Things to Do in Taylor County, Wisconsin This September

🎶 Bucktoberfest 2025 – Music, Food & Fun

When: Friday & Saturday, September 12–13, 2025
Where: P-Town Saloon & Grill, Medford, WI

The Medford Kiwanis Club is bringing back Bucktoberfest 2025, a two-day community celebration filled with live music, raffles, food, and family fun—all while raising money for Kiwanis Service Projects.

• Friday, Sept. 12 (5–11 PM)
  • Live performances from Sage and Tippenback Ridge
  • Kiwanis 50/50 walk-around raffles
  • Beer & rail specials
• Saturday, Sept. 13
  • UTV/Bronco Poker Run: Sponsored by Medford Motors through the beautiful Chequamegon-Nicolet National Forest(registration at 9:30 AM, ride departs 10 AM, $20 entry, best hand wins!)
  • Kiwanis Food Stand opens at 11 AM with burgers, hot dogs, brats, and chicken
  • Yard games & basket raffles throughout the day
  • Live Auction at 5 PM
  • Music all day: Jerry Schmidt Band (1–5 PM) and Brady Lee Band (6–11 PM)
  • Free camping on site—reserve your spot by calling Jon Knoll at 715-965-3979

Bucktoberfest is the kind of local tradition that brings the community together for a good cause—don’t miss it!

🚙 Bronco/UTV Poker Ride

When: Saturday, September 13, 2025
Where: Meet at P-Town Saloon, Perkinstown, WI

Sponsored by Medford Motors, the Bronco/UTV Poker Ride is your chance to take in the stunning Chequamegon-Nicolet National Forest in a whole new way.

• Registration: 9:30 AM at P-Town Saloon
• Ride departs: 10 AM ($20 entry, best poker hand wins)
• After the ride: grab a bite from the Kiwanis Food Stand, enjoy yard games, and enter the basket raffles
• Live music keeps the celebration going: Jerry Schmidt Band from 1–5 PM and Brady Lee Band from 6–11 PM

It’s a perfect mix of adventure, camaraderie, and small-town fun.

🍁 Enjoy Wisconsin’s Fall Color

Taylor County is wrapped in brilliant shades of red, gold, and orange during September. Plan a scenic drive through the countryside or hike one of the many wooded trails for breathtaking views. The rolling hills and forest roads are especially vibrant this time of year.

🚂 Ride the Rails

Step back in time with a historic train ride through Wisconsin’s fall forests. As the leaves change, the views from the train offer a unique and relaxing way to experience the season. Families, couples, and history lovers alike will enjoy this nostalgic trip.

🍒 Tour Cranberry Country

Cranberries are one of Wisconsin’s signature crops, and September is the perfect time to learn more about them. Take a tour of Cranberry Country and see firsthand how these bright red berries are grown and harvested. It’s a fascinating way to experience a piece of local agriculture.

🚴 Explore Local Trails – The Pine Line

For those who love the outdoors, the Pine Line Trail is a must. This multi-use trail runs along a former railroad corridor and gives you the chance to enjoy crisp air, fall foliage, and peaceful surroundings—whether you prefer biking, hiking, or simply strolling.

🍻 Visit Lake 11 Brewing

After a day of adventure, stop in at Lake 11 Brewing. This local favorite offers craft brews in a laid-back atmosphere. It’s a great place to unwind, catch up with friends, and toast to the season.

🍽 Dine at a Wisconsin Supper Club

No Wisconsin experience is complete without a visit to a supper club. These classic establishments offer hearty meals, friendly service, and the famous Friday night fish fry. Taylor County has several local spots where you can enjoy this timeless tradition.

Plan Your September in Taylor County

From the energy of Bucktoberfest 2025 and the adventurous Bronco/UTV Poker Ride, to quiet forest trails, fall color tours, and local dining experiences, Taylor County has everything you need for a memorable September. Whether you’re a visitor or a local, this month is the perfect time to get out, explore, and soak in the beauty and community spirit of northern Wisconsin.

Tags: fall events, medford WI, taylor county, things to do, things to do this weekend
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