10 events in Frederick 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.
Frederick County
10 events in Frederick County-
Tue, Mar 10, 2026 at 6:00 PMSee full details
Frederick County Parks & Recreation Run at the Top invites you to join us for a weekly group run beginning March 10 at Sherando Park. Runs will start every Tuesday evening at 6:00 p.m. and feature a route of approximately 3–5 miles.
Becky McGraw, Run at the Top Race Director and a Sherando High School cross country and track coach, will lead the group and send runners out on a predetermined route. This is a great opportunity to log some miles, connect with fellow runners, and learn more about upcoming Run at the Top race events.
All paces are welcome. We will meet at the Rotary Shelter across from the Sherando Park Pool. Participation is free, but please sign up to sign your waiver and receive communications.
Come share some miles and enjoy running in the community!
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Tue, Apr 07, 2026 at 6:00 PMSee full details
We’re excited to welcome young runners ages 7–14, no matter their experience level. This session focuses on building endurance, improving form, and making running fun and rewarding for everyone.
Registration includes entry into a few exciting local races: Kids' Bloomin' Mile (May 1), Loudoun Street Mile (May 25), Glow All Out 5K (July 17) and $10 off the Sherando Youth Triathlon (August 2). Throughout the season, we'll work on proper running technique, dynamic stretching, pacing strategies, and teamwork.
Runners should bring running shoes, water, and a healthy snack to stay fueled during practice.
Ages: 7-14
Dates: April 7 - June 11
Days: T/Th
Time: 6:00-7:00pm
Meeting Location: Parking lot of Redbud Elementary or Rotary Shelter at Sherando Park
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Sat, Apr 11, 2026 at 8:00 AM
Valor is intangible, but its presence is undeniable. It is the great courage shown in the face of danger.
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Sat, Apr 25, 2026 at 8:00 AM
Come enjoy the scenic routes at Third Winchester Battlefield!
Walkers are welcome to attend this event.
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Sat, Jun 06, 2026 at 8:00 AMSee full details
3rd Annual Navy Federal Credit Union 5K- Winchester[ ]
When: Saturday, June 6, 2026
Where: 141 Security Drive Winchester, VA 22602
The race beneficiary is Blue Ridge Habitat for Humanity. Timing for this event is provided by Good Times Event Services. Awards are given for top male/female/hand cyclist or wheelchair user overall finishers and top three male/female user in each age group. Water is provided during and after the race, and food and refreshments are available at the post-race gathering.
Please Note: Registration fees are non-refundable and the race will be held rain or shine. Dogs are not eligible to participate in this year’s 5K event.
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Mon, Jul 20, 2026 at 5:30 PMSee full details
Is your child interested in middle school cross country or looking to build on their running experience? Led by Sherando High School's Head Cross Country Coach Megan Roberts, this camp is designed for young runners who can comfortably run at least one continuous mile and want to improve their endurance, technique, and confidence. Each session includes dynamic warm-ups, running drills, stretching, and a variety of workouts to help develop strength and stamina. From scenic trail runs to engaging team activities, campers will build skills, make friends, and gain a deeper love for the sport in a supportive, fun environment!
Ages: 10-13
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Sat, Jul 25, 2026 at 8:00 AMSee full details
Join us on the bike trails in Sherando Park for another extraordinary summer of trail racing. This year we will be offering a 5K, 10K and 50K. All three races will test your skill and ability but leave you wanting to do it again. This year each participant will receive a T-shirt for each race.
Each year our races benefit local charities or groups. This year the 5K will be a benefit for the Sherando Girls Soccer team. The 10K and 50K will again benefit the Blue Ridge Wildlife Center.
The 5K will start from the concession stand on the softball side of the the park (North side of 277). On Google maps you can punch it in as 167 Line Drive, Stephens City VA 22655.
The 10K and 50K race will start and end at the Sherando Park Bike Park / Outdoor Fitness Gym parking lot. On Google Maps you can punch it in as 525 Line Drive, Stephens City, VA, and it will get you there. It is a large parking area and has bathroom facilities. Check-in for the race will begin at 0700 and the race will start at 0800. There will be water and snacks at the finish and one water stop mid-way through the course.
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Sun, Aug 02, 2026 at 8:00 AMSee full details
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.
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Sat, Sep 26, 2026 at 8:30 AMSee full details
Join us for our annual trail race at Sherando Park—and get ready for an unforgettable fall challenge!
Now in its 7th year, this mixed-surface four-mile trail race takes runners through the paved paths and wooded trails of Sherando Park’s scenic mountain bike trail system. Whether you’re a seasoned trail runner or tackling your first off-road race, you’ll enjoy a challenging and rewarding course surrounded by crisp fall air and vibrant autumn colors.
✨ New for 2026: We’re excited to introduce a Mountain Bike Time Trial to this event! Cyclists will have the opportunity to test their speed and skills on the Sherando Park mountain bike trails in a timed, individual-start format, adding a whole new level of competition and excitement to race day.
Proceeds from all events will benefit the I’m Just Me Movement, supporting confidence, inclusion, and self-acceptance in our community.
Not up for four miles on trails?
We’ve got you covered! We’ll also offer an untimed One Mile Fun Run/Walk, perfect for participants who want to support the cause while enjoying a shorter, paved option. The one-mile course will be an out-and-back on the paved Sherando Park path, with a course marshal stationed at the turnaround. Mile participants will start just before the four-mile race.
Date: Saturday, September 26th
Time: 8:30 AM
Location: Sherando Park - Mountain Bike Trails
Race Day Registration & Packet Pickup: Saturday, September 26th: 7-8 am at the Race Start/Finish area
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Thu, Nov 26, 2026 at 8:00 AMSee full details
Get ready to gobble up the fun this Thanksgiving! Start your holiday with our festive Thanksgiving Day 5K at beautiful Sherando Park. Whether you’re racing or strolling, you’ll love our scenic course featuring the track, pavement, and woodland trails — it’s the perfect mix of terrain and fall color. Work up an appetite before the feast, make memories, and kick off your day with fun, fitness, and festive vibes!
No Race Day Registration - register early!!