Raise Funds and Make Friends

Wisconsin River Trail Organization Events for the Community

Join us because you can care love our community want to help our kids believe in our trail love what we stand for want a better life love to bike love the outdoors want to give back

We’re so glad you’re here! Whether you’re a long-time supporter or just curious what we’ve been up to, WRTO events are a great way to plug in, show up, and give back to the trail. From fun runs and BBQs to music nights and bike safety for the kids—we’ve got something for everyone.

Every dollar raised through Wisconsin River Trail Organization events helps us move the trail forward. So while you're out having fun, you're also building something beautiful with us—one mile at a time.

Local Wisconsin River Trail Organization Events

Trek the Trail 5k & 10k

The annual Trek the Trail showcases the beautiful lower Wisconsin River. The 5k and 10k routes both encompass parts of the city of Boscobel, Sanders Creek walkway, and Wisconsin River Trail.

Learn more about Trek the Trail

Trek the Trail 5k & 10k

Runners at the WRTO Trek the Trail 5K and 10K event in Boscobel, Wisconsin.
Community members gather for a live outdoor concert at Wisconsin River Outings Canoe Rental, hosted by the Wisconsin River Trail Organization in Boscobel, Wisconsin.

Music Events

Each year, we host a live music event that’s fun for all ages and packed with a mix of musical flavors—from country and classic rock to small-town jams that get your boots tapping.

Past entertainers with local ties have included Bobby G. Rice, Dr. Rumley’s Snuff Band, Countryfied, and more—proof that Boscobel knows how to put on a show.

Check out upcoming WRTO music events

Taste of Boscobel

Taste of Boscobel is one of our favorite Wisconsin River Trail Organization events, bringing together local food, drinks, and live music for a night that supports the trail and celebrates the community.

Wisconsin River Trail Organization Annual Taste of Boscobel happens the 2nd Saturday in September annually.

Come to Boscobel and enjoy all the wines, brews, flavors, and musical notes of the area!

Get the scoop on Taste of Boscobel

Taste of Boscobel

Attendees at the WRTO Taste of Boscobel event enjoying food, drinks, and live music—one of many Wisconsin River Trail Organization events in Boscobel.
Rooster Andy’s Chicken being grilled at the WRTO Chicken BBQ fundraiser in Boscobel, Wisconsin.

Chicken BBQ

Our Chicken BBQ is a favorite Wisconsin River Trail Organization event that brings great food and greater people together.

Welcome home to celebrate the 4th of July starting on July 3rd with WRTO’s Rooster Andy’s Famous Chicken BBQ in Kronshage Park in the heart of Boscobel.

Get your plate at our next BBQ

Bike Safety

The Bike Safety Program is directed yearly by the Boscobel Hildebrand Library staff with assistance from the Boscobel city police department, WRTO, and amazing individual volunteers.

To find out more, please contact the library at bwdirector@swls.org

Bike Safety

Kids practicing bike safety skills at a community event led by the Boscobel Library, with support from the Wisconsin River Trail Organization.
Scenic photo of the Wisconsin River near Boscobel for WRTO’s Earth Day Community Cleanup event.

Earth Day Community Clean Up

More info to come… 

 

Birthday Calendar

As a community of supportive trail blazers, we would love to invite you to join our birthday calendar fundraiser. For just $10, you may add up to 6 birthdays and your anniversary to be added to our calendar! 

Learn More About Ordering a birthday calendar

Birthday Calendar

WRTO’s printed community birthday calendar featuring local business ads and trail photos.
Guests seated at the WRTO Annual Banquet during the evening auction and celebration.

Annual WRTO Banquet

The Wisconsin River Trail Organization holds an annual banquet to raise funds for the ever expanding project. The monies raised during this one night event will be used to create a 20+ mile biking/hiking loop connecting Boscobel, Wauzeka, and Woodman areas.

See banquet highlights

 

Community members gather for a live outdoor concert at Wisconsin River Outings Canoe Rental, hosted by the Wisconsin River Trail Organization in Boscobel, Wisconsin.

Honoring Our Supporters: The Backbone of the Wisconsin River Trail Project

Our volunteers and supporters are the reason we’ve made it this far. From fundraising and event help to hands-on trail work, their dedication has turned big dreams into real trail miles.

We see you. We appreciate you. And we couldn’t do this without you.

Whether you’ve donated your time, your energy, or your famous pie at the banquet—thank you. You’ve helped bring the Wisconsin River Trail to life, and we’re so grateful.

Want to pitch in?

Help out at upcoming Wisconsin River Trail Organization events—from clean-ups to concerts, every bit of help moves the trail forward.

You're invited!

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𝗬𝗼𝘂𝗿 𝘁𝗿𝗮𝗶𝗹.
𝗬𝗼𝘂𝗿 𝗰𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆.
𝗬𝗼𝘂𝗿 𝘂𝗽𝗱𝗮𝘁𝗲𝘀.

Stay connected — without relying on the algorithm.

Our newsletter makes sure you never miss trail news, events, or opportunities to get involved.
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𝗬𝗼𝘂𝗿 𝘁𝗿𝗮𝗶𝗹. 
𝗬𝗼𝘂𝗿 𝗰𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆. 
𝗬𝗼𝘂𝗿 𝘂𝗽𝗱𝗮𝘁𝗲𝘀.

Stay connected — without relying on the algorithm.

Our newsletter makes sure you never miss trail news, events, or opportunities to get involved.

A barn dance.
A hometown legend.
Smiles that lasted long after the music ended.

𝗪𝗲 𝘀𝗵𝗮𝗿𝗲 𝘀𝘁𝗼𝗿𝗶𝗲𝘀 𝗹𝗶𝗸𝗲 𝘁𝗵𝗶𝘀 — 𝗽𝗹𝘂𝘀 𝘁𝗿𝗮𝗶𝗹 𝗻𝗲𝘄𝘀 𝗮𝗻𝗱 𝗰𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆 𝘂𝗽𝗱𝗮𝘁𝗲𝘀 — 𝗶𝗻 𝗼𝘂𝗿 𝗻𝗲𝘄𝘀𝗹𝗲𝘁𝘁𝗲𝗿, 𝘀𝗼 𝘆𝗼𝘂’𝗹𝗹 𝗻𝗲𝘃𝗲𝗿 𝗺𝗶𝘀𝘀 𝗮 𝗺𝗼𝗺𝗲𝗻𝘁, 𝗲𝘃𝗲𝗻 𝗶𝗳 𝗶𝘁 𝗴𝗲𝘁𝘀 𝗹𝗼𝘀𝘁 𝗼𝗻 𝘀𝗼𝗰𝗶𝗮𝗹.

📬Sign up today www.rfr.bz/f5ae0ed
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A barn dance.
A hometown legend.
Smiles that lasted long after the music ended.

𝗪𝗲 𝘀𝗵𝗮𝗿𝗲 𝘀𝘁𝗼𝗿𝗶𝗲𝘀 𝗹𝗶𝗸𝗲 𝘁𝗵𝗶𝘀 — 𝗽𝗹𝘂𝘀 𝘁𝗿𝗮𝗶𝗹 𝗻𝗲𝘄𝘀 𝗮𝗻𝗱 𝗰𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆 𝘂𝗽𝗱𝗮𝘁𝗲𝘀 — 𝗶𝗻 𝗼𝘂𝗿 𝗻𝗲𝘄𝘀𝗹𝗲𝘁𝘁𝗲𝗿, 𝘀𝗼 𝘆𝗼𝘂’𝗹𝗹 𝗻𝗲𝘃𝗲𝗿 𝗺𝗶𝘀𝘀 𝗮 𝗺𝗼𝗺𝗲𝗻𝘁, 𝗲𝘃𝗲𝗻 𝗶𝗳 𝗶𝘁 𝗴𝗲𝘁𝘀 𝗹𝗼𝘀𝘁 𝗼𝗻 𝘀𝗼𝗰𝗶𝗮𝗹.

📬Sign up today https://www.rfr.bz/f5ae0ed

So much happens along the trail — and not all of it makes it into your social feed.

Our newsletter is where it all comes together: behind-the-scenes stories, milestone updates, and reminders about events you don’t want to miss.

🌿 Sign up today and stay connected. Link is in the first comment.
... See MoreSee Less

So much happens along the trail — and not all of it makes it into your social feed.

Our newsletter is where it all comes together: behind-the-scenes stories, milestone updates, and reminders about events you don’t want to miss.

🌿 Sign up today and stay connected. Link is in the first comment.

📬 𝗗𝗼𝗻’𝘁 𝗺𝗶𝘀𝘀 𝗮 𝘁𝗿𝗮𝗶𝗹 𝘂𝗽𝗱𝗮𝘁𝗲 - Social media moves fast — and it’s easy for posts to get lost in the shuffle.

Our newsletter brings trail news, event invites, and ways to get involved straight to your inbox, so you’ll always be in the loop.

𝗦𝗶𝗴𝗻 𝘂𝗽 𝗵𝗲𝗿𝗲 (𝘆𝗼𝘂 𝗰𝗮𝗻 𝘂𝗻𝘀𝘂𝗯𝘀𝗰𝗿𝗶𝗯𝗲 𝗮𝗻𝘆𝘁𝗶𝗺𝗲)👉 www.rfr.bz/fd50346
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📬 𝗗𝗼𝗻’𝘁 𝗺𝗶𝘀𝘀 𝗮 𝘁𝗿𝗮𝗶𝗹 𝘂𝗽𝗱𝗮𝘁𝗲 - Social media moves fast — and it’s easy for posts to get lost in the shuffle.

Our newsletter brings trail news, event invites, and ways to get involved straight to your inbox, so you’ll always be in the loop.

𝗦𝗶𝗴𝗻 𝘂𝗽 𝗵𝗲𝗿𝗲 (𝘆𝗼𝘂 𝗰𝗮𝗻 𝘂𝗻𝘀𝘂𝗯𝘀𝗰𝗿𝗶𝗯𝗲 𝗮𝗻𝘆𝘁𝗶𝗺𝗲)👉 https://www.rfr.bz/fd50346

Still smiling after Saturday.

Our first-ever WRTO Pickleball & Cornhole/Bags Tournament is in the books—and we just want to say thank you.

To everyone who signed up, showed up, helped out, or just came to hang out: you made this happen. It was fun, a little competitive, and totally community-centered—just the way we hoped it would be.

A few special thanks are in order:

– Don and Lisa Howell for jumping in to help us put on the Cornhole/Bags side of things (we would’ve been lost without you!)

– Marsha Jones for bringing the music and the good energy

– And every single volunteer who pitched in to make the day run smoothly

And of course—congrats to our winners!

Pickleball:
1st – Drew & Taylor Frey
2nd – Brent & Kathy Robinson
3rd – Chance & Gentry Zimpel

Cornhole:
1st – Don & Lisa Howell
2nd – Michael Laxton & Reg Hudson
3rd – Stewart Trumm & Gabe Davis

Thank you again for being part of this. It was a great turnout for our first time, and we’re already looking forward to the next one.

See someone you know here? Go ahead and tag them in the photos - we'd appreciate it!

#WRTO #BoscobelWI #CommunityTrail #PickleballAndBags
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Still smiling after Saturday.

Our first-ever WRTO Pickleball & Cornhole/Bags Tournament is in the books—and we just want to say thank you.

To everyone who signed up, showed up, helped out, or just came to hang out: you made this happen. It was fun, a little competitive, and totally community-centered—just the way we hoped it would be.

A few special thanks are in order:

– Don and Lisa Howell for jumping in to help us put on the Cornhole/Bags side of things (we would’ve been lost without you!)

– Marsha Jones for bringing the music and the good energy

– And every single volunteer who pitched in to make the day run smoothly

And of course—congrats to our winners!

Pickleball:
1st – Drew & Taylor Frey
2nd – Brent & Kathy Robinson
3rd – Chance & Gentry Zimpel

Cornhole:
1st – Don & Lisa Howell
2nd – Michael Laxton & Reg Hudson
3rd – Stewart Trumm & Gabe Davis

Thank you again for being part of this. It was a great turnout for our first time, and we’re already looking forward to the next one.

See someone you know here? Go ahead and tag them in the photos - wed appreciate it!

#WRTO #BoscobelWI #CommunityTrail #PickleballAndBagsImage attachmentImage attachment+Image attachment
2 months ago

We’ll be at the Boscobel Farmer’s Market on Saturday, August 23—catching up with neighbors, sharing what’s new, and talking trail.

📍 Boscobel Farmer’s Market
🗓 Saturday, August 23
⏰ 8:00 AM – 12:00 PM

🎤 Trail Update Presentation at 10:30 AM with Mike Reynolds & Denise Fisher

After the update, stick around for a friendly group bike ride through town—no sign-up, just show up and ride.

We’ll have breakfast sandwiches, brochures, WRTO and Bulldog doormats, and a chance to sign up for our Birthday Calendar—but more than anything, we’re here to connect.

We’ve had a lot of folks asking where things stand with the trail.

This is a chance to stop by, ask questions, and hear what’s ahead—straight from the people working on it.

Come grab a bite, share your thoughts, and say hello.

It’s your trail. Let’s talk about it.
www.facebook.com/share/17otqY4oG2/
... See MoreSee Less

We’ll be at the Boscobel Farmer’s Market on Saturday, August 23—catching up with neighbors, sharing what’s new, and talking trail.

📍 Boscobel Farmer’s Market
🗓 Saturday, August 23
⏰ 8:00 AM – 12:00 PM

🎤 Trail Update Presentation at 10:30 AM with Mike Reynolds & Denise Fisher

After the update, stick around for a friendly group bike ride through town—no sign-up, just show up and ride.

We’ll have breakfast sandwiches, brochures, WRTO and Bulldog doormats, and a chance to sign up for our Birthday Calendar—but more than anything, we’re here to connect.

We’ve had a lot of folks asking where things stand with the trail. 

This is a chance to stop by, ask questions, and hear what’s ahead—straight from the people working on it.

Come grab a bite, share your thoughts, and say hello.

It’s your trail. Let’s talk about it.
https://www.facebook.com/share/17otqY4oG2/
2 months ago

... See MoreSee Less

𝗦𝗼𝗺𝗲𝘁𝗶𝗺𝗲𝘀 𝘁𝗵𝗲 𝗯𝗲𝘀𝘁 𝘄𝗮𝘆 𝘁𝗼 𝘀𝘂𝗽𝗽𝗼𝗿𝘁 𝘆𝗼𝘂𝗿 𝗰𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆 𝗶𝘀𝗻’𝘁 𝗹𝗼𝘂𝗱.
It’s quiet. It’s steady. It’s automatic.

$10/month that shows up like clockwork and says, "𝙄'𝙢 𝙨𝙩𝙞𝙡𝙡 𝙬𝙞𝙩𝙝 𝙮𝙤𝙪."

That’s what our Monthly Trailblazers do.

𝗪𝗮𝗻𝘁 𝘁𝗼 𝗯𝗲 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲𝗺?
www.rfr.bz/f572a4e

#WRTOTrailblazerChallenge #SupportTheTrail #DriftlessWI
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𝗦𝗼𝗺𝗲𝘁𝗶𝗺𝗲𝘀 𝘁𝗵𝗲 𝗯𝗲𝘀𝘁 𝘄𝗮𝘆 𝘁𝗼 𝘀𝘂𝗽𝗽𝗼𝗿𝘁 𝘆𝗼𝘂𝗿 𝗰𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆 𝗶𝘀𝗻’𝘁 𝗹𝗼𝘂𝗱.
It’s quiet. It’s steady. It’s automatic.

$10/month that shows up like clockwork and says, 𝙄𝙢 𝙨𝙩𝙞𝙡𝙡 𝙬𝙞𝙩𝙝 𝙮𝙤𝙪.

That’s what our Monthly Trailblazers do.

𝗪𝗮𝗻𝘁 𝘁𝗼 𝗯𝗲 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲𝗺?
https://www.rfr.bz/f572a4e

#WRTOTrailblazerChallenge #SupportTheTrail #DriftlessWI
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