11 events in Chesterfield County, Virginia

From big races to Saturday morning group runs—find running, cycling, triathlon, and swimming events and connect with the local endurance sports community.

• HBTT [runsignup.com]
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  Sun, Jun 28, 2026 at 12:00 AM

  Description

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  High Bridge Time Trial is proud to be part of the Virginia State Park Adventure Series. For this exciting series, see what you can win/earn by racing events in the State Parks.

  What'ch get: Each...

  High Bridge Time Trial is proud to be part of the Virginia State Park Adventure Series. For this exciting series, see what you can win/earn by racing events in the State Parks.

  What'ch get: Each entry will receive race number, timing chip and a timed race. The course is about 18.25 miles total and will start and end near Three Roads Brewery.

  Equipment: You can choose between a variety of bikes. Historically gravel/cyclocross bikes would be my choice, but the dirt trail is probably smooth enough for road tires as well.

  Award Divisions: for HBTT will include awards for the top 3 overall times male and female as well as age groups:

  Start/Finish: Staging will be 200meters west of Three Roads Brewery located at the Historic Train Station 501 W 3rd St, Farmville, VA 23901

  The start finish will be located just west of the brewery and is a 1 loop of 18.25 miles on an out and back race course.

  Check in and start time: All racer can check starting at 11 with 1st racers at 12pm. All racers will start will start in a Time Trial format with the last racer starting before 1230pm.

  Each racer will start on their own and no drafting allowed.

  18.5 Miles Gravel Trail

  11208 Lady Slipper Ln, Chesterfield County, Virginia, 23236, United States
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• Guts Gravel Glory (GGG ) [runsignup.com]
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  Sun, Aug 02, 2026 at 9:00 AM

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  Race date:

  Sunday, Aug 2, 2026

  Start:

  9am

  Pickup: 745-845am Aug, 2 at the RunRideRace tent.

  Where:

  Pocahontas State Park (just south of Richmond, VA) 10301 State Park Road Chesterfield, VA 23832...

  Race date:

  Sunday, Aug 2, 2026

  Start:

  9am

  Pickup: 745-845am Aug, 2 at the RunRideRace tent.

  Where:

  Pocahontas State Park (just south of Richmond, VA) 10301 State Park Road Chesterfield, VA 23832 (this address is to the main entrance of the park. At this point you will turn into the Bright Hope Equestrian Park on the south side of Beach) Standard parking fee will be collected by state park employees (unless you have a state park permit)

  We will be racing again on the Bright Hope Equestrian side of Pocahontas. There is plenty of room through transition for team tents and your personal support. You will pass the transition every 5.5 miles.

  Course: Note: race will be clockwise 2025 course

  This is clockwise on dirt road/paths ranging from 8-12 feet wide. The course will often feel like it only offers a single line, yet there is plenty of opportunity for passing. The loop is about 5.5 miles in distance. So, races are approx. 44, 33 and 16.5 miles.

  Equipment:

  Gravel, cross or mountain bikes work best and all have been ridden historically!

  Timing:

  This event will be chipped timed! Chip will be placed on your race number which must go on your bars facing forward.

  Results:

  Results will be posted online at this link: Results

  50 mile

  This is an 8 lap race. Each lap has been GPSed to about 5.5 miles. So, the finish will be about 44 miles depending on your gps accuracy. There also is a time cut of, like always. We decided to make a hard cutoff but give a few extra minutes to allow more racers to complete their laps. The time cut off to go out for your last lap will be 3 hours. We will cut the course off at that point.

  36 mile This is a new option this year. In the past this has been a B race, but with the 3 hour time limit to start your last lap we have seen that many 50 mile racer end up finishing 6 laps. So we decided to make that an option. This race will still have a 3 hour limit to start your last lap. This means, if you haven't completed your 6 laps but 3 hours you can head out for one more lap if you can do so before the clock hits 3 hours. Otherwise you will be credited with the completed laps.

  18 mile

  This division will be a 3 lap race (approx. 16.5 miles).

  Aid Station:

  Located near the completion of each lap, we will have a water station set up. This will be a place where water can be refilled and bottle hand-ups will be allowed (bring a friend or teammate to hand you your stuff). We will not have volunteers there to give hand-ups, so you should bring support if you will need assistance with water refills.

  19 Miles 36 Miles 50 Miles Gravel Run

  10301 State Park Rd., Chesterfield County, Virginia, 23832, United States
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• Pocahontas Trail Festival [runsignup.com]
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  Sun, Oct 04, 2026 at 9:00 AM

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  Pocahontas Trail Fest 10k and 1/2 Marathon

  October 5, 2025

  Racers receive

  Professionally chipped time race

  Live results

  RACE START TIMES: All race starts at 9am.

  Race Venue: Pocahontas State Park...

  Pocahontas Trail Fest 10k and 1/2 Marathon

  October 5, 2025

  Racers receive

  Professionally chipped time race

  Live results

  RACE START TIMES: All race starts at 9am.

  Race Venue: Pocahontas State Park 10301 State Park Rd. Chesterfield, VA 23832

  The race staging area will be located about 1 1/2 miles straight into the park on State Park Rd. Once you pass the entrance parking contact station, you continue straight, following park signs to the pool parking lot/boat launch about 1 1/2 miles down State Park Rd. Start, finish and staging will be located on the large grass field adjacent to the boat launch. All race activities will be located at the black and orange tents on the field

  Parking: The park regular fee is required if you don't have a state park permit. All day parking access is currently $10 per car load on weekends. Although the park accepts cards, cash is the fastest way to move past the contact station.

  Race Day pickup: October 5 Sunday 730-9am at the staging area at Pocahontas State Park.

  Timing: Your race number will have a timing chip on the back. Please do not fold, remove the chip. Race numbers should be attached so numerals are right side up. Your numbers should be visible during the entire event and placement on your shirt is best as this helps with tagging any photos to your result link. If you mist pin on your shorts it needs to be visible from the front.

  Award breakdown:

  The following will be awarded race day for the 10k and 1/2 Marathon M and F.

  19 and under

  20-29

  30-39

  40-49

  50-59

  60+

  Course info:

  With the building of some new hiking trails and a redesign of the course we feel we have a great course waiting for you.

  The new course has a loop course for the 10k and a larger loop for the1/2 marathon. The races will cover the first 10k together. This newer course will give you more picturesque views and a better trail race experience! The newest built trails, on the 1/2 marathon course, are very runnable with good footing most of the way. You will be finishing your last 4+ miles on these beautiful trail (Coop and Trooper Trails).

  On-course aid:

  Water stations will be approximately 3, 6 and 9 miles. Best if you carry your own refillable water pack and fuel, as you will be remote much of the race.

  Bathrooms: There are two indoor bathrooms available near the start/finish. One is located behind the soda machines (on the right side of the main pool lot) and the other near shelter #2 between the lot and the staging area.

  6.2 Miles 13.1 Miles Indoor Run Trail

  10301 State Park Rd., Chesterfield County, Virginia, 23832, United States
  OpenStreetMap Google Maps
• Pocahontas 5k, 10k, & Half [bishopsevents.com] [Register at raceroster.com]
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  Sat, Dec 12, 2026 at 9:00 AM

  Description

  Come out and enjoy this scenic half-marathon, 10k and 5k near Richmond. These courses will lead you through the scenic, wooded Bright Hope Trail area of Pocahontas State Park.

  Walkers are welcome to attend this event.

  5k 10k 21k Run Trail

  10337 East State Park Road, Chesterfield County, Virginia, 23832, United States
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• Jingle Bell 5k [runsignup.com]
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  Sat, Dec 19, 2026 at 7:30 AM

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  This is the 7th annual Jingle Bell 5K to support the Annual Campaign of the Swift Creek Family YMCA. Participation in the Jingle Bell 5K supports Y programs that positively impact the local...

  This is the 7th annual Jingle Bell 5K to support the Annual Campaign of the Swift Creek Family YMCA. Participation in the Jingle Bell 5K supports Y programs that positively impact the local community. Net proceeds benefit the YMCA annual campaign, which helps everyone, regardless of age, income or background, have the opportunity to learn, grow and thrive at the Y.

  In 2025, we are running for programs that support and drown proof Chesterfield County. Our goal is for every 2nd grader in our service area to have access to our Learn to Swim program through Chesterfield County Schools. By signing up to run the Jingle Bell 5K, you will be directly impacting this life changing program.

  All participants will receive a finishers medal and running gloves.

  1 Miles 5k Run Swim

  15800 Hampton Park Drive, Chesterfield County, Virginia, 23823, United States
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• Monster Cross [runsignup.com]
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  Sun, Feb 21, 2027 at 10:00 AM

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  14th ANNUAL MONSTER CROSS! powered by GroundForce IT

  Monster Cross offers a 25 and 50-mile race/ride.

  The course supports cross, gravel or mountain bikes. Awards are given in over 20 divisions.

  Here...

  14th ANNUAL MONSTER CROSS! powered by GroundForce IT

  Monster Cross offers a 25 and 50-mile race/ride.

  The course supports cross, gravel or mountain bikes. Awards are given in over 20 divisions.

  Here is what you will receive for your entry:

  Race: Chip timed race: either the 50 or 25-mile distance

  Beverage: Monster Cross is buying your 1st. Friends of PSP will be selling beer for spectators and extras as a fundraiser for the park/trails.

  Course Map/GPS: Course: Mini=1 lap and full MX =2 lap

  Race course

  Race Location:

  Pocahontas State Park

  10301 State Park Rd.

  Chesterfield, VA 23832

  Awards 50 mile:

  Top 3 Pro/Expert M/F are eligible for prize money $400, 250 and 100 for third

  Top 8 Pro/Expert M/F receive awards and free entries into Monster Cross 2025

  Top 6 finishers in each category M/F receive awards with the 1st place in each category also receives a free entry into Monster Cross 2025

  Awards 25 mile:

  Top 3 receive awards in each category (jr, open and over 50)

  Parking:

  Pro Tip: Arrive by 8am. Too many will try to enter the park between 830 and 9 and the park entrance will get backed up. It is a one lane road and every car has to stop at the parking station.

  State Park charges $7 parking per carload. If you have a VA state park permit, please have it on your mirror/dash (they also accept REI receipts for payment) otherwise have $7 handy for quick entry into the park. Once you enter the park you will continue straight on State Park Rd for 1 1/2 miles. You will run into the parking lot. Race morning packet pickup will take place under shelter #2 which is located on the left side of the back of the parking lot, as your drive in.

  Bathrooms: There are two separate indoor options at the parking lot. One is 1/2 way into the parking lot on the right (it is behind the vending machines). The other is the building located nearest to shelter #2 (were race day packet pickup is located.

  Race Start:

  Wave 1 Pro/Expert M/F 10 a.m

  Wave 2 All other 50 mile divisions

  Wave 3 All 25 mile divisions

  Packet Pickup:

  Early packet pickup: canceled

  Course Distance:

  50 or 25 miles on rolling fire roads and double track.

  On all pre-rides: Please do not ride on any trails that state no bikes! We have approval to use two short segments race day only.

  Age divisions information:

  For age group divisions, we will take your age as of 2/14/2026. So, if you turn 50 in this calendar year, you can enter 50+

  Support Station:

  We will offer two on-course aid stations and one at the start/finish area.

  25 Miles 50 Miles Gravel Indoor Run Trail

  10301 State Park Rd., Chesterfield County, Virginia, 23832, United States
  OpenStreetMap Google Maps

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