow!) In my day job as a journalist, I've written about running for Runner's World and The Atlantic.

More to the point, I've run all over Boston's streets with other runners from all parts of the city. I'd love to show you my favorite running spots—and end with a coffee at one of Boston's best cafes.
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Where you'll be

Boston Public Garden & Boston Common—the oldest botanical gardens and public park in America.
Beacon Hill—Underground Railroad history, brick sidewalks and the most photographed street in America.
Charles River Esplanade—scenic views along the water.
Back Bay—Parisian-style city streets.
South End—the highest concentration of Victorian townhouses in the country.

Rated 4.96 out of 5 from 53 reviews.

Courtni
October 2020
Super sweet and very accommodating! Definitely a must do! She took us to places that are off the beaten path and unique to Boston.
Casey
October 2020
Running with Jennifer was a great way to explore Boston. We were able to cover a lot of ground and see some unique Boston sights in no time at all. Jennifer is easy to talk to, fun to be around, and shared a lot of interesting insight into the area. The run opened my eyes up to some new places to explore and I saw more with her in an hour than I'll probably see by myself all weekend!
Running with Jennifer was a great way to explore Boston. We were able to cover a lot of ground and see some unique Boston sights in no time at all. Jennifer is easy to talk to, f…
Sara
November 2019
Jennifer is super knowledgeable about Boston and it’s history, and is also a fun and personable host! She took me around Boston and explained the history of each neighborhood, as well as her personal history in the town. I mentioned on the run that I get list easily, so she even helped me map my route home before she left! Running with Jennifer was a treat and one of the experiences I’ve been most excited for on my trip. Well worth the fee!
Jennifer is super knowledgeable about Boston and it’s history, and is also a fun and personable host! She took me around Boston and explained the history of each neighborhood, as w…
Coale
October 2019
Running with Jennifer was an excellent experience and a highlight of my trip to Boston. She was accommodating with my schedule, on time, and knowledgeable about the city and it’s history. Jennifer is a expert conversationalist, interesting and cultured. Shared her interests and inquired about mine. Go for a run with her. I highly recommend it.
Running with Jennifer was an excellent experience and a highlight of my trip to Boston. She was accommodating with my schedule, on time, and knowledgeable about the city and it’s h…
Kate
October 2019
Yes, I’ve lived in Boston for 10 years and Jenny legit told us things I never knew about the city and even took us down streets I’ve never been down. Should I be mortified and embarrassed? Probably. Am I? Absolutely not! You should clearly go on this tour if you love running and want to see beautiful areas of Boston whether you’re visiting or honestly live here and failed at history (*raises hand* haha)! She is so wonderful to spend time running with and talking to!! I HIGHLY recommend her!! (Also coming from a girl who is obsessed with coffee over here...she took us to a delicious coffee shop after the run that I’ve never been to, haha...I swear I get out of my apt every day!)
Yes, I’ve lived in Boston for 10 years and Jenny legit told us things I never knew about the city and even took us down streets I’ve never been down. Should I be mortified and emba…
Bret
October 2019
This was my third time visiting Boston but I got to see a lot of new things on the route. Great way to explore more local areas instead of just the touristy parts. Also learned some interesting things about the city. Jennifer was a great guide. I'd recommend it to anyone.
This was my third time visiting Boston but I got to see a lot of new things on the route. Great way to explore more local areas instead of just the touristy parts. Also learned som…

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Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Guest requirements

Up to 6 guests ages 14 and up can attend.

What to bring

Wear running shoes and exercise clothing. All guests must currently wear a mask

Only bring what you can run with! There is nowhere to check a bag