VOLUNTEER

Pitch in. Make memories. Be part of something bigger.

The Hands and Hearts Behind the Trails

At WinMan, volunteers are more than helpers—they’re caretakers, connectors, and champions of this place we all love. They show up early to clear a trail. Stay late to sweep the floor. Offer encouragement to a first-time rider. Or greet a visitor with a smile.

This place runs because people care. That’s the magic. If you’ve ever felt a sense of peace out on the trails, or shared a laugh around the firepit, there’s a good chance a volunteer helped make that moment possible.

We’d be honored to have you join this crew of generous, big-hearted folks who help WinMan stay beautiful, safe, and welcoming year-round.

Mike G Volunteer Shirtcrop2

Simple to Sign Up, Big on Impact

Volunteering at WinMan is simple, flexible, and designed to fit your life—whether you're jumping in for a single event or looking to commit more regularly.

Get started by signing up online. You’ll be able to view upcoming opportunities, manage your shifts, and track your hours by logging into your WinMan account.

We encourage everyone to log their hours throughout the year—not just to unlock fun volunteer perks, but to help WinMan show the full impact of community involvement. These hours are a powerful part of the story we tell when applying for grants and funding, and they help strengthen the future of the trails we all care about.

Need help getting started? Have questions? Reach out anytime at info@winmantrails.com—we’re here for you.

Many ways to Contribute

You don’t need trail-building skills or years of experience—just a willingness to pitch in. Some roles are hands-on. Others are about people, presence, or behind-the-scenes support. Choose what fits you best:

Featured Adopt-a-Trial Program

As an Adopt-a-Trail Steward, you (or your crew) take ownership of a trail section for the summer season. It’s low-key but high-impact.

You’ll walk your adopted trail at least every two weeks, reporting any major issues like erosion or fallen trees, and handling light upkeep like clearing branches, trimming overgrowth, and weed-whacking trail edges. We’ll provide all the tools, safety gear, and training you need—and our team is always here to support you.

This is a great fit for folks who enjoy routine, solitude, and making a visible difference.

A Small Thank You for a Big Gesture

We know your time is valuable. Volunteering is a gift—and we’re grateful for every hour.

Appreciation Picnic

Join us for free lunch and drinks in August each year for the annual Appreciation Picnic.

Drink Token

Collect one for each day you volunteer—redeem anytime at the WinMan Bar & Apparel Shop

10 Hours = Volunteer Shirt

After 10 logged hours receive a free volunteer shirt to wear with pride

20 Hours = Gift Certificate

After 20 hours logged receive a $25 Gift Certificate for the WinMan Bar & Apparel Shop

WinMan was built by dreamers and doers. Volunteers who grabbed a shovel, a snowshoe, or a clipboard and said, “Sure, I’ll help.” That spirit still fuels us today. Join in—and let’s keep building something beautiful together.