Cycling Events in the State of Massachusetts.
January 2025-
Jan 18, 2025, Best Buddies Spin Series 1
Cambridge, MA
45 minutes
Special Event Recreational
Best Buddies Spin Series 1
February 2025-
Jan 18, 2025, Best Buddies Spin Series 1
Cambridge, MA
45 minutes
Special Event Recreational
Best Buddies Spin Series 1
February 2025-
Saturday, February 1st PMC Winter Cycle at 8:30am ET
Cycling event website: https://wintercycle.pmc.org/
Cycling event is for/about: Register for the PMC Winter Cycle on March 9 to Raise Critical Funds for Dana-Farber Cancer Institute
Cycling event categories: Spin
Cycling event location- 521 Overlook at Fenway Park, 14 Lansdowne St, Boston, MA, 02215
Additional comments about event: About PMC Winter Cycle: On Saturday, March 9, 2024, the Pan-Mass Challenge (PMC) will host the PMC Winter Cycle, a charitable spin event in Fenway Park that raises funds for Dana-Farber Cancer Institute (Dana-Farber). Registration officially opened to all riders and volunteers on November 9, 2023, at 9 a.m. Now in its seventh year, there will be five 45-minute rides led by popular local spin instructors, bringing together hundreds of people of varying athletic ability, who channel physical, mental and emotional energy to fight cancer by raising money for Dana-Farber.
The PMC Winter Cycle will kickstart the PMC’s 2024 fundraising efforts as the organization nears a monumental $1 billion cumulative fundraising milestone for the Institute. As with all PMC cycling events, 100 percent of every rider-raised dollar will directly benefit lifesaving cancer research and treatment.
How to Get Involved: For those who want to participate, there is a non-refundable $50 registration fee and a $400 fundraising minimum per session. To become a top fundraiser or Pacesetter, participants must raise at least $1,200. All fundraising minimums must be met by May 1, 2024.
Register Now!
For more information, questions and to register for the event, please visit wintercycle.pmc.org, or contact Justine Darmanian at 781-343-4012 or [email protected].
Cycling event website: https://wintercycle.pmc.org/
Cycling event is for/about: Register for the PMC Winter Cycle on March 9 to Raise Critical Funds for Dana-Farber Cancer Institute
Cycling event categories: Spin
Cycling event location- 521 Overlook at Fenway Park, 14 Lansdowne St, Boston, MA, 02215
Additional comments about event: About PMC Winter Cycle: On Saturday, March 9, 2024, the Pan-Mass Challenge (PMC) will host the PMC Winter Cycle, a charitable spin event in Fenway Park that raises funds for Dana-Farber Cancer Institute (Dana-Farber). Registration officially opened to all riders and volunteers on November 9, 2023, at 9 a.m. Now in its seventh year, there will be five 45-minute rides led by popular local spin instructors, bringing together hundreds of people of varying athletic ability, who channel physical, mental and emotional energy to fight cancer by raising money for Dana-Farber.
The PMC Winter Cycle will kickstart the PMC’s 2024 fundraising efforts as the organization nears a monumental $1 billion cumulative fundraising milestone for the Institute. As with all PMC cycling events, 100 percent of every rider-raised dollar will directly benefit lifesaving cancer research and treatment.
How to Get Involved: For those who want to participate, there is a non-refundable $50 registration fee and a $400 fundraising minimum per session. To become a top fundraiser or Pacesetter, participants must raise at least $1,200. All fundraising minimums must be met by May 1, 2024.
Register Now!
For more information, questions and to register for the event, please visit wintercycle.pmc.org, or contact Justine Darmanian at 781-343-4012 or [email protected].
Feb 1, Best Buddies Spin Series 2
Hingham, MA
45 minutes
Feb 2, Rhino Racing Winter Race
Marshfield, MA
4 laps, 3 laps
Mountain Bike Fat Bike
Rhino Racing Winter Race
Feb 15, Best Buddies Spin Series 3
Beverly, MA
45 minutes
Special Event Recreational
Best Buddies Spin Series 3
March 2025-
Mar 8, Best Buddies Spin Series 4
Cambridge, MA
45 minutes
Special Event Recreational
Best Buddies Spin Series 4
Mar 29, Berkshire Highlands Pentathlon ~Run~Ride~Paddle~Adventure Run~Summit Hike & Ski/Board Descent~
Charlemont, MA
Multisport
Berkshire Highlands Pentathlon ~Run~Ride~Paddle~Adventure Run~Summit Hike & Ski/Board Descent~
Mar 30, Wells Ave Crit
Newton, MA
60 minutes, 45 minutes, 30 minutes, 20 minutes
USA Cycling
Road Race
April 2025-
Apr 6, The Mix Tape
Dartmouth, MA
60 miles, 50 miles, 6 hours
Gravel Mountain Bike
The Mix Tape
Apr 6, Wells Ave Crit #2
Newton, MA
60 minutes, 45 minutes, 30 minutes, 20 minutes
USA Cycling
Road Race
Apr 12, Massochistah (aka The Spurty Dirty Hurty Gurty)
Ashfield, MA
70 miles, 50 miles, 30 miles, 20 miles, 0 miles
GravelRecreational
Massochistah (aka The Spurty Dirty Hurty Gurty)
Apr 13, Wells Ave Crit #3
Newton, MA
60 minutes, 45 minutes, 30 minutes, 20 minutes
USA Cycling
Road Race
Apr 20, Wells Ave Crit #4
Newton, MA
60 minutes, 45 minutes, 30 minutes, 20 minutes
USA Cycling
Road Race
Apr 26, Monson Road Race
Monson, MA
7 laps, 5 laps, 4 laps, 3 laps
USA Cycling
Road Race NEBRA
Monson Road Race
Apr 27, Wells Ave Crit #5
Newton, MA
60 minutes, 45 minutes, 30 minutes, 20 minutes
USA Cycling
Road Race
May 2025-
May 3, Secret Squirrel MTB
Taunton, MA
6 miles, 4.5 miles, 18 miles, 12 miles, 5 hours, 4 hours, 3 hours
Mountain Bike
Secret Squirrel MTB
May 10, Trail Mix Gravel Ride - 100km & 150 mile options
Phillipston, MA
150 miles, 100 km
Gravel
Trail Mix Gravel Ride - 100km & 150 mile options
May 11, Charlie Proctor Memorial Ride
Medford, MA
Recreational
May 17, 2025 Kittie Knox Ride
Watertown, MA
35 miles, 15 miles
Recreational
May 18, Final De Barro
Westwood, MA
4 laps, 3 laps, 2 laps, 1 laps
Mountain Bike
Final De Barro
June 2025-
Jun 14, The BIKES FIGHT CANCER Charity Ride
Deerfield, MA
Recreational Special Event
The BIKES FIGHT CANCER Charity Ride
Jun 14, DomnarskiFarm.com 2025
Ware, MA
100 miles, 6 hours
Mountain Bike Fat Bike
DomnarskiFarm.com 2025
Jun 14, 2025 B2VT RIDE
Bedford, MA
60 miles, 142 miles, 106 miles
RecreationalBike Tour
2025 B2VT RIDE
Jun 22, Carolina Hill MTB Classic 2025
Marshfield, MA
3 laps, 2 laps, 12 laps, 1 laps
Mountain Bike
Carolina Hill MTB Classic 2025
Jun 28, Pedal 2 Pints 2025 (Sweet 16)
Northfield, MA
60ish miles, 50 miles, 35 miles
Recreational Special Event
Pedal 2 Pints 2025 (Sweet 16)
June 28 & 29, 2025 - Bike MS: Cape Cod Getaway
Cycling event website: Bike MS: Cape Cod Getaway
Cycling event is for/about: Bike MS is the largest charity cycling series in the world. Not only will you be in for the ride of your life, but you’ll also feel the joy of knowing you’re making a difference for people living with multiple sclerosis
Cycling event categories: 100, 75, 40 Mile Routes
Cycling event location- Massachusetts, Boston
Additional comments about event: Take in beautiful Cape Cod views as you ride from Quincy to Provincetown, MA, including crossing the Bourne Bridge traffic-free, on this two-day cycling experience. You can choose from multiple route options over the weekend, including our new “Leap Ahead Route” where you can skip closer to the finish line.
Register Now!
July 2025-
Jul 12-18, New England Classic Charity Bike Tour 150/550
Billerica, MA
550 miles, 150 miles, 0 miles
Bike Tour Recreational
New England Classic Charity Bike Tour 150/550
Jul 25-27, 2025 Farm to Fork -Cape Cod-Weekend Getaway
Brewster, MA
Varies per day approx 25-40 miles
Recreational Bike Tour
2025 Farm to Fork -Cape Cod-Weekend Getaway
Jul 26, Barn Burner
Walpole, MA
7 miles, 21 miles, 14 miles, 1 miles
Mountain Bike
Barn Burner
August 2025-
Jul 12-18, New England Classic Charity Bike Tour 150/550
Billerica, MA
550 miles, 150 miles, 0 miles
Bike Tour Recreational
New England Classic Charity Bike Tour 150/550
Jul 25-27, 2025 Farm to Fork -Cape Cod-Weekend Getaway
Brewster, MA
Varies per day approx 25-40 miles
Recreational Bike Tour
2025 Farm to Fork -Cape Cod-Weekend Getaway
Jul 26, Barn Burner
Walpole, MA
7 miles, 21 miles, 14 miles, 1 miles
Mountain Bike
Barn Burner
August 2025-
Saturday-Sunday August 2rd-3th 2025 Be “One in a Billion” and Ride in the 2024 Pan-Mass Challenge
Cycling event website: https://www.pmc.org/
Cycling event categories: Fundraising
Cycling event location- Wellesley, MA
Additional comments about event: On Saturday, August 2, and Sunday, August 3, thousands of cyclists and volunteers will come together for the Pan-Mass Challenge (PMC) to make an unparalleled impact in the fight against cancer by raising funds for Dana-Farber Cancer Institute (Dana-Farber). The PMC is a fully supported bike-a-thon which includes 15 routes spanning 25 to 186 miles over the first weekend of August across the state of Massachusetts. As with all PMC cycling events, 100% of every rider-raised dollar will be donated directly to Dana-Farber. The PMC raised a record-breaking $75 million in 2024, surpassing more than $1 billion in lifetime fundraising. As the organization’s fundraising potential increases, the size of the event continues to expand. PMC 2025 will mark an end to a treasured start – the PMC community will make its last ride from Sturbridge this year. In 2026, the PMC will move its Sturbridge hub site to the College of Holy Cross in Worcester.
Register Now!
Additional comments about event: Registration for PMC 2025 is now open, offering cyclists the opportunity to pay homage to a long-time tradition and pedal out of Sturbridge one last time. Registration fees and minimum fundraising commitments vary based on route. To become a 2025 Heavy Hitter, participants must raise at least $11,000. All fundraising minimums must be met by October 1, 2025.
For more information, questions and to register to ride, please visit: pmc.org/ride.
Aug 10, Cycle Against Suicide Pilgrim Tour
Plymouth, MA
85 miles
USA Cycling
Bike Tour
Cycle Against Suicide Pilgrim Tour
Aug 23, D2R2 2025
Deerfield, MA
40 miles, 12 miles, 180 km, 160+ km, 160 km, 105 km, 100 km
Gravel Recreational
D2R2 2025
Aug 31, NCC Hydra Cross p/b Speed and Sprocket Cycle Works (RVCX Series #2)
Holyoke, MA
2 laps, 1-5 laps, 1 laps, 50 minutes, 45 minutes, 30 minutes
USA Cycling
Cyclocross Recreational
NCC Hydra Cross p/b Speed and Sprocket Cycle Works (RVCX Series #2)
September 2025-
Sep 14, Second Summer Cycle
South Yarmouth, MA
60 miles, 34 miles, 15 miles, 101 miles
USA Cycling
Gran Fondo
Second Summer Cycle
October 2025-
Oct 10-12, 2025 Farm to Fork Berkshires Harvest Fondo and Weekend Getaway
Pittsfield, MA
Varies approx 25-45 miles, 60-65 miles, 40-45 miles, 25-30 miles, 12-18 miles
Gran Fondo Bike Tour
2025 Farm to Fork Berkshires Harvest Fondo and Weekend Getaway
November 2025-
Dec 1, 2024 - Nov 30, 2025 NEBC Club Membership
Burlington, MA
Club Membership
2025 NEBC Club Membership
December 2025-
Dec 6
Fat Biking Dunes and Dirt
Hingham, MA
70 miles, 40 miles
Fat BikeMountain Bike
Fat Biking Dunes and Dirt
Dec 6, The Ice Weasels Cometh
Southwick, MA
45 minutes, 40 minutes, 25 minutes
Cyclocross Fat Bike
Jan 1 - Dec 31, 2025
Rippers 2025 Membership
Plymouth, MA
85 miles
USA Cycling
Bike Tour
Cycle Against Suicide Pilgrim Tour
Aug 23, D2R2 2025
Deerfield, MA
40 miles, 12 miles, 180 km, 160+ km, 160 km, 105 km, 100 km
Gravel Recreational
D2R2 2025
Aug 31, NCC Hydra Cross p/b Speed and Sprocket Cycle Works (RVCX Series #2)
Holyoke, MA
2 laps, 1-5 laps, 1 laps, 50 minutes, 45 minutes, 30 minutes
USA Cycling
Cyclocross Recreational
NCC Hydra Cross p/b Speed and Sprocket Cycle Works (RVCX Series #2)
September 2025-
Sep 14, Second Summer Cycle
South Yarmouth, MA
60 miles, 34 miles, 15 miles, 101 miles
USA Cycling
Gran Fondo
Second Summer Cycle
October 2025-
Oct 10-12, 2025 Farm to Fork Berkshires Harvest Fondo and Weekend Getaway
Pittsfield, MA
Varies approx 25-45 miles, 60-65 miles, 40-45 miles, 25-30 miles, 12-18 miles
Gran Fondo Bike Tour
2025 Farm to Fork Berkshires Harvest Fondo and Weekend Getaway
November 2025-
Dec 1, 2024 - Nov 30, 2025 NEBC Club Membership
Burlington, MA
Club Membership
2025 NEBC Club Membership
December 2025-
Dec 6
Fat Biking Dunes and Dirt
Hingham, MA
70 miles, 40 miles
Fat BikeMountain Bike
Fat Biking Dunes and Dirt
Dec 6, The Ice Weasels Cometh
Southwick, MA
45 minutes, 40 minutes, 25 minutes
Cyclocross Fat Bike
Jan 1 - Dec 31, 2025
Rippers 2025 Membership
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