In 69 days · Sat, Oct 24, 2026
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Saturday, October 24th, 2026
329 South Shore Drive, South Yarmouth MA
1 Mile · Ultra
51–60°F · some rain risk
See last 10 years
On this date: rain 2 of the last 10 years
2025
45–59°F
dry
2024
58–66°F
dry
2023
49–60°F
dry
2022
58–64°F
rain
2021
48–56°F
dry
2020
55–65°F
dry
2019
49–61°F
dry
2018
43–50°F
dry
2017
65–70°F
dry
2016
51–58°F
rain
Best months to race in Massachusetts →
About this race
Cycling the Series +
A Festival for All, October 24th and 25th
Watch for 2027 details
Cycling the Series+ will comprise three different events on the weekend it is put on (October 24th and 25th). The events will be:
- Road Challenge: A timed KOM's/QOM's event.
- Dirt Division: A gravel event.
- Ruck/Running Event: A unique challenge.
The weekend will be a festival.
- Music: Local band performances.
- Food: Catered by local restaurants.
- Prizes: Drawings for great prizes, participants must be present to win.
- Party: Happening on the 25th after the road challenge.
Road Event (Challenge) - October 25th, 2026
The road event will be approximately a 41-mile challenge consisting of three divisions:
- Division 1: Riders who can ride 22 mph +.
- Division 2: Riders who can ride 18-21 mph.
- Division 3: Riders who can ride 15-17 mph.
Riders must complete the distance without stopping and should have hydration and nutrition available.
- Support: Medical van or EMT personnel will accompany each division.
- KOM's/QOM's: Four will be available for each division with prizes for the best times.
- Course Link: Ride with GPS Route.
- Strava Requirement: Riders must record their times for each KOM/QOM.
Special drawing: Every participant will be entered into a drawing for a Pinarello X.
The road event will benefit four organizations:
- Youth Athletic Foundation
- Real Eyes Truth
- Barnstable Land Trust
- Latham Centers
Monetary Donation: $40.00 per rider donated equally to the beneficiaries, with no required fundraising.
Swag: Event t-shirts for all riders, cycling jerseys available for purchase at $50.00.
After Party: Food catered by Kidd's Hill Kitchen/Courtside Cafe, local band music, and beers from Barnstable Brewing. Each participant and volunteer receives $30.00 in coupons for the after-party.
Dirt Division Event - October 24th, 2026, 10:00 a.m.
A ride through the gravel roads and bike trails in Yarmouth, Dennis and Harwich, MA with a distance of approximately 40 miles.
- Categories: One category of ride.
- Type: This is a ride, not a race.
- Support: Fully supported with hydration and nutrition stops.
- Course Link: Ride with GPS Route.
Special drawing for a Pinarello Gravel Bike for each Dirt Division participant.
Scholarship: A $1,000.00 scholarship awarded to a Cape Cod student attending college in 2027.
The Relentless Run & Ruck Challenge - October 24th, 2026
The Relentless Run and Ruck Challenge is a timed endurance event for runners and ruck athletes with two participation options:
- Run: Complete without weight.
- Ruck: Complete with a weight of 30lb (Men) or 20lb (Women).
- Course: One approximately 5K loop on trails.
- Event Options: Options for 5K, 10K, or 6-hour endurance challenge.
- Scoring: 5K/10K ranked by finish time: 6-Hour Challenge ranked by total distance.
- All fitness levels are welcome.
Non-Profit Donations: For each participant, $20.00 will be donated to Heroes in Transition.
This is a Festival, it is going to be fun.
Course map
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