
From the Organizer
Are you ready to launch your running to the next level in 2026? Join us for the first ever Sidewinder in Montour Woods Conservation Area, with proceeds benefiting the Hollow Oak Land Trust*. Choose your distance: Half Marathon (hikers welcome), 20 Mile (hikers welcome), or the full 50K and expect a well-marked route, solid aid, and a welcoming first-year vibe.
Interested in volunteering at the race? Please fill out this form.
About the Course:
Typical Western PA trail conditions: twisty dirt singletrack with plenty of roots, windy switchbacks, and rocky sections that keep you on your toes. The course will consist of three parts: Liftoff, Orbit, and Final Approach.
Liftoff
Starting at Clearview Shelter in Moon Park, Liftoff is a 1.3 mile segment that will connect you from Moon Park to Montour Woods. Expect a nice flowy, downhill section connecting to a wooden boardwalk to start your race and ensure that all systems are go.
Orbit
Time to start into Orbit, consisting of a 9 mile loop around the Montour Woods Conservation Area. Orbit will take you through all the must-see sites in Montour Woods. You’ll cruise through the reclaimed concrete clearing of the old Nike missile site, pop out under the powerline, wind up and down and around the mountain, settle into a scenic stretch beside Meeks Run (with a waterfall spilling over rock ledges and a cave feature that feels like a hidden trail secret), and pass an old oil well tucked along the trail. Aid stations will be available approximately every 3-4 miles along the loop. One Orbit loop for the half marathon, two for the 20 milers, and three for those completing the 50K.
Final Approach
50K and Half Marathon: As the end of your journey draws near, you will climb into your Final Approach, a 2.9 mile, mostly double track loop around Moon Park. The loop gives you that perfect ending, knowing your journey is coming to a close and you're about to achieve your goal.
20 Mile: As the end of your journey draws near, you will climb back to the finish line, the same 1.36 segment as Liftoff but in reverse. An uphill push to the end, you'll be digging deep to finish strong and achieve your goal.
Vertical Gain per Distance:
50K: ~4500 ft
20 Mile: ~3200 ft
Half Marathon: ~1900 ft
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*Hollow Oak Land Trust partners with municipalities—including Moon and Robinson Townships, Coraopolis Borough, and the Avonworth Municipal Authority—to create interconnected greenways that link parks, conservation areas, and communities. These greenways serve as both wildlife corridors and trail connectors, expanding access to nature while protecting habitat and improving environmental resilience.
Swag
T-shirts are only guaranteed if you sign up by July 5, 2026.
All finishers will receive a medal.
Awards will be given to the top male and female finishers of each distance.
Preview Run:
Join us for a course preview run on Sunday, July 12 at 9:00 am! Sign up here.
Frequently Asked Questions:
What is the timing cut-off for the race? All three distances will have a cutoff of 10 hours.
Will the race be timed by a timing company? Yes, Miles of Smiles will be timing the event.
Are there nearby hotels? Yes, there are plenty of nearby hotels in both Robinson Township and Moon Township.
When will packet pick-up take place? We will provide more details on this later, but are anticipating packet pickup to be available the night before the race and the morning of.
THANK YOU, SPONSORS!
Thank you to our generous sponsors - without them, this race would not be able to take flight!
Events
Weather
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
79°
Typical Low
58°
Chance of Rain
31%
Based on US Climate Normals data from Pittsburgh Intl Ap, 1 mi from the venue.
Host City
Elevation
1,159 ft
Nearest Airport
PIT
Pittsburgh International Airport · 2 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Race Location
Your Next Start Line
Every finish line starts with a single decision. Claim your spot at Sidewinder, put it on the calendar, and turn “someday” into a start date.
Coming Up
Riding to The Rescue
7 miles away
Sidewinder Preview Run
Less than a mile away
IngRUN 5K
7 miles away
Sweat Bar Fitness Summer Slay 5K & 1 Mile Fun Walk
7 miles away
From Endurance Grid
Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Frequently Asked Questions (FAQs)
Sidewinder
Sep 5, 2026