Winding Way Run Co.

Winding Way Run Co. Trail & Ultrarunning Event Company

Price increase on January 1st! Time to officially add Terrapin to your calendar.
12/31/2025

Price increase on January 1st! Time to officially add Terrapin to your calendar.

Price increase on January 1st! Time to officially add Terrapin to your calendar and save some cash money!
12/31/2025

Price increase on January 1st! Time to officially add Terrapin to your calendar and save some cash money!

Will we see you crossing this finishing line in March?! Registration is now open for Terrapin Mountain 50K & Half Marath...
12/01/2025

Will we see you crossing this finishing line in March?! Registration is now open for Terrapin Mountain 50K & Half Marathon, happening on March 21st! Get early bird prices before the end of the year… and start training! 🫵

Haunts & Hallows Half Marathon 2025 is a wrap! Once again, you showed up and brought the energy! It’s so hard to capture...
10/30/2025

Haunts & Hallows Half Marathon 2025 is a wrap! Once again, you showed up and brought the energy! It’s so hard to capture and express the experience with words or a handful of pictures, but here are a few….

Winding Way’s goals with this race are multi-faceted:
- Host a hometown race and add value to the local trail running community.
- Bring a chill, fun, & supportive vibe that the trail and ultra running community is known for.
- Provide a good first time trail running event opportunity for those who primarily run road events.
- Offer a distance that starts to stretch one’s endurance.
These goals will guide our efforts as we continue to build this event together.

We will keep you all posted on 2026’s Haunt & Hallows as we get the details squared away. Up next: TERRAPIN MOUNTAIN 50K & Half Marathon!

10/24/2025

2025 Haunts & Hallows Half Marathon shirt reveal!! All runners and volunteers will get one! THREE DAYS!!

Once again, Winding Way Run Co. is stoked to have Trail Sisters Hampton Roads out at Haunts & Hallows! They’ll be headin...
10/23/2025

Once again, Winding Way Run Co. is stoked to have Trail Sisters Hampton Roads out at Haunts & Hallows! They’ll be heading up the aid stations on Cape Henry Trail this year so…. you’ve been warned! Not only that, they’ll be at the Saturday packet pickup at the Virginia Beach location of Running Etc. from 12 to 2 PM. Even if you’re not running Haunts & Hallows, stop by to chat them up and learn what they’re all about.

Being a Trail Sisters approved race means offering both men’s and women’s apparel, having menstrual products available at aid stations (look for the bin with the Trail Sisters badge on it), making sure women are present at the front of the starting line, providing equal podiums and awards, and having a pregnancy and postpartum policy in regards to race deferrals.

Thank you, for being part of Haunts & Hallows!

10/22/2025

THE FINISHER BEANIES FROM BOCO HAVE ARRIVED!! You have to finish to get one, you can’t finish if you don’t start, and you can’t start if you don’t sign up! There’s still time,… maybe not to train, but…. You got this!

It’s race week and I can almost taste those post-race donuts from We’ll also have hot coffee brewing and some other bev...
10/21/2025

It’s race week and I can almost taste those post-race donuts from We’ll also have hot coffee brewing and some other beverage options….you know, for those who don’t rehydrate with a hot cup of coffee. 😁 And as far as donut flavors go….!!

Apple Cider
Apple Crisp Sugar
Cinnamon Sugar
Espresso Sugar
Mango Habanero Sugar
Pumpkin Pie Sugar

Comment below if this post made you signup! 🙂

The Tailwind is stocked and loaded!! We’ll have the mandarin flavor on course and at the start/finish area; along with w...
10/19/2025

The Tailwind is stocked and loaded!! We’ll have the mandarin flavor on course and at the start/finish area; along with water, soda, and the usual array of trail snacks.

Quick Pro Tip: For those venturing into new territory with the half marathon distance, hydration and nutrition are key. When you start stretching your distance out, especially when double digit miles come into play, fueling your run properly becomes more and more necessary to avoid that “depleted” feeling. Without addressing this need, runners can feel stagnant and discouraged regarding improvements in their endurance. Staying hydrated, taking in electrolytes, and consuming some easily processed calories is where Tailwind comes in. We want to extend our thanks to for supporting Winding Way races and the trail community at large!

10/10/2025

The swag is starting to arrive!! First up - here is this year’s sticker! This year’s theme pays homage to Luna’s origin story, featuring a magical acorn. The name Luna, along with her origin story, was submitted by Debra McBride last year during our contest to give our furry friend a name. 🙂

We are just over two weeks away from Haunts & Hallows!!

These race bibs are getting ready for Haunts & Hallows…. are you?!?! We are just over three weeks away from our gatherin...
10/04/2025

These race bibs are getting ready for Haunts & Hallows…. are you?!?! We are just over three weeks away from our gathering to run 13.1(ish) miles along the trails of First Landing State Park! Will anyone have a Luna sighting this year?!

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Big Island, VA

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