2 cycling events in Springfield, Massachusetts
From big races to Saturday morning group runs—find cycling events and connect with the local endurance sports community.
Springfield
2 events in Springfield-
Sat, May 23, 2026 at 7:00 AM
Are you signed up for Ironman 70.3 Western Mass or just interested in riding the course? Join Team Mossman on May 23th when we ride the course.
Before we start the ride, we will divide into pace groups. The ride will be a non-drop ride. All riders should be able to average at least 14 MPH.
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Ride-to-Remember - 25th Anniversary 911 Memorial Ride - Springfield, MA to Hartford, CT 75-mile LoopSat, Sep 12, 2026 at 8:00 AMSee full details
The Ride-to-Remember XV promises to again, be the best Charity Bicycle Ride in New England!
This year we are dedicating the R2R to the heroes of the 9-11 tragedy. This year will be the 25th Anniversary of 9-1,1 and we will be stopping at three 9-11 Memorials.
We will be starting again this year from Main & Boland Way in the middle of downtown Springfield. We will be escorted by 35 Police Officers on motorcycles. The group of riders will stay together in one big peloton, you'll never have to clip out of your pedals till we reach our rest-stops. Speaking of rest-stops … Our first official rest-stop will be the New England Air Museum in Windsor Locks, CT. They are rolling out the red carpet for us with a 911 theme.
There are three amazing rest stops along our scenic, New England, 75 mile route. Bike mechanics following us, if you get a flat, we fix it in minutes free of charge. You will be fed breakfast, lunch andf dinner. There is a huge after-party immediatley following the ride at Tower Square in downtown Springfield. We will have a great headlining band to dance and celebrate after you shower, steam, or sauna right inside Tower Square. If you're sore during the ride, we have licesnsed masseueses at the rest stops.
You will be provided with a link to order your Official Ride-to-Remember Bicycle Jersey soon.
We take care of you the entire day … From free parking, bike support, awesome swag, food, hydration and an amazing route! After this ride you will thank the organizers for a very memorable day.