Trail Running calendar near Kennett Square 2025-2026

The Tom LaMonica Memorial 5K Trail Run is held at the Genesee Valley Outdoor Learning Center in Parkton, Maryland. This challenging yet scenic 5K course winds through woods, trails, fields, and ponds on the center's 150-acre property. The event also features a 1-mile walk and team challenges for gro..

The Run Brave 5k Run & 1 Mile Walk is held in Atglen, Pennsylvania, across from Octorara High School. This event features a 5k run and a 1-mile walk on Octorara's all-grass cross-country course, providing a unique natural terrain experience. Additionally, there are free kids' races for grades K-6 fo..

The 8th Annual Run for Thorncroft is a community-focused event held at the Thorncroft Equestrian Center on its scenic 70-acre property in Malvern, PA. Featuring a 5K Trail Run, a 5K Walk, and a One-Mile Move-As-You-Please event, it welcomes participants of all abilities, including leashed dogs. The..

The Run the Vineyards - William Heritage Labor Day 5K is held at William Heritage Winery in Mullica Hill, NJ. This event features a scenic 5K trail run primarily on manicured vineyard trails with rolling hills, welcoming all ages and walkers. Additional options include a 1 Mile Kids Race for ages 14..

The Sasquatch Preservation Trail Run is a chip-timed 5K and 10K trail race held at South Branch Farms in Seven Valleys, Pennsylvania. Celebrating its 14th year, the event offers a scenic off-road course featuring varied terrain through farmland, woods, pastures, and streams, including a climb over t..

Located in Kennett Square, Pennsylvania at 760 Unionville Road, the WCU Cross Country Season Opener takes place on the Unionville High School grounds. The meet features men's and women's 5K races on a grass cross-country course that uses two 2K loops plus a 1K loop, with only short pavement crossing..

The Knight Ruck at Gov. Dick will take place in Mount Gretna on Friday 12 September 2025. You can run between 4 and 8 miles.

Trails 4 Tails in Hanover, PA, is a trail running event held at scenic Codorus State Park, featuring a 5.72-mile loop course around Lake Marburg with single track trails and shoreline views. The event offers three race options: a 40 Mile Ultra (7 loops, ~4,200' elevation gain), a 40 Mile Relay (team..

The 13th annual Blood, Sweat & Tears Run in Mount Gretna, PA, promises to be an exciting event featuring three scenic courses along the Lebanon Valley Rails to Trails. This timed event ensures safety with police support and volunteers. Participants can look forward to post-run festivities, including..

The Mountain Lakes Trail Run & Walk in Princeton, NJ, is a scenic event held at the Billy Johnson Mountain Lakes Nature Preserve, benefiting the Friends of Princeton Open Space. The event features a 5K+ trail run and a 3K walk, with the run course consisting of about 10% paved trails, 30% unimproved..

The Run the Vineyards - White Horse 10K/5K is an annual running event held at White Horse Winery in Hammonton, New Jersey. Featuring both 10K and 5K races along with a 1-mile walk, the event offers a flat, scenic course through vineyards and country roads. Participants enjoy chip timing with instant..

The Bull Run Reunion Run 2025 is a 3-mile cross country race held in Parkton, Maryland, at Hereford High School. Scheduled for September 20, 2025, this event is part of the Bull Run Cross Country Invitational and is open to all ages. The Reunion Run is the seventh race of the day, offering participa..

The Cancer Warriors 5k is held in Belair, Maryland, on the Ma & Pa Trail. The in-person event features a simple out-and-back 5k course starting at the Ma & Pa Trail Head near Independent Brewery, with a second stream crossing, a fork near Route 24, and a turnaround near Tollgate Road before returnin..

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

Ultra Trail DE is a 6-hour trail-running event on private Longwood Gardens land in Wilmington, Delaware, at 2900 Montchanin Road. The course centers on a roughly 5-mile loop that climbs about 700 feet per lap, with a mix of technical singletrack, rocky roots, grass and gravel, plus creek crossings a..

Cedar Run's Trails, Tails & Ales is an annual 5K charity trail run held at Woodford Cedar Run Wildlife Refuge in Medford, New Jersey. The event features a scenic, exclusive trail course starting and ending at the Nature Center Pavilion. Participants receive a limited edition event t-shirt, light bit..

The Conestoga Trail Run - 10 Tough Miles is a challenging and scenic trail race held annually in Holtwood, Pennsylvania. Known as the original and oldest trail run on the Conestoga, this 10-mile course features rugged, rocky terrain with steep hills, multiple small stream crossings, and beautiful vi..

The Bear Trail Half Marathon & 10K is a trail running event held at Lums Pond State Park in Bear, Delaware. The race features two distances: a half marathon (13.1 miles) consisting of two loops, and a 10K (6.55 miles) with one loop. The course utilizes sections of the Little Jersey and Swamp Forest..

Red Barn Challenge, now in its sixth year, takes place October 3-4, 2025 at The Marzella Farm in Lykens, Pennsylvania. The event offers 24-, 12-, and 6-hour ultramarathon formats run on a one-mile, mostly grass and mulched loop around ponds and fields. The course gains about 70 feet of elevation per..

Blackout in Emmaus, PA, is a rugged nighttime trail running event hosted by The Running Kind. The main race is a challenging 10K course on South Mountain, featuring over 1000 feet of vertical gain through technical, mountainous terrain. Participants can choose to run the "Lights On" edition starting..