Trail Running calendar near Sherwood 2025-2026

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..

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 11 April 2026. You can run between 5 and 10 kilometers.

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.

The Wisconsin Trail Series will take place in Oconomowoc on Sunday 10 May 2026. You can run between 5 and 10 kilometers.

Run the Tomorrow River Trail Half Marathon from Plover to Amherst, Wisconsin, with over nine miles on a scenic river trail and a festive finish at Central Waters Brewing Co. Trail views and brewery celebration await.

Join the 17th annual Crossroads Trail Run & Walk at Big Creek Nature Preserve in Door County for scenic 2K, 5K and 10K courses. All participants receive a native tree and post race snacks while supporting conservation and outdoor education.

The Wisconsin Trail Series will take place in Oconomowoc on Sunday 14 June 2026. You can run between 5 and 10 kilometers.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 27 June 2026. You can run between 5 and 10 kilometers.

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.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 1 August 2026. You can run between 5 and 10 kilometers.

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.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 19 September 2026. You can run between 5 and 10 kilometers.

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..

Celebrate pups and fitness at Paws for a Cause in Denmark WI on Oct 17 2026, with canicross and solo trail runs at several distances. Costume contests, Paw Parazzi photos, vendors and food benefit Crisis Cafe.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 17 October 2026. You can run between 5 and 10 kilometers.