Trail Running calendar near Hartford 2026-2027

Push your limits at the Dawn to Dusk Endurance Run in Valders, Wisconsin, a timed trail event offering 6 to 24 hour formats on a scenic 4.5 mile lakeside loop. Live tracking and on site cabins make it an ideal weekend of endurance and camar..

Trail 5K and a children's 1/4 mile at Kishwauketoe Nature Center in Williams Bay. The grass trail course passes through hills, woods and prairie, includes a water stop, parking across the street, and awards for top finishers.

A trail running event at Devil's Lake near Baraboo, WI on July 11, 2026, offering distances from 10K to 50 miles, marked courses with aid, post-race food and a finisher medal.

A prairie trail run and walk at Lapham Peak State Forest in Delafield supporting prairie management. The event features grass hiking and mountain bike trails, shirts for the first 100 participants, awards for run winners, and on-site regist..

A cross-country 5k and youth 1.6-mile event in Verona, WI on July 12, 2026, with individual and team competition, age-group and team awards, and proceeds supporting the Movin' Shoes Running Club scholarship fund.

Cliff Runner 10K on July 19, 2026 in Sherwood, WI is a 10K trail run on mostly single track with rocks, roots, boulders and over 500 feet of elevation gain. Registration includes a T shirt and finisher medal and a share of proceeds supports..

A mixed relay in Brookfield with four 3K legs per team and an optional 6K two person relay. Entry is $25 or $20 for USATF members and proceeds support the Brookfield Central Cross Country team.

The Casual Hikers 10K will take place in La Grange on Saturday 1 August 2026. You can run 10 kilometers.

A multi-format event at Pike Lake State Park on August 1, 2026 offering distances from a 0.6 mile kids run to a 13.1 mile half marathon, with shaded trails and post-race watermelon.

Thanks Sandy is a 9 mile trail run at Kohler-Andrae State Park in Sheboygan, WI. The course combines beach, boardwalk and inland trails, includes one aid station and postrun snacks with a selection of dietary options.

A community run and walk in Brillion, Wisconsin honoring Mike Ariens with 10K, 5K and a Kids 1K fun run. Routes use local trails and conservation land, and participants receive shirts, medals and an ice cream treat at the finish.

A Scottish Highlander themed obstacle race in Pingree Grove Illinois offering open and competitive 5k and 15k heats plus a family 3k. Night and haunted 5k variants are offered and finishers receive a medal and t shirt.

A community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West Cross Country Team.

Trail races at New Glarus Woods State Park on August 15, 2026 include 16K, 8K, 5K and a free 1K kids run. Proceeds benefit Friends of New Glarus Woods State Park and awards include age-group prizes plus a 16K consistency award.

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

Tough Mudder Chicago runs at Richardson Adventure Farm on August 29, 2026, with 5K, 15K and an Infinity multi lap format. The event features multiple obstacles, Mudder Village with food and music, finisher items, and spectator access.

Looped trail event at Half Day Forest Preserve in Vernon Hills with a 5K loop and multiple distance options. The course runs on crushed limestone, gravel, and natural trails through woodlands, prairies, and riverfront scenery.

Timed 24 hour, 12 hour and 6 hour runs take place at Lapham Peak State Park on September 5 and 6, 2026, on a one mile loop with night lighting and chip timing. The event includes a cupless aid station and a Distance division.

A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.