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Winter 2026
Road Cycling Races Winter 2026
Endurance Grid lists 20 road cycling races in winter 2026 across 9 states.
20
Races
9
States
Also happening
Road Cycling Races Spring 2027
Road Cycling Races Summer 2027
Road Cycling Races Fall 2026
Races in Winter 2026 (US)
All road cycling races
This Weekend (US)
This Week (US)
This Month (US)
Frequently Asked Questions
What road cycling races are happening in winter 2026?
+
–
Endurance Grid's Race Calendar lists 20 upcoming road cycling races in winter 2026 across 9 states in the US.
Which states have the most road cycling races in winter 2026?
+
–
The states with the most road cycling races in winter 2026 are
Florida
,
California
,
Arizona
,
Virginia
,
Michigan
, and
Missouri
.
How current is this winter road cycling races calendar?
+
–
This page refreshes every day and always shows the next winter, so the road cycling races coming up never go stale.
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Showing 20 events
·
Date (soonest)
Nearby
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December 2026 Road Cycling Races
8 upcoming Road Cycling races in December.
Dec
4–6
Fri–Sun
Triathlon
Aquabike
Road Cycling
+2
EXCLUSIVE ONSITE REG! CLASH Endurance Daytona 2026
1801 W International Speedway Blvd, Daytona Beach, FL
5K · Sprint · 70.3
Avg 73° / 55°
·
7 ft city elevation
Avg 73° / 55°
7 ft city elevation
Dec
4–6
Fri–Sun
Triathlon
Aquabike
Road Cycling
+2
CLASH Endurance Daytona
1801 W International Speedway Blvd, Daytona Beach, FL
5K · Sprint · 70.3
Avg 73° / 55°
·
7 ft city elevation
Avg 73° / 55°
7 ft city elevation
Dec
5
Sat
Road Cycling
Running
Chasing Santa 5k/Cycling Santa Toy Drive Presented by: Springs Law Group
5725 Mark Dabling Blvd., Colorado Springs, CO
5K
Avg 46° / 20°
·
6,118 ft city elevation
Avg 46° / 20°
6,118 ft city elevation
Dec
5
Sat
Road Cycling
Remember the Removal Walk, Ride, and Bike
101 MO Highway 8 east, Steelville, MO
Avg 49° / 24°
Avg 49° / 24°
Dec
5
Sat
Running
Road Cycling
Ultra
Run the River Ultra
Virginia Capital Trail Start, Williamsburg, VA
Half Marathon · 50K · 50 Mile · 50–100 mi
Avg 55° / 36°
·
70 ft city elevation
Avg 55° / 36°
70 ft city elevation
Dec
5
Sat
Road Cycling
DIRTY 30 XL - GRAVEL vs MTB
13455 San Pasqual Rd, Escondido, CA
Avg 72° / 39°
·
656 ft city elevation
Avg 72° / 39°
656 ft city elevation
Dec
5
Sat
Road Cycling
E-DIRTY CROSS - E-MTB RACE
13455 San Pasqual Rd, Escondido, CA
Avg 72° / 39°
·
656 ft city elevation
Avg 72° / 39°
656 ft city elevation
Dec
5
Sat
Road Cycling
Chi Sigma's Holiday Bike Walk & Sleigh Ride
Islamorada Beer & Distillery, Islamorada, FL
Avg 79° / 69°
·
9 ft city elevation
Avg 79° / 69°
9 ft city elevation
January 2027 Road Cycling Races
7 upcoming Road Cycling races in January.
Jan
9
Sat
Road Cycling
Bikes & Beers Tampa
TAMPA BAY BREWING - 13937 Monroes Business Park, Tampa, FL
Avg 71° / 53°
·
17 ft city elevation
Avg 71° / 53°
17 ft city elevation
Jan
9–10
Sat–Sun
Road Cycling
Rez Gravel
Sacaton, AZ
Metric Century
Avg 64° / 40°
Avg 64° / 40°
Jan–Feb
9–6
Sat–Sat
Road Cycling
Snow Crown Series
1580 Lineveill Rd, Suamico, WI
Avg 25° / 10°
Avg 25° / 10°
Jan
23
Sat
Road Cycling
Bikes & Beers St. Petersburg
3 DAUGHTERS BREWING - 222 22nd St S, St., St. Petersburg, FL
Avg 71° / 52°
·
24 ft city elevation
Avg 71° / 52°
24 ft city elevation
Jan
23
Sat
Running
Road Cycling
Palm Springs Health Run & Wellness Expo
700 Tamarisk Rd, Palm Springs, CA
1K · 5K · 10K · Under 25 mi
Avg 71° / 48°
·
411 ft city elevation
Avg 71° / 48°
411 ft city elevation
Jan
23–24
Sat–Sun
Road Cycling
Running
36th Annual Tour De Cape 5K And Bike Ride & Kids Bike Ride - 2027
Rotary Park, Cape Coral, FL
5K
Avg 75° / 54°
·
11 ft city elevation
Avg 75° / 54°
11 ft city elevation
Jan
30
Sat
Mountain Bike
Road Cycling
Texas Canyon Mountain Bike Race
2100 N Amerind Rd, Dragoon, AZ
Avg 66° / 28°
·
4,617 ft city elevation
Avg 66° / 28°
4,617 ft city elevation
February 2027 Road Cycling Races
5 upcoming Road Cycling races in February.
Feb
14
Sun
Road Cycling
7th Annual Jean Heuschen Memorial Gran Fondo presented by Naples Cyclery & Kelly Passidomo Kelly
Naples Cyclery side lot, Naples, FL
Century · Gran Fondo
Avg 77° / 58°
·
11 ft city elevation
Avg 77° / 58°
11 ft city elevation
Feb
20–21
Sat–Sun
Running
Road Cycling
L.A. CHINATOWN FIRECRACKER 5K/10K/KIDDIE/PAW'ER DOG RUN/WALK & BIKE RIDE
943 N. BROADWAY, Los Angeles, CA
1K · 1 Mile · 5K · 10K · Under 25 mi · 25–50 mi
Avg 68° / 50°
·
208 ft city elevation
Avg 68° / 50°
208 ft city elevation
Feb
21
Sun
Road Cycling
Gravel
Monster Cross
10301 State Park Rd, Chesterfield, VA
Avg 54° / 30°
·
225 ft city elevation
Avg 54° / 30°
225 ft city elevation
Feb
21
Sun
Triathlon
Road Cycling
Duathlon
+1
The Abominable Snow Tri
6800 Cannonsburg Rd NE, Belmont, MI
5K · Under 25 mi · Sprint
Avg 35° / 18°
·
780 ft city elevation
Avg 35° / 18°
780 ft city elevation
Feb
27
Sat
Road Cycling
Party Gras on the Coast
201 Franklin Street, Darien, GA
Century
Avg 67° / 48°
Avg 67° / 48°