Head to Boulder Junction in the heart of Wisconsin’s Northwoods, and you’ll find a full calendar of events all year long, from holiday celebrations to live music to the annual Musky Jamboree in August—a weekend full of fun activities focused on northern Wisconsin’s most famous fish.
Other notable annual events include the White Deer Triathlon in May, the Boulder Junction Block Party — a fun weekly event featuring Music on Main Street, fishing seminars, food and more, held from June to August, the Star Spangled Jubilee on the Fourth of July, the Colorama Festival in September, Hops & Shops a beer and cider walk in October, and the town’s Christmas Walk, held the day after Thanksgiving.
Note: Events are subject to change. Please contact the event organizer for information about a specific event.
Open to kids ages 6-11. This class is designed for first time or beginner mountain bikers. This 2-hour course will be led by Val Foley who is an experienced mountain bike instructor and specializes in coaching kids. We will go over the essentials of mountain biking, incorporating a few fun games to improve their abilities on […]
The Early Bird Ski Race at WinMan Trails is a great way to kick off the ski season with early winter fun and friendly competition. This freestyle event welcomes both skate and classic techniques and is a perfect opportunity for teams and individuals to get back on snow. We often see strong participation from middle […]
Join us at WinMan for an evening of fun! Casual snowshoe adventures depart every 30 minutes, or you can relax in the Chalet with a drink from the WinMan Bar with all bar proceeds supporting winter trail maintenance. Free snowshoes are available to borrow, so there’s no excuse not to join us for an evening […]
Whether you’re recovering from the night before or charging into the new year with big energy, we’ve got just the thing to start 2025 off right. Fresh air, snowy trails, and a little fun in the woods. Swing by the chalet on New Year’s Day for free Liquid I.V. packets to help you hydrate, plus hot coffee waiting to […]
Join us at WinMan Trails for a fun filled weekend and help us celebrate the start of Summer! We will have music, drink specials, amazing food, and plenty of staff and volunteers to answer all your questions about the upcoming 2026 season. Check their website for more event details.
Grab your leash and lace up your shoes—Waggin’ Tails on WinMan Trails is back! Sponsored by WinMan Trails and Rustic Roots, this non-competitive 3K or 5K fun run is all about enjoying the trail with your favorite four-legged friend. This event is part of the Solstice Festival weekend hosted by our friends at the MWA […]
Open to kids ages 6-11. This class is designed for first time or beginner mountain bikers. We will go over the essentials of mountain biking, incorporating a few fun games to improve their abilities on the bike. Then we’ll apply those skills on the trails while providing some additional hands on instruction. All riders will receive […]
The Little Bellas Half-Day Mountain Bike Camp is the perfect way for girls to get outside, build confidence, and have fun on two wheels this summer. This camp is designed for riders of all levels, blending trail exploration, skill-building, and plenty of games—both on and off the bike.
