Cycling in Williamsburg, Virginia | 2026-2027

Bike the Bridge [runsignup.com] [Register at runsignup.com]
Sat, Apr 04, 2026 at 8:00 AM

Description

Join James City County Parks & Recreation in the sixth annual Bike the Bridge event taking place Saturday, April 4 from 8 a.m. - 1 p.m. The route will start in James City County, cross the...

Join James City County Parks & Recreation in the sixth annual Bike the Bridge event taking place Saturday, April 4 from 8 a.m. - 1 p.m. The route will start in James City County, cross the Chickahominy River and enter into Charles City County along the Virginia Capital Trail. Routes options include 15, 25 and 50 miles. Parking, rider check-in and lunch will be located at Jamestown Beach Event Park, 2205 Jamestown Rd, Williamsburg, VA 23185. Light refreshments, event t-shirt and lunch are included with rider registration.

50-Mile Route Check In: 8-9 a.m.

25-Mile Route Check In: 8:30-9:30 a.m.

15-Mile Route Check In: 9:30-10 a.m.

*There are no bike restrictions for this ride, however, please abide by the Virginia Capital Trail rules and regulations which can be found here: www.virginiacapitaltrail.org/trail-rules

50 Miles Cycling Trail
2205 Jamestown Rd, Williamsburg, Virginia, 23185, United States
OpenStreetMap Google Maps

Capital Color Ride [runsignup.com]
Sat, Jun 06, 2026 at 9:00 AM

Description

Join James City County Parks & Recreation in the Capital Color Ride event. The route will include a 15-mile stretch along the Virginia Capital Trail. Full route and color stop information will be...

Join James City County Parks & Recreation in the Capital Color Ride event. The route will include a 15-mile stretch along the Virginia Capital Trail. Full route and color stop information will be available closer to the race date, however, starting and ending location will be at Chickahominy Riverfront Park. Light refreshments, t-shirt, and lunch are included in rider registration.

Three start times are available at 9 a.m., 9:30 a.m. and 10 a.m.to stagger volume of traffic at the color stops along the way--be sure to select a stage during registration.

*There are no bike restrictions for this ride, however, please abide by the Virginia Capital Trail rules and regulations which can be found here: www.virginiacapitaltrail.org/trail-rules

15 Miles Cycling Trail
1350 John Tyler Hwy, Williamsburg, Virginia, 23185, United States
OpenStreetMap Google Maps
2026 Cal Tri Williamsburg - 7.19.26 [runsignup.com]
Sun, Jul 19, 2026 at 8:00 AM

Description

2026 Cal Tri Williamsburg - 7.19.26. Our triathlon returns to the shores of Jamestown Beach Park in historic Williamsburg. Flat and fast featuring the run primarily on the Virginia Capital Trail.

18...

2026 Cal Tri Williamsburg - 7.19.26. Our triathlon returns to the shores of Jamestown Beach Park in historic Williamsburg. Flat and fast featuring the run primarily on the Virginia Capital Trail.

18 EVENT OPTIONS. 6 Olympic distance events (Triathlon, RunBikeRun, SwimBike, SwimRun, 1640 Yard Swim & 10K Run), 6 Sprint distance events (Triathlon, RunBikeRun, SwimBike, SwimRun, 400 yard Swim & 5K Run) and 6 Youth Sprint distance events (Triathlon, RunBikeRun, SwimBike, SwimRun, 400 yard Swim & 5K Run). Triathlon = swim + bike + run. Typically, the swim and run distances are standard but the bike distance varies from race to race. Check out the course maps for more detailed information.

TO DO. Colonial Williamsburg. Historic Jamestowne. Busch Gardens Williamsburg.

AIRPORT. Newport News/Williamsburg (PHF)

AIR TEMPERATURE (AVG). 73 F / 89 F

WATER TEMPERATURE (AVG). 83 F. Use the 20% CALTRI2025 discount code at blueseventy. Note: Fusion wetsuits not eligible for discount.

Aquabike Cycling Duathlon Run Swim SwimRun Trail Triathlon
Williamsburg, Virginia, 23185, United States
OpenStreetMap Google Maps
Bikes & Beers Williamsburg [bikesandbeers.com] [Register at runsignup.com]
Sat, Oct 17, 2026 at 8:00 AM
Description
Register for Virginia's Premier Bike Ride & Beer Festival 2026! BIKES & BEERS Cycling Event Series is coming to BILLSBURG BREWERY for 4th Annual Bike Ride & Beer Event! Ride a 15, 30, or 45-mile...
Register for Virginia's Premier Bike Ride & Beer Festival 2026! BIKES & BEERS Cycling Event Series is coming to BILLSBURG BREWERY for 4th Annual Bike Ride & Beer Event! Ride a 15, 30, or 45-mile route through the beautiful area of Williamsburg, Virginia followed by a post-ride Beer Festival! Bikes & Beers WILLIAMSBURG is the Richmond area's premier cycling event departing from BILLSBURG BREWERY and traveling the beautiful roads and trails of Williamsburg, Virginia. All rides feature morning fuel stations, marked routes, GPS turn-by-turn instruction, rest stops, refreshments, ride marshals, and SAG support. Finish back at BILLSBURG BREWERY for a beer festival atmosphere of rewarding craft beers, live music, a charity raffle & much more!

This is a ride for everyone - All riding levels are welcome!

WHAT IS BIKES & BEERS:
- Pick your ride distance and create a team of friends & family (optional)
- Mark your calendar for a fun day of cycling and craft beer!
- Pre Ride:
- Check-in a half hour before your start time
- We'll provide parking & further ride info in email instructions
- Enjoy free coffee & fresh pastries
- Local bike shops offering last-minute tune-ups
- The Ride:
- Ride your distance with ride leaders
- Fully marked routes & GPS turn-by-turn instructions
- Mechanical support vehicle
- Rest stops with snacks & refreshments
- Post Ride:
- It's time to enjoy (2) complimentary beers on us!
- Official co-branded Bikes & Beers Pint Glass for every rider
- Bikes & Beers high-quality neoprene koozies
- Enjoy the food trucks, live music, games
- Check out our Bikes & Beers merch tent & snack stand
- Live raffle with $3,000+ in prizes!
- Join & Post your photos on our Facebook Page
- Keep in touch with your newly made cycling friends!
*Further event information will be communicated in emails after registration and in the days and weeks leading up to event day!

WHAT YOU'LL GET:
- Official Bikes & Beers X BILLSBURG BREWERY 2026 Pint Glass
- (2) BILLSBURG Craft Beers are ON US!
- High-Quality Neoprene Beer Koozies
- Raffle Ticket with a Chance to WIN PRIZES!
- Collectible Bike Plate - Event Photos!
- Unique Pretzels & Athletic Non-Alcoholic Beer
- Entry into the Post-Ride Party with LIVE MUSIC, RAFFLE, GAMES, FOOD TRUCKS & MORE!
NEW TO OUR 2026 EVENTS:
- PROFESSIONAL PHOTOGRAPHERS - At least (3) photographers will be snapping pics of your Bikes & Beers experience pre-ride, during the ride, and post-ride! We have amazing photo ops!
- NON-ALCOHOLIC BEER OPTIONS - Still want to ride with us but don't want the alcohol? We now have Athletic Brewing sponsoring all our events! Looks for the blue tent and cooler full of flavorful non-alcoholic brews!
- COLLECTABLE BIKE PLATES - At check-in, you'll receive a collectible event wristband and bike plate designed just for this event! They look awesome!
- SPONSOR SNACKS & GIVEAWAYS - Morning coffee, fresh pastries, post-ride pretzel necklaces, recovery protein & much more!
IT'S A CELEBRATION OF CYCLING AND CRAFT BEER!

Riders will also receive a free raffle ticket for a chance to win brand new bikes and a ton of other prizes including a private brewery tour and cycling gear!

Benefitting our charity partners to help improve the cycling conditions in your area. Have fun, and give back!
15 Miles 30 Miles 45 Miles Cycling Trail
2205 Jamestown Rd, Williamsburg, Virginia, 23185, United States
OpenStreetMap Google Maps

4 cycling events in Williamsburg, Virginia

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Local Clubs & Organizations