Trail Running calendar near New Prospect 2025-2026

Run the Warrior 5K or 8K at Greenfield Park in West Allis. Scenic wooded trails, team and individual entries, shirts, awards and post race snacks. Proceeds benefit Wisconsin Lutheran College and a local charity.

Join the PRO Mixed XC Relay at Mitchell Park on Nov 9 for team focused cross country excitement. Four person teams run 3000 meter legs in male female order for Wisconsin USATF titles and prizes.

Run the Bucks & Does 13.1 Pointer through scenic wood chipped trails at Nashotah Park with a half marathon, 10K, 5K and a free Bambi Run for kids. All finishers receive a custom finisher woodle and can warm up with a free hot chocolate bar.

Run the inaugural Fast Eddie 50K or the popular 5K at Lapham Peak, enjoying scenic woodland loops and rolling trails. All entry proceeds benefit the Little Warrior Foundation supporting children facing cancer.

Run scenic trails at the Abominable Trail Race in Lake Geneva on November 15 with 5K, 15K and 30K distances plus team relay. Celebrate at Base Camp with live music, food trucks, local beer and cozy fire pits.

Join the Brooks Midwest XC Championships on Nov 29, 2025 at UW Parkside in Kenosha, WI. Multiple races award medals and offer a shot to qualify for the Brooks XC Championships in San Diego.

Run the peaceful Glacial Drumlin State Trail at the Quiet Silence 50k in Lake Mills, WI, with 50k and 25k routes on crushed gravel. This timed race awards top finishers and asks runners to keep quiet for nearby neighborhoods.

Take on the Whitewalker Ultra 100k in Palmyra WI, a two loop 100k over scenic Ice Age Trail and Scuppernong trails. Expect rugged single track, aid stations on course, and a 24 hour finish limit for a true winter challenge.

Run or skate across frozen Lake Mendota at the Frozen Assets 5K, starting and finishing at The Edgewater hotel. Enjoy skyline and UW campus views while taking part in a chilly festival favorite, with options for walkers, runners, and skater..

Join Trailbreaker in Waukesha for a scenic trail and road race offering distances from a marathon to a kids 1K, with ruck options and a Run Any Distance challenge. Family friendly and fundraising for local parks.

Run the NK50k in Greenbush, Wisconsin on April 11, 2026. Choose 50K or 25K point to point routes across rolling ski tracks, rocky Ice Age Trail sections and lofty ridgelines, with aid stations, shuttle service and post run food; expect to b..

Experience early spring trails at the Iola Spring Trail Race in Iola, Wisconsin with a flowing 5k or a bold 15k that climbs to the ski jumping hill. Expect singletrack and ski trail terrain, post race food in the Chalet and a free kids 1k i..

Run under the stars at Moonlight Meltdown on April 25 in Belgium WI, with chip timed 5k road and a Sunset Safari 10k including a trail through Harrington Beach State Park. Shirts, post race food and a finish party at KYOTES.

Kettle Moraine returns June 13 and 14 2026 in LaGrange Wisconsin, offering 100 mile, 100K and shorter trail distances with plenty of Ice Age Trail scenery. The 100 mile serves as a Western States qualifier, making this a prime summer ultra.

Run the scenic Ice Age Trail near Rice Lake in Whitewater, Wisconsin on June 20, 2026. Choose a 10K, 21K half marathon or 50K and tackle varied, rewarding single track through classic summer forest scenery.

Experience Dances with Dirt Devil's Lake, a midsummer trail run on scenic glacial terrain near Baraboo, Wisconsin. Choose distances from 10K to 50 miles and enjoy aid stations, a finisher medal and post race food and a cold brew.

Tackle a rugged 10K through High Cliff State Park's single track trails of rocks, roots and steep climbs for an unforgettable challenge. Finishers receive a Cliff Runner shirt and medal and proceeds support the Purdy Nature Preserve.

Enjoy a scenic 9 mile trail loop at Kohler Andrae State Park featuring beaches, boardwalks, marsh and pine trails along Lake Michigan. Friendly cupless race with post race food, awards and a commemorative finisher token.

Challenge yourself on rugged single track and rolling prairie at Twisted Roots, offering marathon and half marathon distances with views of Lake Winnebago and the Niagara Escarpment. Trail etiquette required; bring your own cup.

Enjoy a fall run, walk and roll through 125 acres of prairie, ponds and fall color at Zachariah's Acres in Oconomowoc. Choose 5K, half marathon or a family one mile loop while supporting nature based programs for children with special needs..