Skip to main content
Date:
Sat, Nov 07, 2026 at 5:00 AM – 9:00 PM
Location:
Cuyahoga County, Ohio
44143
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
10.3 Miles 100k 20.6 Miles 20.69 Miles 3.1 Miles 50k Run Trail Ultra

Knights, ruckers, and trail champions — prepare to take to the trails once again for the 2026 Conquer the Castle Trail Race at North Chagrin Reservation in Cleveland, Ohio!

Join us on Saturday, November 7, 2026, for a day of epic trail racing through the stunning fall colors of the Cleveland Metroparks. Whether you’re running, hiking, or rucking, there’s a challenge for every adventurer.

Choose from multiple distances, from the 5K, 10 Mile, and 20 Mile, to the endurance-testing 50K and 100K ultramarathons, plus ruck options for those ready to test their strength and stamina.

Experience one of Ohio’s premier fall trail races, where every climb, creek crossing, and castle challenge brings you closer to conquering the course — and earning your place among the legends. ⚔️🍂

Registration Includes

  • Custom unisex race shirt included for all participants or upgrade to a hoodie!

  • Custom Finisher Medal

  • Race Bib

  • Chip Timed Run

  • Stocked aid stations

  • Post-race snacks

  • Awards: Top 3 Female & Male finishers for 100K, 50K, 20 Mile (morning & afternoon), 20 Mile Ruck, 10 Mile, 10 Mile Ruck, & 5K

100K Finishers will receive a belt buckle

  • Be Knighted (this is for the 100K, 50K, 20 Mile (morning & afternoon), 20 Mile Ruck, 10 Mile, & 10 Mile Ruck)

Schedule

Friday, November 6th

  • 4-6:30 PM | Early Packet pick-up | 2nd Sole, 18636 Detroit Avenue, Lakewood, Ohio 44107

Saturday, November 7th | Forest Picnic Area, North Chagrin Reservation

  • 4:00 AM | Early send off for 100k and 50k runners*

  • 4:00 AM | Packet pick up (Will be open throughout the day)

  • 5:00 AM | 100k starts

  • 6:00 AM | 50k starts

  • 7:00 AM | 20 Mile & 20 Mile Ruck starts

  • 8:00 AM | 10 Mile & 10 Mile Ruck starts

  • 9:00 AM | 5k starts

  • 1:00 PM | 20 Mile afternoon start

  • 3:00 PM | 10 Mile afternoon start

  • 6:00 PM | must start last loop for 100k

  • 9:00 PM | race closes/timing crew packs up.

*Starting in the 4:00 AM Early Send Off voids you from Age Group and Overall Awards, but not the race or listing in results.

**Awards for Age Groups and Overall will be handed out throughout the day.

Participants who start a loop (loops) after 3:00 PM must have a headlamp or another source of light to help guide them on the trail.

Important race locations

  • Start/Finish | Forest Picnic Area

  • Event parking | AB Williams Memorial Woods & North Chagrin Nature Center

  • 5 Mile Aid Station | Squire's Castle Shelter

Review the Refund Policy & and Bib Transfer policies

More races nearby

  • Tunnel to Towers 5K Run & Walk - Lyndhurst, OH [runsignup.com]

    Sat, Jun 27, 2026 at 8:00 AM

    Description

    What is a Tunnel To Towers Run & Walk?

    The Tunnel to Towers Run & Walk Series was created to honor the heroic life and death of Stephen Siller, a New York City firefighter (FDNY) who lost his life on...

    What is a Tunnel To Towers Run & Walk?

    The Tunnel to Towers Run & Walk Series was created to honor the heroic life and death of Stephen Siller, a New York City firefighter (FDNY) who lost his life on September 11,2001 after strapping on his gear and running through the Brooklyn Battery Tunnel to the Twin Towers. Honor all of those who lost their lives on September 11,2001 and support our first responders and military who make extraordinary sacrifices in the line of duty! For more information on the Stephen Siller Tunnel to Towers Foundation please visit www.t2t.org.

    This is our inaugural run/walk in Lyndhurst, OH and we are excited to bring together the community to honor first responders, remember 9/11, and raise funds for the Tunnel to Towers programs.

    How far is a Tunnel to Towers Run & Walk?

    This is a 5K (3.1 miles) to walk or run this event. Anyone can run, walk, or experience this event.

    Where can I pick up my packet?

    Details will be coming soon on packet pick up!

    Can I register the day of the run?

    Yes. Registration will open at 7am the morning of the run. You’ll save time and money if you register online before we close the website. Those who wait to register on day of will pay an additional $5. In addition, if you wait to register we may not have a shirt for you and we do not guarantee sizes for late registrants.

    When does online registration close?

    Online registration will remain open until the start of the run.

    Do I have to wear my bib number?

    Yes, please display your bib on the front of your outermost garment. Those who run without a bib will be asked to leave the course and will not be allowed to finish.

    I am a fast runner. Can I get a frontline position?

    Runners predicting a pace faster than 6 minute/mile will be seeded in the front corral (arrive early).

    Will there be awards for running?

    Yes, we keep them very simple since our mission is to honor first responders, most of our awards are based on firefighters, police or military running in gear in the same fashion that Stephen Siller did on 9/11. This event is intended to be an experience and much more than a run. The event is currently not timed. This may change as plans develop and sponsors sign up.

    Will water be available?

    Yes, a water station will be available along the route and there will be water available at the square.

    What can you bring to the event? Can I run with a stroller, backpack, wheelchair, roller blades, bicycle, etc?

    Strollers and wheelchairs are permitted. Firefighter turnout gear and military backpacks are also permitted. Please leave all personal items and valuables in your vehicle. All items should be stored securely at the owner's risk. Tunnel to Towers Foundation will not be responsible for the loss of any items.

    Does my registration fee count towards my fundraising goal?

    Your registration fee does not count toward the fundraising goal.

    Can someone else pick up my packet for me?

    Yes, they can. They must present a copy of your registration receipt. And don't forget to thank them!

    Can I still donate to a team and/or individual after the start of the race?

    Yes. Donations will be accepted for 6 weeks after the event.

    How can my company/organization sponsor this event?

    Please send all sponsorship correspondence to [email protected] with your contact information and someone will be in touch with you within 24 hours.

    I would like to donate goods or services to this event. How do I do that?

    You can contact us at [email protected] We make every effort to keep costs down to allow us to give the most to the Tunnel to Towers Foundation in Stephen Siller's name. Your generosity will be greatly appreciated.

    As a participant, can I fundraise/encourage others to donate?

    Yes! Once you are registered, you will be given directions to start your own fundraising page and you will be able to accept donations online. Do you want to donate cash/money? We can help you with that. Contact us at [email protected] and we can walk you through the process or you can send donations directly to ATTN: Adam Santamaria - 2361 Hylan Boulevard., Staten Island, NY 10306 - please give us your information so we can add it to your fundraising page. It's easy!

    Where can I mail an OFFLINE donation (check made payable to Tunnel to Towers Foundation)?

    Please mail any offline donations to:

    Tunnel to Towers Foundation

    ATTN: Lyndhurst, OH 5K

    2361 Hylan Blvd.

    Staten Island, NY 10306

    Can I transfer my registration to another participant?

    Yes. See information above OR contact us at [email protected] and we will manually change it in our system.

    Can I get a refund?

    We do not provide refunds for the event whether you cannot make the date, or the Foundation needs to cancel the event for extenuating circumstances. Registration may be transferred to another person.

    How can I volunteer?

    It's simple! Email us at [email protected] and we will reply within 24 hours. Volunteers are always needed for the day of festivities. Thank you!

    Do registrants get receipts?

    When you register online you should automatically receive a receipt. If paying by credit card or check that is your receipt. If paying in cash, receipt upon request.

    Is there a medical staff available on-site?

    Yes, there will be an Emergency Medical Service team available on site. There is also radio communication available on the course to help communicate with the EMS.

    Does Tunnel to Towers offer fundraising incentives?

    Yes, we offer fundraising incentives each year; check out our latest in our Fundraising Guide. To qualify, complete your fundraising by August 31, 2026.

    4.2 km
    5301 Mayfield Road, Lyndhurst, Ohio, 44124, United States
    OpenStreetMap Google Maps

    5k Run Walk Wheelchair

  • Miles for Migraine - Ohio 2026 [milesformigraine.org] [Register at raceroster.com]

    Sat, Jul 11, 2026 at 9:30 AM

    Description

    Miles for Migraine will host its 9th annual 2-mile Walk, 5K Run and Relax Ohio event on Saturday July 11th at North Chagrin Reservation in Willoughby Hills. This event is a fundraiser for Migraine &...

    Miles for Migraine will host its 9th annual 2-mile Walk, 5K Run and Relax Ohio event on Saturday July 11th at North Chagrin Reservation in Willoughby Hills. This event is a fundraiser for Migraine & Headache Awareness, Treatment & Research. It's more than a walk/run - come connect with your local migraine & headache community, listen to our speakers & visit sponsors in the festival area.

    The 5K run is professionally timed. The Walk and the Relax events are free, but donations are encouraged. All walk and run finishers receive a finisher medal.

    Dress up in your best purple flair for a chance at a fun prize!

    Funds raised will benefit Miles for Migraine free programs & services as well as the Cleveland Clinic and UH Cleveland Headache Centers to support local migraine research and fellowship training programs.

    2.9 km
    Hickory Fox Trail, Cuyahoga County, Ohio, 44143, United States
    OpenStreetMap Google Maps

    5k Run Virtual Walk

  • B'nai B'rith Health Run [bnaibrithhealthrun.org] [Register at runsignup.com]

    Sun, Jul 26, 2026 at 8:30 AM

    Description

    5 K race starting & finishing at Pepper Pike City Park. 38000 Shaker Blvd. Pepper Pike Ohio 44124.

    Chip Timed. Water at each mile. Police controled course. Course used Gates Mills Blvd out and back.

    Second half of course uses trail in middle of Gates Blvd. Tie Dye T shirts to participants. Water at start & finish.

    Refreshments at end of race. Award ceremony at Pepper Pike Park Pavillion.

    7.8 km
    38000 Shaker Blvd, Pepper Pike, Ohio, 44124, United States
    OpenStreetMap Google Maps

    5k Run Trail

  • UC 5K and 1 Mile Walk [runsignup.com]

    Sun, Oct 04, 2026 at 10:00 AM

    Description

    Come out and feel the excitement surrounding our Ursuline Arrows campus!

    From our cross country and track & field team to you, we welcome you to run through Pepper Pike, the Ursuline College campus...

    Come out and feel the excitement surrounding our Ursuline Arrows campus!

    From our cross country and track & field team to you, we welcome you to run through Pepper Pike, the Ursuline College campus and Merici Crossings.

    Arrows Nation will be rooting for you through gradual inclines and road racing as you run to support our XC/T&F program. Immediately following the race, join in on our Ursuline Fall Festival in the main quad for food trucks, music and fun.

    All proceeds go towards the student-athlete experience both in and out of the classroom and races. We greatly appreciate your generosity!

    The UC 5K is an official 2026 Cleveland Road Race Series event. Learn More at RoadRaceSeries.com

    Race Information

    Date: Sunday, October 4, 2026

    Location: Ursuline College - Stano Athletic Center (2550 Lander Rd Pepper Pike, OH 44124)

    Race Morning Packet Pickup: 8:30 am - 9:45 am

    5K and 1-Mile Start: 10:00 am

    Post Race Celebration: 11:00 am

    Fees (5K and 1-Mile)

    • $35 - through race morning

    • Students, faculty, alumni and friends receive $5 off with the Ursuline College discount code.

    • If paying by cash or check, a paper form must be printed and mailed to Hermes Sports at the bottom of the page the Wednesday before race day.

    What's Included

    • A Chip Timed 5K and Race Bib

    • A UC Race Shirt *shirt sizes guaranteed if registered by 9/15

    • A Raffle Ticket

    • Post Race Refreshments

    • Awards for the Top Male Female and Team Finishers

    Make a Team

    • Find at least 2 friends and create your own team for the UC 5K!

    • This 3+ person Team will race for the Top Team Award by taking the lowest 3 combined finisher times in the 5K.

    • During online registration, the team captain will CREATE a team name and team members will JOIN that team when they register.

    • Learn More: HERE

    2.3 km
    2550 Lander Rd., Mayfield Heights, Ohio, 44124, United States
    OpenStreetMap Google Maps

    1 Miles 3.1 Miles 5k Run Walk

  • Dirty Dirty 15k [runsignup.com]

    Sat, Nov 21, 2026 at 9:00 AM

    Description

    Prepare for a double dirty trail challenge at the Dirty Dirty 15k, the final race of the Dirty Trail Series. This course takes you on an exciting two-loop tour through the picturesque North Chagrin...

    Prepare for a double dirty trail challenge at the Dirty Dirty 15k, the final race of the Dirty Trail Series. This course takes you on an exciting two-loop tour through the picturesque North Chagrin Reservation of the Cleveland Metroparks. The park's delicate balance between outdoor recreation and wildlife preservation is the perfect backdrop for your race. It will test your endurance while also allowing you to connect with nature as you run or hike alongside wildlife sanctuaries.

    On this reverse run of the Dirty Love 15k, you will be greeted by diverse and scenic landscapes, from woodlands to meadows, and along the way, you'll encounter iconic landmarks such as Squires Castle, Buttermilk Falls, and Oxbow Lagoon.

    Don't miss this last chance to embrace the thrill of a Dirty Trail Series race this year and have some fun with us afterward. Join us for the year-end Dirty Series Party, with food, prizes, and the much anticipated Dirty Series awards ceremony!

    5.3 km
    Chardon Road, Willoughby Hills, Ohio, 44094, United States
    OpenStreetMap Google Maps

    15k Run Trail

More races nearby →
Like Wikipedia, anyone can contribute. Sign up to add your local events.