Sat, Sep 12, 2026
📍 Fitchburg
Whether you're looking to run or take a leisurely walk, this beloved Fitchburg charity event gives you the flexibility to choose your own pace while supporting a great cause! All proceeds head straight to the Veteran's Relief Fund serving Fitchburg and nearby communities, making this the Veterans Council's most important fundraiser each year. If you register online before September 4th, you'll snag a complimentary t-shirt to boot!
Sat, Sep 12, 2026
📍 Lynn
Get ready to make a real impact while enjoying a beautiful Saturday morning at Lynn Woods Reservation on September 12th! This 5K run or walk supports The Haven Project's mission to help homeless and housing-insecure young adults ages 17–24 by funding their vital programs, housing assistance, and support services. Whether you're a competitive runner or prefer a leisurely stroll, you'll be part of something meaningful—plus stick around after to celebrate with food trucks, local vendors, family activities, and yes, your furry friends are welcome too!
Sat, Sep 12, 2026
📍 Dedham
Join us on September 12th in Dedham for a meaningful 5K where runners, walkers, and ruckers come together to honor the brave men and women—including first responders and military heroes—who made the ultimate sacrifice to protect our communities. This special event, coinciding with the 25th Anniversary of 9/11, sends a powerful message of remembrance to Gold Star Families and ensures they know we'll never forget their loved ones' service. Every dollar raised stays local to support grants that make a real difference for these families right here in Massachusetts.
Sat, Sep 12, 2026
📍 Centerville
Get ready to be part of an iconic East Coast tradition—this legendary event has been welcoming both seasoned triathletes and first-timers for 44 years, making it the longest-running tri series in the region! You'll swim, bike, and run right from the stunning Craigville Beach in Centerville, with Sprint and Olympic options that offer a solid challenge while remaining achievable for trained athletes, plus special waves for elites, families, and relay teams. Expect amazing views, incredible camaraderie, and that unforgettable feeling of crossing the finish line!
Sun, Sep 13, 2026
📍 South Weymouth
Lace up for a smooth, easy-on-the-legs 5K through the neighborhoods of South Weymouth, then head to Vitamin Sea Brewery to celebrate with a free drink (if you're 21+) and awesome prizes including cash and PUMA gear for our speediest runners. You'll get your race tee before the event, plus there are fun awards for everyone from the youngest runners through those 90 and up, and special recognition goes to the biggest team clubs that show up!
Sun, Sep 13, 2026
📍 Canton
Lace up for a fantastic morning of running in Canton at the Irish Cultural Centre's beloved 14th Annual 5K on Sunday, September 13, 2026! The main 5K kicks off at 9:30 AM on a scenic, flat course that starts and finishes right on the Centre's gorgeous grounds, with a FREE kids' fun run following at 11 AM for little ones ages 3-9. Everyone's invited—runners, walkers, stroller pushers, and wheelchair athletes—and you'll want to stick around after crossing the finish line for live music and celebration in the tent!
Sun, Sep 13, 2026
📍 Westport
Join us for our inaugural event supporting a wonderful cause in Westport, MA! Sign up before September 7th to snag a cool race tee, then arrive early on race day (bibs start at 10 am, race kicks off at 11 am at Horseneck Beach parking lot) for a fun 5K you can run, walk, or roll at your own pace. Your participation helps the Bishstrong Foundation grant financial aid to individuals purchasing life-changing adaptive equipment so they can live more independent, active, and fulfilling lives.
Sun, Sep 13, 2026
📍 Allston
Ready to be part of something special? We're looking for volunteers to help make our 2nd annual Charles River Marathon Invitational a success! You can help out during pre-race number pickup on Saturday, September 12th, or jump in on race day Sunday, September 13th, 2026—we need awesome people for everything from setup and registration to water stops, marshaling, and more. Head over to our event page to check out all available shifts and get the full scoop on this fantastic marathon experience!
Sun, Sep 13, 2026
📍 Haverhill
Get ready to pedal for a purpose! Head to Haverhill on Sunday, September 13, 2026, for Emmaus's beloved cycling celebration—now in its 38th year and having generated over $2.4 million since 1989 to combat homelessness in our community. Choose your adventure from five different distance options (3, 15, 35, 62, or 100 miles) through the scenic Merrimack Valley, join virtually, or bring the whole family for the 3-mile ride complete with bike safety tips and a decorating contest. You'll enjoy well-stocked rest stops along the way and finish strong with a community celebration!
Sun, Sep 13, 2026
📍 Dover-Sherborn
Get ready for the 19th edition of this beloved September sprint triathlon taking place on Sunday, September 13th, 2026 at 8am in Dover-Sherborn, MA! You'll kick things off with a refreshing .25 mile swim in the pristine Farm Pond, followed by a challenging 14.3 mile bike ride through scenic hills and backcountry roads that attract cyclists from across the state, and finish with a 3.4 mile run. Whether you're ready to compete or want to give back, volunteer opportunities are available for both students and adults!
Sun, Sep 13, 2026
📍 Eastham
Get ready to run through the heart of Cape Cod on Sunday, September 13, 2026, at this cherished community celebration that welcomes runners of every ability! Your journey takes you on a scenic 5K loop starting at First Encounter Beach, winding through Eastham's picturesque Samoset Road and past the local library before bringing you back to the beach. This year's race honors the memory of two special community members, Kit & Jerry, making it an extra-meaningful event for everyone involved.
Sun, Sep 13, 2026
📍 Carlisle
Lace up your running shoes and head to Great Brook Farm State Park in Carlisle, MA for an exciting cross-country experience that draws talented runners throughout the New England region! As an official USATF New England Cross Country Grand Prix event, you'll find yourself competing alongside some seriously competitive athletes. Get ready for a fun and challenging day of racing in a beautiful outdoor setting.
Sun, Sep 13, 2026
📍 Manchester-by-the-Sea
Get ready to explore the beautiful coastal town that gives this event its name while taking in some truly stunning scenery! You'll wind through the charming historic streets of downtown and past gorgeous freshwater lakes just over in Hamilton, making for a picturesque 13.1-mile adventure.
Sat, Sep 19, 2026
📍 Oak Bluffs
Get ready for a meaningful morning of running in beautiful Oak Bluffs! Start your day with the youngsters at 9:00 a.m. for a fun 1-mile jaunt near the harbor, then join the main 5K at 9:30 a.m. as you loop through this charming coastal town with gorgeous views of Vineyard Sound—all while supporting a wonderful community cause and honoring a meaningful legacy. Stick around after the race for awards and prizes celebrating top finishers and age-group winners!
Sat, Sep 19, 2026
📍 Buzzards Bay
Join us for Cape Cod Canal Day in Buzzards Bay, MA, where walkers and runners of all ages compete for top honors across multiple age categories (10 & under through 70+), plus overall male and female winners—and yes, running strollers are welcome (just line up toward the back)! Grab your race bib at the Cape Cod Canal Chamber Office on Friday, September 18th from 3-5pm, or at Buzzards Bay Recreation Area on Saturday, September 19th starting at 8am, and don't forget to register by August 30th if you want to snag a commemorative t-shirt.
Sat, Sep 19, 2026
📍 Greenfield
Get ready to experience the return of adventure racing to Massachusetts with an action-packed day in beautiful Greenfield! You'll tackle mountain biking, trail running, paddling, and orienteering challenges as you navigate through the scenic Connecticut River Valley and discover the Bay State's stunning hills, forests, and waterways over approximately fifteen hours. This inaugural event marks an exciting comeback for the sport in the region after more than a decade away.
Sat, Sep 19, 2026
📍 Boston
Head to Franklin Park in Boston on Saturday, September 19, 2026 for the 58th running of this legendary cross country meet founded by Coach Bill Squires! Registration kicks off at 9 a.m., with the women's 5km starting at 10:30 a.m. and the men's 8km at 11:15 a.m., so come ready to race on modified loop courses (maps dropping by end of August). Expect competitive fields with top-7 finishers earning custom medals and winning teams taking home plaques—just bring your A-game (aim for 30:00 or faster in the 5km, 45:00 in the 8km), be at least 16 years old, and register by September 16 for just $15!
Sat, Sep 19, 2026
📍 Bedford
Get ready to run and support a great cause at this festive 5K event in Bedford, MA! Your entry fees go straight to helping fund Recreation Department scholarships, and if you sign up before September 1st, you'll snag a commemorative t-shirt. Head to the registration table at 7:30am on race day, and you'll be hitting the pavement by 8:30am.
Sat, Sep 19, 2026
📍 Edgartown
Join us on Saturday, September 19th in Edgartown, MA for a meaningful community experience that kicks off before dawn and carries through sunrise at the Bend in the Road on State Beach. This inspiring 9-year-running walk symbolizes the journey from the darkness of depression and mental illness toward hope and healing, and we'd love to have you there! Head to the Edgartown Park & Ride parking lot (12 Dark Woods Road) where shuttle service will get you to Beach Road.
Sat, Sep 19, 2026
📍 Peabody
Mark your calendar for a special celebration of 25 years of community fitness! Join us in Peabody on Saturday, September 19, 2026, for an exciting morning featuring a 5K run, 2-mile fun walk, or virtual participation option—whatever works best for you. With registration opening at 7:45 AM and the race kicking off at 9:00 AM, you'll enjoy awards, refreshments, and the chance to be part of the city's biggest annual road race while supporting a great cause.
Sat, Sep 19, 2026
📍 Burlington
Join us on Saturday, September 19, 2026, in Burlington, MA, for a wonderful community gathering that celebrates health, hope, and life! We're so grateful to everyone—our amazing runners and walkers, generous donors, and supportive sponsors—who make this event possible and help us make a difference together.
Sat, Sep 19, 2026
📍 Stoughton
Join us in Stoughton, MA for the second year of this special 5K walk and run benefiting the National Kidney Foundation—a cause close to our hearts at Town Spa, where one of our managers is personally affected by kidney disease. Lace up to help prevent kidney disease, support those living with it, and advance organ donation efforts while enjoying pre-race energy drinks, post-race refreshments from Liquid Death, and tasty snacks. The fun kicks off at 9:00 AM with registration and bib pickup starting at 8:45 AM (with early pickup available a few days before), and overflow parking is conveniently located at Gibbons School.
Sat, Sep 19, 2026
📍 Brewster
# GutCheck Cape Cod
Get ready for an unpredictable adventure race through Brewster's sprawling Nickerson State Park that'll keep you on your toes—literally! Born from five years as a brutal sprint triathlon, this point-to-point challenge mixes running, cycling, and navigation over a fresh course each year that stays secret until race day. Fair warning: this one's built for experienced athletes who don't mind tackling icy water, punishing climbs, and technical trail running, so come prepared for a serious test of your endurance!
Sat, Sep 19, 2026
📍 Greenfield
Lace up for this community-focused 5K in Greenfield that honors Don Maynard's legacy while supporting local students! Pre-register for just $30 (5K) or $25 (2-mile walk), with discounted student pricing at $20, or sign up on race day for $35 and $30 respectively—plus enjoy special perks like race shirts for the first 50 runners and a $5 discount for runners 65+. All proceeds benefit the Don Maynard Scholarship Fund, which helps graduating Franklin County high school seniors achieve their dreams, and young speedsters can compete for $50 prizes in age-group categories.
Sat, Sep 19, 2026
📍 Springfield
# Rewritten Description
Get ready to make a difference! Join us on Saturday, September 19, 2026 at 10:00 AM in Springfield, MA for a fun 5k run/walk that supports Synovial Sarcoma Research and Awareness. You'll start and finish at King Phillip's Stockade (70 Columbus Ave), enjoy free parking, receive a commemorative t-shirt, and help raise funds for an important cause—with early bird registration available through August 31st for just $25 adults ($10 kids 13 and under).
Sat, Sep 19, 2026
📍 Springfield
Join us for a fantastic day of running or walking to support Christina's House, a faith-based organization dedicated to helping homeless and near-homeless women and children in Springfield, MA build better lives through education and compassionate care. Whether you choose the 5K run or 1-mile walk, your participation directly helps us provide essential services—from housing and utilities to meals, bedding, and professional support—that empower mothers and children to gain the skills they need for independence and stability. Together, we're making a real difference in our community!
Sat, Sep 19, 2026
📍 Stow
Get ready to swing for a cause at this year's golf tournament celebrating Trevor Kononenko's legacy while supporting Active Minds—a fantastic organization dedicated to empowering young people to make a real difference in mental health awareness across the country. The fun kicks off Saturday, September 19, 2026 at Stow Acres Country Club in Stow, MA, with flexible playing options for individuals and groups, plus a raffle and auction to wrap up the day. Your participation and donations help create meaningful change in youth mental health, and yes, your contribution is tax-deductible!
Sat, Sep 19, 2026
📍 Harvard
Get ready to celebrate the season with us in Harvard, MA at this friendly autumn running event where you'll dash through a scenic combination of paved and gravel paths! Bring your loved ones along to enjoy the festive atmosphere at the finish line, grab your $5 coupon for food or drinks, and support the Harvard Lions Club with a donation if you're able. It's the perfect way to kick off fall with a great community run!
Sat, Sep 19, 2026
📍 Dover
Join us in beautiful downtown Dover to support the Dover Sherborn Cross Country team while you run a scenic, welcoming 5K course that's safe and fun for everyone—whether you're a first-timer or a seasoned racer. This beloved community event kicks off and finishes right by the American Legion, and we're keeping entry fees affordable as we celebrate our 11th year. Come be part of a race where you'll connect with fellow runners while helping out a fantastic cause!
Sat, Sep 19, 2026
📍 Ware
Lace up and head to Grenville Park in Ware, MA for a fun community 5K where your participation directly supports the upkeep of the Joe C. Knight Memorial Playground at St. Aloysius Catholic School! Whether you're a runner or walker, this annual event is a great way to get moving while helping out a local school. Come celebrate with us and make a real difference for the kids!
Sun, Sep 20, 2026
📍 Westport
Get ready to experience multisport racing in one of the most scenic settings around—this season-closing event takes place right along gorgeous Buzzards Bay with stunning coastal views that'll make you forget you're actually working hard! You'll pedal through charming Westport farmland that looks like it belongs in a home décor magazine, then finish your run on a beautiful beach path with the bay stretching out beside you. It's the perfect way to wrap up your racing season while soaking in some serious New England beauty!
Sun, Sep 20, 2026
📍 Milton
Get ready to tackle the Arc'teryx Run Boston 10K in beautiful Milton, MA – a fantastic 10-kilometer challenge that's perfect for runners looking to test their speed and endurance! Lace up your shoes and join fellow runners for an awesome community event in the heart of the Boston area.
Sun, Sep 20, 2026
📍 Sandwich
Join us for a meaningful 5k run and walk that honors Captain Gerald F. DeConto, a Sandwich native who tragically lost his life during the 9/11 Pentagon attack, with all proceeds supporting the scholarship fund established in his memory since 2002. Lace up on Sunday, September 20, 2026 at 9:00 a.m. at Stop & Shop Plaza on Route 6A for a beautiful 3.1-mile loop around Sandwich Marina and the beach, complete with a special memorial ceremony to kick things off. Whether you're a runner going for a personal best or a walker enjoying the scenic coastal route, everyone's welcome to be part of this heartfelt community event!
Sun, Sep 20, 2026
📍 Newton
Get ready for a wonderful day of walking around scenic Crystal Lake in Newton this September 20th! This family-friendly event welcomes walkers of all ages and supports an important cause—helping neighbors in need with food, clothing, and housing assistance. Join the Sacred Heart/Our Lady Help of Christians Collaborative as they continue their tradition of raising funds and awareness for the local community, building on their impressive track record of collecting over $35,000 in previous years.
Fri, Sep 25, 2026
📍 Worcester
Join this meaningful 5k celebration on the WPI campus where two fraternities come together to support mental health and suicide prevention awareness while honoring the memory of Alex Hughes and Jack Forsyth. You'll enjoy food and drinks after the race, making it a great way to be part of a community effort that truly makes a difference. All proceeds go toward raising awareness and funds for this important cause.
Sat, Sep 26, 2026
📍 West Harwich
Get ready for a fantastic family-friendly 5K at the gorgeous Pleasant Street Beach in West Harwich, where you'll enjoy stunning views of Nantucket Sound along a brand-new scenic route! Your entry supports two amazing causes—Shriners Children's and St. Jude Children's Research Hospital—plus you'll score a free race tee (if you register by September 1st), stick around for the Red River BBQ-sponsored after party and awards ceremony, and celebrate with up to 2 complimentary beers right there at the beach parking lot.
Sat, Sep 26, 2026
📍 Princeton
Join us on September 26th at Leominster State Forest for our second annual Backyard Ultra, where you'll tackle a 4.167-mile loop every hour and keep going as long as you can—just make sure you're back at the start line when each new hour begins or you're done for the day! We'll keep you fueled with snacks and drinks, provide shade under canopies, and have porta potties on site, so bring a chair or blanket, pack extra food and water, and come ready to challenge yourself, make friends, or simply spend a Saturday surrounded by nature. This is the ultimate test of endurance where runners keep circling until only one remains standing!
Sat, Sep 26, 2026
📍 Barre
Head to Smoke Crest Farm in Barre, MA this Saturday, September 26th for a meaningful morning supporting dementia awareness! Browse resource booths from community organizations, learn about brain health and cognitive care, meet the farm's rescue animals, and connect with healthcare professionals and caregivers—all before enjoying a 5K fun run or walk starting at 11:30 AM. Together, let's celebrate memory, reduce stigma around dementia, and show support for the millions of individuals and families affected by memory loss and cognitive challenges.
Sat, Sep 26, 2026
📍 Lincoln
Get ready to support a fantastic cause while you run or walk! This 5K benefits AFCEA's Educational Foundation, which has awarded over $72,000 in scholarships and grants this year to help students pursue careers in STEM. By participating, you'll be joining a community of local businesses, professionals, and military members all working together to inspire the next generation of innovators and leaders.
Sat, Sep 26, 2026
📍 Medway
Join us for a glowing evening of fun in Medway this September 26th, 2026, when the Medway Police Association hosts their 8th annual nighttime 5K run/walk and kids obstacle course adventure! Little ones (ages 3-12) can start the night by tackling giant inflatable obstacles and racing across an illuminated field at 6:30 PM, while runners of all ages lace up for the timed 5K that follows under the stars. Head to the Medway Parks & Recreation Facility on Holliston Street for an unforgettable evening of community spirit and glowing good times!
Sat, Sep 26, 2026
📍 Northborough
Join us on Saturday, September 26th, 2026, in Northborough for a fun community 5K where runners and walkers of all levels are welcome—just show up at 8:00 AM for registration and we'll kick things off at 9:00 AM! Whether you're an adult ($35) or under 18 ($25), you'll enjoy complimentary bananas and water, plus medals for first-place finishers in each category, and a free t-shirt if you register by September 1st. Head over to the Northborough Applefest website for all the details about this event brought to you by the Applefest Committee.
Sat, Sep 26, 2026
📍 Boston
Get ready to celebrate Colin's Joy Project on September 27th, 2025, in beautiful South Boston with a fantastic 5K run along the scenic beaches, plus youth races to kick things off at 8:15 a.m.! Stick around after you cross the finish line for refreshments, live entertainment, awards, raffle prizes, and exclusive Colin's Joy Project merchandise—plus the first 250 registered 5K participants will score a commemorative race shirt. This fun-filled day supports an amazing mission while bringing together runners of all ages and abilities.
Sat, Sep 26, 2026
📍 Scituate
Lace up your sneakers and head to Scituate, MA for a wonderful day of walking and giving back to your community! We're kicking off at 8:30 AM with refreshments and great company, then hitting the pavement at 9:30 AM—plus the first 100 sign-ups score awesome commemorative tees. Every dollar you donate goes straight to supporting local neighbors in need, so whether you're walking, spreading the word, or contributing what you can, you're making a real difference in people's lives!
Sun, Sep 27, 2026
📍 Lowell
Get ready to chase that Boston Marathon qualification in Lowell, MA—this event has a stellar track record of helping runners achieve their BQ goals! If a full marathon feels like too much right now, you can tackle the scenic half marathon instead, or team up with a friend for the half marathon relay. The whole weekend is brought to you by passionate running enthusiasts with the Greater Lowell Road Runners, who truly understand what runners need.
Sun, Sep 27, 2026
📍 Tewksbury
Lace up for a great cause on Sunday, September 27, 2026, at 9:00 AM at Tewksbury High School when the community comes together for this 5K run/walk benefiting Into Action Recovery Inc., a local nonprofit dedicated to supporting men and women on their recovery journey from substance use disorder. Registration kicks off at 7:30 AM, and whether you're a seasoned runner or prefer a leisurely walk, everyone is welcome to participate and help make a difference. You'll also have the opportunity to honor a loved one or explore sponsorship options to amplify your impact!
Sun, Sep 27, 2026
📍 Tewksbury
Join us at the 11th Annual Bowl with a Bruin & Friends Tournament in Tewksbury, MA for a fun-filled bowling experience! Lace up and enjoy this classic event with fellow runners and friends.
Sun, Sep 27, 2026
📍 Shirley
Head out to Shirley, MA for this beloved early-fall charity event now in its 19th year, where you'll enjoy three distance options (2K, 5K, or 10K) that wind through beautiful mowed fields, peaceful forests, charming cobblestone bridges, and quiet country roads. Whether you prefer to walk or run, this scenic and rewarding course welcomes participants of every age and fitness level. Your participation supports the Ayer-Shirley Education Foundation, and you'll be joining the generous Holden family and Shirley community in a tradition that's been bringing people together for more than a decade.
Sun, Sep 27, 2026
📍 Newburyport
Join us for a fun 5K run or walk through beautiful Newburyport starting and finishing at Michael's Harborside, proudly supported by the Winners Circle Running Club and endorsed by the New England 65+ Runners Club! Whether you're running solo or as a team, you can register ahead of time or on race day (registration opens at 8:30 AM), with pricing from $30-$40 for adults, $15 for ages 12-17, and free for younger kids. All proceeds support GNOCA's vital work helping local women battling ovarian cancer and their families.