• About Us
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    • Celebrating Roxbury’s Rich History
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The Road To Wellness 5K Run/2-Mile Walk

Embrace your journey. Walk or run with us!

Celebrating Roxbury’s Rich History

When our founder Thaddeus Miles began his running journey in 2014, he noticed that there were no 5K races in Roxbury. He decided to change that.

Road to Wellness is proud to honor Roxbury’s history as we celebrate our community.

The route of the Road to Wellness 5K was drawn specifically to highlight important historical landmarks in the neighborhood. Below are some of the key historical landmarks around the route.

Malcolm X—Ella Little-Collins House

The Malcolm X—Ella Little-Collins House is a historic house at 72 Dale street in Roxbury. Built in 1874, it was for many years home to Ella Little-Collins, a prominent local civil rights activist, and was home to her younger brother Malcolm X during his later teenage years.

In 1998, the Malcolm X-Ella Little-Collins house was designated a City landmark by the Boston Landmarks Commission.

National Center of Afro-American Artists

The National Center of Afro-American Artists (NCAA) is located at 300 Walnut Street.

Housed since 1980 in the historic Abbotsford Estate in Boston’s Roxbury neighborhood, NCAAA has provided a continual platform for established, new, and underrepresented artists of the African diaspora, harnessing the power of art to bring people together and catalyze movements. 

In addition to presenting critically acclaimed exhibitions and serving as a cultural and academic repository, NCAAA houses a collection of over 3,000 objects and its music division produces and performs its distinctive Black Nativity as written by Langston Hughes. Over fifty years, Black Nativity has become a cherished Boston tradition.

John A. Shelburne Rec. Center

The John A. Shelburne Center is located at 2700 Washington Street.

John A. Shelburne worked as a boys’ social worker in the community for thirty years at the Robert Gould Shaw House, a local settlement house and community center named after the commanding officer of the all-Black Civil War regiment.  The recreation center was named in his honor late in his prolific career.

Melnea A. Cass Rec Complex

The Melnea A. Cass Recreation Complex is located at 120 Martin Luther King Jr. Boulevard.

Melnea Agnes Jones Cass, the “First Lady of Roxbury,” was a nationally known African American community leader, civil rights activist and advocate, problem-solver, wife, mother, and grandmother. In 1920, following the ratification of the 19th Amendment, she organized a group of African American women in the community to register and cast their first votes.

From 1962 to 1964, she served as President of the NAACP’s Boston branch and protested the Boston Public School Committee’s policy of segregation.

Her life motto was: “If we cannot do great things, we can do small things in a great way.”

The Dimock Center

Founded in 1862 by Dr. Marie Zakrzewska as the New England Hospital for Women and Children, The Dimock Center sits on 9 acres at 55 Dimock Street. At the time of its founding, it was the second hospital in the country built by women, for women. All of the physicians on staff were women.

The New England Hospital was also home to the country’s first nursing school. In 1873, Linda Richards became the first nurse professionally trained in the U.S., and in 1879, Mary Eliza Mahoney became the first African American nurse to be professionally trained in the U.S.

The Dimock Center now serves 19,000 residents in Roxbury and beyond, providing high-quality, affordable health care, early education, substance use recovery services, and more.

Fort Hill Tower

The Fort Hill Tower is an iconic feature of the Fort Hill neighborhood of Roxbury. Located at the top of the historic Highland Park, the location of a strategic fort during the American Revolution, it provides a stunning view of Roxbury.

The FREE Summer Training Series is on now!

road2wellness5k

Empowered by @thedimockcenter, @hoodfitma & @teambaa | Inspiring fitness & celebrating community 🧡👟💚 | #Road2Wellness5K

We’re proud to recognize the Boston Athletic Ass We’re proud to recognize the Boston Athletic Association (@teambaa) as a sponsor of the 11th Annual Road to Wellness 5K! 💪💙

Thank you, BAA, for your incredible support and longtime partnership. From training tips to race-day energy, your commitment to community health and movement inspires us every step of the way!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #ThankYou #Sponsor
That’s a wrap on Phase 2 of our Summer Training That’s a wrap on Phase 2 of our Summer Training Series! ☀️

We’ve loved every mile, stretch, and stride with this amazing community. Thank you for showing up and showing out!

Special thanks to Team Dimock for joining us last week and sharing your Boston Marathon stories and tips. Your advice and support are truly appreciated! 💙

📅 Next up: Phase 3 kicks off Saturday, August 2, at The Dimock Center! Let’s keep the momentum going as we get closer to race day.

👟 And if you haven’t registered for the Road to Wellness 5K Run/2-Mile Walk yet, now’s the time! Join us on Friday, September 6, for an unforgettable celebration of wellness, movement, and community.

Register today at the link in our bio!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
We’re proud to recognize the Stop & Shop Corpora We’re proud to recognize the Stop & Shop Corporation (@stopandshop) for their generous sponsorship and long-time support of the Road to Wellness! 

From providing water and healthy snacks to championing community wellness, Stop & Shop has been with us every mile. 💪🍎

Thank you for helping us make the Road to Wellness an event that is free and accessible to all. 🧡

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #ThankYou #Sponsor #StopandShop
🌞 Summer Training is ON for Saturday, July 26, 🌞 Summer Training is ON for Saturday, July 26, but we’re switching up the location just a bit!
 Join us at Franklin Park’s Playstead Picnic Space, same time, new spot!

⏰ Meet at 8:45 AM for our usual dose of movement, motivation, and community.

This week, we’ll be joined by Team Dimock—a group of incredible runners who ran the Boston Marathon to fundraise in support of our partner @TheDimockCenter. 💙

They’ll be sharing their stories and training tips to help keep us motivated on our wellness journeys. Don’t miss it!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
Whether you're just getting started or building on Whether you're just getting started or building on your progress, training tools make all the difference! 🏃🏽‍♀️🏃🏾‍♂️

We’re excited to share these free training resources from our friends at the Boston Athletic Association @teambaa to support you on your wellness journey. 🏅

✅Healthy habits
✅ Activity planner
✅ Running and walking guides
 …and more!

Check them out here: www.baa.org/baa-neighborhood-fitness-series-training-resources

RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #BAA #TrainingTips
We need YOU to volunteer at the 11th Annual Road t We need YOU to volunteer at the 11th Annual Road to Wellness and Summer Training Graduation!

The Road to Wellness is more than a race; it's a free celebration of community, culture, and wellness for all ages and fitness levels. We’re looking for volunteers to support every step of the way!

From training graduation to pre-race prep to post-race celebration, we’ve got a role for everyone:

🗓️ Volunteer Dates:
 • Summer Training Graduation: Saturday, August 23
 • Pre-Race Set-Up: Friday, September 5
 • Race Day: Saturday, September 6

Join us as we promote wellness while embracing Roxbury’s rich history and vibrant community. 

Register and learn more at the link in our bio!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #Volunteering #EventSupport #Volunteers
We’re back this Saturday, July 19, for another e We’re back this Saturday, July 19, for another energizing training session at Franklin Park’s Shattuck Picnic Grove! 🌳 

Meet us at 8:45 AM and get moving with a community that motivates and uplifts.
Big thank you to @OfficialBlackGirlsRun Boston and @BMRBoston for bringing the energy last weekend, we loved having you with us! 💚

Haven’t joined yet? No worries! You can register and jump in anytime, just click the link in our bio.

Make sure to keep an eye on our website for training locations and updates. 👀

See you this weekend!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #BGR #BMR #BlackGirlsRun #BlackMenRun
🎧 We’re going live! Catch some of our fantas 🎧 We’re going live!

Catch some of our fantastic Summer Training Series coaches tomorrow, July 16, at 10 AM on @SparkFMonline’s “Saucy and Friends” Morning Show! 

Head Coach Yvel and Coaches Ivy and Adam will be joining @IamMsHotSauce, @MsToni_BeKnowin, and @RockstoneTrizz to talk all things Road to Wellness 5K Run/2-Mile Walk and our free Summer Training Series.

📻 Tune in at sparkfmonline.com/live to hear how you can get moving, connect with the community, and train with us, no matter where you’re starting from.

Registration is still open—don’t miss your chance to be part of this journey! 🏃

Sign up through the link in our bio. 

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
We’re honored to have Beth Israel Lahey Health a We’re honored to have Beth Israel Lahey Health as a sponsor of this year’s 11th Annual Road to Wellness 5K Run/2-Mile Walk!

Their generous support helps keep the Road to Wellness race and Summer Training Series free, inclusive, and open to all.

Thank you, Beth Israel Lahey Health, for your commitment to community health and for helping us go the distance! 💚

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #ThankYou #BethIsraelLaheyHealth
Phase Two Starts This Saturday! 🏃🏽‍♀️🌳

We’re kicking off Phase Two of the Road to Wellness Summer Training Series on Saturday, July 12 at 8:45 AM—now at Franklin Park’s Shattuck Picnic Grove!

Missed Phase One? No problem! You can join us at any time. Let’s keep the energy going and enter phase two strong together! 💛

📍 New Location: Shattuck Picnic Grove, Franklin Park
🕣 Saturday, July 12 @ 8:45 AM
📲 Register today at the link in our bio

We can’t wait to see you there!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
🎙️Catch us on Wednesday, July 16 at 10 AM on 🎙️Catch us on Wednesday, July 16 at 10 AM on @SparkFMonline’s “Saucy and Friends” Morning Show! 

Some of our amazing coaching team—Head Coach Yvel and Coaches Ivy and Adam—will be live with @IamMsHotSauce, @MsToni_BeKnowin, and @RockstoneTrizz talking all things Road to Wellness 5K Run/2-Mile Walk and our free Summer Training Series! 🔥

Tune in at sparkfmonline.com/live 📻

Whether you're walking or running, just getting started, or already in your stride, the Road to Wellness is for you.

✨Ready to move with us this summer? There’s still time to join—registration is open, and we’ll be training all the way to race day.

Head to the link in our bio to sign up!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #SparkFM #SaucyAndFriends #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether
We’re so proud to welcome back our long-time sup We’re so proud to welcome back our long-time supporter, @johnhancock, as the Lead Sponsor of this year’s 11th Annual Road to Wellness 5K Run/2-Mile Walk! 

Their incredible support helps make both the race and the Summer Training Series free and accessible for all.

Thank you, John Hancock, for paving the way for our community to take meaningful steps toward health, wellness, and connection.

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #ThankYou #JohnHancock
🚨 No training this Saturday, July 5 🚨 No tr 🚨 No training this Saturday, July 5 🚨

No training this weekend! Don’t worry, we’ll be back in full stride the following week as we kick off Phase Two of the Summer Training Series! 🎉

Join us on Saturday, July 12, at the Shattuck Picnic Grove in Franklin Park to keep moving with our amazing community. Whether you walk, run, or roll, all paces are always welcome.

In the meantime, keep that momentum going—every step counts, and we can’t wait to see you back out there soon! 💪

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
That’s a wrap on Phase One! 💥 Thank you to That’s a wrap on Phase One! 💥 

Thank you to everyone who showed up with heart, hustle, and community spirit.

There’s no training this Saturday, July 5, but we’re back at it next week! Phase Two kicks off Saturday, July 12, at the Shattuck Picnic Grove in Franklin Park. 

Let’s keep the momentum going! 💪🏃‍♀️

It’s never too late to join! Register now and join us on the #RoadToWellness at the link in our bio.

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
Ready, set, go! 🏁 Join us tomorrow, Saturday, Ready, set, go! 🏁

Join us tomorrow, Saturday, June 28, at 8:45 AM at Malcolm X Park as we close out the first leg of our journey together. 

This training session will feature a one-mile time trial—a timed walk or run to help you establish your baseline pace. Whether it’s your first session or you’ve been with us all season, this one’s all about you and your progress!

Come move, train, and vibe with us, and let’s time your one-mile pace! 🧡
✅ Register today at the link in our bio
 📌 Reminder: No training on Saturday, July 5, due to the Independence Day holiday

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
Huge thank you to the @teambaa and the Boston Mara Huge thank you to the @teambaa and the Boston Marathon champions who joined our training this weekend and shared their stories, advice, and motivation. And big love to our amazing coaches and community who continue to show up and move with purpose every Saturday 🏃🏿‍♀️✨

📅 Next up: Saturday, June 28 at 8:45 AM | Malcolm X Park
Let’s keep the momentum going and finish Phase One strong! All are welcome—whether you’re a returning participant or brand new to the community, we’d love to see you there.

Reminder that there will be no training on Saturday, July 5, due to the Independence Day holiday ❌

🔗 Don’t forget to register! (Link in bio)

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA #BostonMarathon
Join #BostonMarathon legends Sharon Lokedi, Edna K Join #BostonMarathon legends Sharon Lokedi, Edna Kiplagat, and more for a special Meet & Greet at tomorrow's Road to Wellness Summer Training! 👟

Road to Wellness Walkers & Runners can ask questions and get motivated by some of running’s most accomplished athletes. ✨

See you at Malcolm X Park in #RoxburyMA at 8:45 AM! 📍

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether
💪 Start your weekend strong and join us for tra 💪 Start your weekend strong and join us for training this Saturday, June 21, at 8:45 AM at Malcolm X Park!

Whether it’s your first session or you're returning, you’re always welcome—it’s never too late to join! All paces are encouraged—walk, jog, or run with us as we train together for the big day. 🌟

No need to wait until Saturday to focus on your wellness! Here are some tips to keep in mind between trainings:

💧 Drink more water: boosts energy, supports digestion, and helps with fitness goals

😴 Get good sleep: keep your mood balanced and your body strong

🙏🏽 Practice gratitude: take a moment to reflect on what you’re thankful for

See you on Saturday!

Register at the link in our bio.

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
Looking for a reason to move this weekend? We’ve Looking for a reason to move this weekend? We’ve got you covered. 

Meet us tomorrow, Saturday, June 14, at 8:45 AM at Malcolm X Park for another session of our FREE Summer Training Series! 

Walk, jog, run, stretch—whatever your pace, you're welcome here.

Sign up now at the link in our bio!

📌 Friendly reminder: You’ll need to fill out a separate registration form for each event you want to join. For example, that means one for Summer Training and another for the 5K Run or 2-Mile Walk on September 6.

Let’s do this together. 💪

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether #RoxburyMA
We kicked off the 2025 Summer Training Series this We kicked off the 2025 Summer Training Series this Saturday at Malcolm X Park in #RoxburyMA—and it was a blast! 🏃🏾‍♂️

Thank you to everyone who showed up, moved with us, and brought the energy. From warmups to pace groups and cool downs, we’re officially on the Road to Wellness together! 💪

Big shoutout to our expert coaches, community partners, and @stopandshop for keeping us fueled with free snacks and water. 🙌

📅 Couldn’t make it? Join us next Saturday and every weekend leading up to our 5K Run/2-Mile Walk on September 6! All paces and fitness levels are welcome, regardless of whether you’ve been to previous trainings. 

👉 Register now at the link in our bio!

#RoadToWellness5K #Road2Wellness5K #Road2Wellness2Mile #Road2WellnessRox #CommunityWellness #MoveWithUs #AllPacesWelcome #FreeFitness #FreeinBoston #TrainTogether @baa @hoodfitma
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