Sidewinder
- Date Sat 5th September 2026
- Time 8:00AM EDT
- Location Coraopolis, Pennsylvania
- Price $48.95 - $70.15
- Races 3 races
- Distances Ultra, Half Marathon
Event summary
Get ready to experience the thrill of the inaugural Sidewinder race on Saturday, September 5, 2026, in the beautiful Montour Woods Conservation Area of Coraopolis, Allegheny! This exciting event offers participants the chance to choose from three challenging distances: a Half Marathon (perfect for hikers), a 20-mile trek (hikers welcome), or the ultimate test with a 50K race. As you navigate the well-marked trails, expect to be captivated by the stunning scenery and the unique terrain that Western Pennsylvania has to offer, including twisty dirt singletrack, rocky sections, and breathtaking views.
The Sidewinder promises a welcoming atmosphere for all runners, with aid stations stationed every few miles and a vibrant community vibe that makes this first-year event truly special. As you tackle the course, you'll journey through distinctive features such as the reclaimed Nike missile site and a scenic stretch beside Meeks Run, complete with a waterfall and a hidden cave. Plus, all finishers will receive a medal, and awards will be given to the top male and female finishers in each category. Don't miss out on this incredible opportunity to challenge yourself while supporting the Hollow Oak Land Trust. Mark your calendar for September 5, 202
The Sidewinder promises a welcoming atmosphere for all runners, with aid stations stationed every few miles and a vibrant community vibe that makes this first-year event truly special. As you tackle the course, you'll journey through distinctive features such as the reclaimed Nike missile site and a scenic stretch beside Meeks Run, complete with a waterfall and a hidden cave. Plus, all finishers will receive a medal, and awards will be given to the top male and female finishers in each category. Don't miss out on this incredible opportunity to challenge yourself while supporting the Hollow Oak Land Trust. Mark your calendar for September 5, 202
Organiser's Description
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 [https://hollowoak.org/]*. 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 [https://docs.google.com/forms/d/e/1FAIpQLScwlfC-j7IwJdHt8ygmL95N9iCdgzelwnsp1oMbKSspSpdlUQ/viewform?usp=dialog].
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. Youll 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
--
*Hollow Oak Land Trust partners with municipalitiesincluding Moon and Robinson Townships, Coraopolis Borough, and the Avonworth Municipal Authorityto 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 [https://runsignup.com/Race/PA/Coraopolis/SidewinderPreviewRun].
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!
Public Lands [https://www.publiclands.com/]
Pro Bike + Run, Robinson Township [https://www.probikerun.com/about/robinson-pg205.htm]
Interested in volunteering at the race? Please fill out this form [https://docs.google.com/forms/d/e/1FAIpQLScwlfC-j7IwJdHt8ygmL95N9iCdgzelwnsp1oMbKSspSpdlUQ/viewform?usp=dialog].
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. Youll 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
--
*Hollow Oak Land Trust partners with municipalitiesincluding Moon and Robinson Townships, Coraopolis Borough, and the Avonworth Municipal Authorityto 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 [https://runsignup.com/Race/PA/Coraopolis/SidewinderPreviewRun].
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!
Public Lands [https://www.publiclands.com/]
Pro Bike + Run, Robinson Township [https://www.probikerun.com/about/robinson-pg205.htm]
Races
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Location
1371 Joe DeNardo Way, Coraopolis, 15108, PA, United States
Sidewinder