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16th Annual Triathlon Event is Back for 2022

September 5, 2022

It’s back! The 16th annual Dover Sherborn Boosters triathlon event has returned after pausing for two pandemic years! This extra special race has been dubbed “The Sweet 16” and it looks like this sprint distance triathlon will be as thrilling as ever.

The race will be held Sunday, September 25th starting at 8 a.m., with an end time of 11 a.m. For eager participants and viewers alike, this is an occasion worth running to be a part of.

While a detailed course map isn’t available yet, the event begins with a .25 mile swim at Farm Pond. This crystal clean farm pond is filled with the purest fresh water within 20 miles of downtown Boston.

After an invigorating swim, participants and their fans experience a 14.3 mile bike race through rolling hills and lush Massachusetts backcountry – an experience that cyclists throughout the state are always eager to ride.

And last but not least, it’s time to run – a challenging yet pleasantly scenic route through the backroads of Sherborn and Dover on a well-designed, double-transition-style course winding through quiet roads and farms in the area. 

Then, for a true photo finish, the race ends up at the Dover-Sherborn High School Stadium for an Olympic style close to see who wins this fun and intense thriller of a race. In 2019, the first place winner was Robert Raymond of Dover, who finished in an hour, five minutes, and 9.2 seconds.

Community Organized Excitement

The entire event is driven by volunteers to benefit the Dover-Sherborn Boosters, a non-profit organization that focuses on offering quality athletic experiences for children and promoting the benefits and joy of health and exercise. 

After the race itself, a bountiful Breakfast Brunch Buffet awaits everyone participating, thanks to generous support from local merchants. 

The Dover-Sherborn area is renowned for the landscape of our triathlon and other sport events, with cyclists training in here for other challenges as well as participating in our own.

Our beautiful small town vibe welcomes everyone participating and watching, whether you live around the corner from the finish line, in nearby Natick, downtown Boston or anywhere in the region. 

Join the Race

If you’d like to participate in the triathlon, the event is still accepting registration: it’s $95 for individuals and $180 for relay teams. And of course, watching the action is free.

Dr. Jenny Chang, a local resident of Sherborn since 2014, a sponsor of multiple community events, will join the race with her family and she provides Dental Care for Every Racer and Everyone

Whether you’re heading to our area to watch or run, or you live nearby and are seeking dental care, you’ll find what you need at Chang Dental Group in Natick & Framingham, Mass. We offer General Dentistry and Orthodontic care for the entire family.  So whether you need a check-up, a filling, a porcelain crown, dental implants, or invisible teeth straightening with Invisalign clear aligners, we’re ready to help you win first place in good oral health, for a healthy, happy smile. We can handle dental emergencies, too!  text/call 508-653-0444 to schedule an appointment or learn more about the services we offer, reach out to us today! We’re ready to help with all your family’s dental needs.

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Chang Dental Group
220 N Main Street,
Natick, MA 01760
Tel: 508-653-0444 | Fax: 508-655-5449
Monday | 8am - 5pm
Tuesday | 8am - 5pm
Wednesday | 8am - 5pm
Thursday | 8am - 5pm
Friday | 8am - 5pm
Saturday | Closed
Sunday | Closed

Contact our office today to schedule your appointment!


220 N Main Street,
Natick, MA 01760


1671 Worcester Rd., Suite 401
Framingham, MA 01701
220 N Main Street, Natick, MA 01760
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