Trail Running calendar near Holtwood 2025-2026

Celebrate Thanksgiving at the 21st Annual Catonsville High School XC Turkey Trot with a cross country style 5K and 1 Mile Family Fun Run in Catonsville, Maryland. Proceeds support the CHS cross country program.

Kick off Thanksgiving in Vineland with the South Vineland Thanksgiving Run, a fun 3 mile cross country style course at Anthony Campanella Park. Family friendly, competitive awards, proceeds support the Friends of Vineland Public Library.

Enjoy the Williamstown Badgers Turkey Trot 5K at Autumn Lake Winery on Thanksgiving morning, a family friendly trail run over dirt, grass and sand. Run for a cause with proceeds to Honor Flight NJ and timed results with awards.

Join the Schuylkill Navy Run on Thanksgiving in Philadelphia for a spirited 5 5/8 mile challenge along Kelly Drive and Boathouse Row. Expect scenic river views, rolling hills and post race awards at Fairmount Rowing Association.

Join the Fifth Street Cross on Black Friday in Emmaus for a choose your distance running and riding event from 10k to 100 mile. Start anytime, lap the festive course and add to the prize pot by bringing a six pack or $20.

Join the festive 27th Milford Reindeer Stampede at Killens Pond State Park on November 29, 2025 for a chip timed 5K run or competitive walkers only 5K. Enjoy a long sleeve tee and a cozy post race party with treats and photos.

Join Phoenixville's 16th annual Burn Off the Bird 5K on November 29, 2025, along the scenic Schuylkill River Trail. Run in person or virtually, grab a swag shirt and custom medal, and support local causes while enjoying a chip timed course.

Join the Giveback Community 5K on Saturday November 29, 2025 in Derwood MD for a friendly run or walk at Needwood Trail. Skip the entry fee and bring two nonperishable food items to support the Give Back Initiative and local families.

Shake off the winter chill at the Chilly Trail Run 5K in Haverford on December 6. Enjoy scenic trails, a cozy long sleeve race shirt for pre registered runners and light post race refreshments.

The Redman 9 mile trail race circles Redman Lake in York County on Saturday December 6, 2025, featuring scenic single track, about 1,200 feet of climbing and adventurous water tunnels. Enjoy a mid race aid station, post race snacks and fini..

Don an ugly sweater and join the Ugly Sweater XC 5K in Neffsville for a festive run and walk supporting the Manheim Township Cross Country Booster Club. Holiday music, hot chocolate, kids fun run and prizes add to the cheer.

Tame the Tower Trail Challenge on December 13 in Lebanon, PA invites runners to tackle scenic 5 mile or 10 mile trail courses and enjoy a festive community atmosphere. All proceeds support Clarence Schock Memorial Park with trail maintenanc..

Run a festive 3 mile loop along the Manayunk canal on Dec 13 and bring canned goods to support North Light Community Center. Try Brooks shoes, sip hot chocolate and show up in your most festive holiday gear.

Celebrate the season at the Minty Miler in Jim Thorpe on Saturday December 13, 2025. This family friendly one hour run or walk loops Penn Forest Park with minty treats, mugs while supplies last, and age group awards.

Naked Nick is a scenic trail race at Blue Marsh Lake near Leesport PA offering 25K and 50K distances on mostly single track with challenging climbs. Expect rustic trail conditions and gourmet post race fare from a chef and pastry chef.

Frosty Looper is an 8 hour timed run at Cooper River Park near Philly around a fast 3.75 mile loop with skyline views. Run as many laps as you can, enjoy aid station food and vegan options, bring a reusable cup, and take custom race swag.

Enjoy a scenic 13.1 mile run along the C&O Canal Towpath at the Founders Half Marathon in Potomac, part of the DCRR Snowball Series. Friendly on course support and post race snacks make this a welcoming community event.

Join the Anniversary Run 15K at Quiet Waters Park, a scenic trail race that wraps up the Annapolis Striders Championship Series. Finish at Sassafras Pavilion for awards, a lively community vibe, and volunteer opportunities.

Set sail for Blackbeard's Bounty Endurance Race in Pennsburg PA on December 20, 2025, and tackle timed 4 hour or 8 hour looped runs on scenic gravel trails. Enjoy pirate themed fun, post loop grog, and a race shirt and medal.

Run or hike the Sierra Club Lancaster Polar Bear 5K on January 10 in Lancaster County Central Park, a chip timed winter trail with hills and possible mud or snow. Dogs on leash are welcome and finishers and top placers earn awards.