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  • Distance: 49.3 km from Berkeley Springs
    Sun, Aug 02, 2026 at 8:00 AM

    Join us for a fun-filled day of swimming, biking and running in the 11th year of the Sherando Youth Triathlon!

    This triathlon will challenge your child in their age group with a swim, bike ride in Sherando Park, and a run utilizing a portion of the Sherando High School Track. Pre-Race Day Check-In and Bike Inspection will be on Saturday, August 9 at the Sherando Park Rotary Shelter (across from the Sherando Pool) between 5-7 p.m.

    If you are not able to attend the bike inspection on 8/9, you can visit Element Sports or Blue Ridge Bicycles. Please email for the bicycle inspection form.

    Age and Distance:

    7-8 (25-meter swim, 1-mile bike, .5-mile run)

    9-10 (75-meter swim, 3-mile bike, 1-mile run)

    11-12 (125-meter swim, 3-mile bike, 1-mile run)

    13-15 (125-meter swim, 3-mile bike, 1-mile run)

    Awards: Top three male and female in each age group. All participants will receive a finisher medal.

    T-shirts are not guaranteed to participants who register after July 5th. Once the deadline passes, T-shirts will be first come, first serve while quantities/sizes last.

    See full details
    RunSwimTriathlon via RunSignup
  • 17901 Halfway Boulevard, Halfway, Maryland, 21740, United States
    OpenStreetMap Google Maps
    Distance: 48.4 km from Berkeley Springs
    Sat, Aug 08, 2026 at 6:30 PM

    The Hagerstown Sprint & Youth Triathlon is a welcoming, community-focused race that brings athletes of all ages together for a fun and competitive day of multisport racing in Hagerstown, Maryland. The Sprint Triathlon offers a fast, approachable course ideal for both first-time triathletes and experienced racers looking to test their speed, while the Youth Triathlon provides a safe, age-appropriate introduction to the sport for kids and teens. With well-marked courses, supportive volunteers, and an energetic race-day atmosphere, the Hagerstown Triathlon celebrates fitness, family, and the excitement of crossing the finish line—no matter your age or experience level.

    All information about this race can be viewed at https://www.rivalraceseries.com/hagerstowntriathlon.

    See full details
    10 Miles13 MilesSprintTriathlon via RunSignup
  • Distance: 35.8 km from Berkeley Springs
    Sat, Aug 22, 2026 at 8:00 AM

    [CCAP_bikelogo.png]

    CCAP Benefit Bike Tour

    RIDE FOR A GREAT CAUSE!

    This will be our 6th Annual Benefit Bike Tour Event! We hope to provide a lasting experience that not only benefits our community but also entertains all levels of cyclists. Ride through the beautiful countryside of Northern Shenandoah Valley. The scenic ride starts in Winchester on the campus of Valley Health at the Wellness Center and rolls through Frederick County, VA taking in the views of the Blue Ridge Mountains and scenic country landscapes. This is a self-paced ride for everyone from the recreational to the serious cyclist.

    There are 5 routes to choose from, click on link to go to route details:

    Family Fun Ride -

    Route to be determined

    30M -

    https://ridewithgps.com/routes/43960784

    50M -

    https://ridewithgps.com/routes/43960779

    70M -

    https://ridewithgps.com/routes/43960772

    This is a rain or shine event and SPACE IS LIMITED so reserve your spot TODAY! If you have any questions, email us at [email protected]

    All proceeds will go to the Congregational Community Action Project (CCAP) a non-profit homeless prevention program making this more than just a one-day bike tour but also an inspirational event where each cyclists' participation has an impact on the community of Winchester and Frederick County, VA.

    Help us make a difference and ride with us!

    Please see opportunities to contribute additional support at checkout!

    FREQUENTLY ASKED QUESTIONS:

    Do I have to sign in before the bike tour? Yes - it helps us keep count and provide the best support possible.

    Do we have to check in after the bike tour? Yes! Would appreciate this so we will know all riders are finished.

    Are the routes marked? Yes! Same color as the cue sheet - you can check the routes

    Family = White 30 Mile = Green 50 Mile = yellow 70 Mile =Orange 100 Mile = Pink

    Can I download routes on my phone? Yes! Links to all rides are above in event details.

    What are the start times for each route? 8:00 AM for 30/50/70/100 mile & 8:10 AM for the Family ride

    Are there restrooms at rest stops? Yes! there will be relief stations location at Fisher's Hill rest stop and Richard's Fruit Market rest stop.

    When and where do I get my T-shirt? When checking in after your ride.

    My t-shirt does not fit, can I exchange it? No, so make sure you order appropriately.

    Can I buy an additional t-shirt for my friend? No, unfortunately they will not be available to order.

    What kind of refreshments will be at the rest stops? Please see posters at time of ride.

    Are you serving food after the bike tour? YES! Fizzles and Mattie's Ice Cream

    How long will the food trucks be there? 10am - 3 pm

    How do I get back on the right “color” route from Richard's Fruit Market rest stop? There are signs at the exit of the rest stop to follow.

    I have a mechanical problem with my bike - can I call someone for help? There will be mechanics at the first rest stop = or you can call SAG number will be on your bib

    I am not feeling well - could someone please pick me up? We will gladly contact SAG for you. CALL SAG number will be on your bib

    What is your bad weather policy? This is a rain or shine event? In case of thunder or lightening we strongly recommend everyone seek appropriate shelter immediately!

    See full details
    Cycling via BikeReg
  • 12500 Pleasant Valley Road, Allegany County, Maryland, 21530, United States
    OpenStreetMap Google Maps
    Distance: 26.6 km from Berkeley Springs
    Sat, Sep 12, 2026 at 9:00 AM

    The VentureQuest (VQ) Adventure Race has challenged, rewarded, and inspired over 5000 athletes in its history. VQ is where is all began for EX2 and we are excited to produce our 21st edition of this special race.

    This year we will have a 8-hour and 24-hour course option both staging out of Rocky Gap State Park. The details of the courses and what to expect are below.

    Date: Saturday September 12, 2026

    Start Time: 10:00am (24-hour) and 9:00am (8-hour)

    Location: Rocky Gap State Park in Flintstone, MD

    Disciplines: Trekking, paddling, mountain biking, navigation.

    Teams: Soloists and teams of up to 4 (male, female, or mixed gender). Team members travel together the entire race.

    See full details
    35 Miles100 MilesMountain Biking via RunSignup
  • Distance: 33.2 km from Berkeley Springs
    Sat, Sep 12, 2026 at 11:00 AM

    Welcome to Adventure Racing! The Greenhorn AR, now in our 11th edition, was created to offer competitors a gateway into the sport of adventure racing. This 4 hour sprint adventure race was designed with the beginner in mind, but fun for everyone no matter the skill or experience level! While there is significant challenge built in, this event is fun and highly achievable for the novice racer. The navigation is straight forward and the maps that we provide are excellent. The mountain biking takes racers over gravel roads, some pavement, and semi-technical singletrack trails. Finally, the paddling takes place on a clear lake.

    Race Date: Saturday September 12, 2026

    Location: Rocky Gap State Park, Flintstone, MD

    Start Time: 11:00am

    Total Distance/Time: Roughly 15 miles, 4 hours time limit

    Disciplines: Trekking (~3 to 6 miles), paddling (~2 mile), mountain biking (~8 to 10 miles), navigation (beginner)

    Teams: Soloists and teams of two, three, or four (male, female, or co-ed). Team members travel together the entire race.

    See full details
    15 MilesGravelMountain BikingTrail via RunSignup
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