The Ashwabay Alliance brings together the region’s love of outdoor adventure and live music. Through community support, we protect and grow Mt. Ashwabay while strengthening the cultural venues that make the South Shore of Wisconsin a destination for recreation, music, and connection.
The Ashwabay Alliance was formed to support and strengthen the outdoor recreation and cultural experiences that define Northern Wisconsin. By bringing together Mt. Ashwabay, Big Top Chautauqua, and other community venues, the Alliance works to ensure these places continue to thrive for future generations.
Mt. Ashwabay and Bayfield’s music venues represent decades of community passion and creativity.
But maintaining ski trails, performance spaces, concerts, and cultural programming requires long-term support and collaboration.
The Ashwabay Alliance brings together organizations, supporters, and community members who care deeply about these places.
Together we can ensure the mountain and the music continue to thrive.
The Ashwabay Alliance exists to help protect and strengthen one of the Northland’s most treasured outdoor spaces, Mt. Ashwabay. From maintaining trails and supporting the ski hill to helping grow events and outdoor recreation opportunities, the Alliance plays an important role in making sure this special place continues to serve the community year round. Through community support, partnerships, and volunteer efforts, the Alliance helps ensure that future generations can continue to ski, run, bike, and explore the beautiful landscape that makes Mt. Ashwabay so unique.
Our upcoming events bring the community together to celebrate the outdoors, support Mt. Ashwabay, and create memorable experiences for participants of all ages. From races and trail days to seasonal gatherings, each event helps strengthen the community while supporting the future of Ashwabay.
Galvanized in the late 70’s by The Clash and an aversion to the austere policies of Margaret Thatcher, Billy Bragg set out to inspire political engagement and empathy, and he
Larkin Poe’s latest album “Bloom” (GRAMMY nominated for Best Americana Album) sees the dynamic sister duo venturing further along on their evolving musical journey with a collection of songs that resonate with introspection, authenticity,
For one irie night, the Apostle Islands turn Caribbean. We’re bringing the roots n’ riddim to Legendary Waters Resort & Casino and letting the bass roll across the Bay. Come catch the
Co-founders Ted Petith (tenor sax) and Beth Tryon (bass) from Madison, are now based in Northern Wisconsin playing jazz/funk/fusion originals and standards with Tim Heil (guitars) and Steve Jones (drums).
A joyful performance of music, songs, stories, and dance. From Irish laments to energetic reels to modern Celtic rock vibes, the band pushes traditional music with contagious beats and soaring
If you care about the future of Mt. Ashwabay and the outdoor experiences it provides to our community, getting involved with the Ashwabay Alliance is a great place to start. The Alliance welcomes volunteers, donors, and community partners who want to help support the trails, races, ski hill, and outdoor programming that make this place special. You can lend a hand during events, help with trail work, support fundraising efforts, or simply stay connected and spread the word. Every bit of involvement helps ensure that Mt. Ashwabay continues to thrive as a year-round outdoor destination for generations to come.
Dear Ashwabay Alliance Community, I love to cook and entertain. There’s something about bringing people together around a table. It’s not just the food or the setting—it’s the feeling you create. And that feeling doesn’t happen by accident. The timing
Dear Ashwabay Alliance Community, When the first original show, Riding the Wind, was performed in the Bayfield School gymnasium, people weren’t simply there to hear it. They were there to share in the history that grounds us to this place
Dear Ashwabay Alliance Community, Every summer, something special happens at the top of Ski Hill Road. As the sun dips behind the hill and the evening air cools, people begin to gather beneath the blue canvas. Friends reconnect, families find
Dear Ashwabay Alliance Community, Can you believe we’re about to close out the 2025/2026 Mt. Ashwabay Alpine season? And what an incredible season it’s been! It’s hard to wrap my head around how quickly it’s gone. The sun is lingering
Dear Ashwabay Alliance Community, When I think about the opportunities we’re creating for kids across the Ashwabay Alliance, I often find myself reflecting on my own childhood. I grew up participating in programs like 4-H and competitive swimming—experiences that shaped
Dear Ashwabay Alliance Community, In my last newsletter, I shared more about the organizational structure of the Ashwabay Alliance, including the Board’s role and my own. Today, I want to take that conversation one step further and talk about the
