Trail Running calendar near Frederick 2025-2026

Rocky Gap 25K, 50K, and Relay Trail Run takes place at Rocky Gap State Park in Flintstone, Maryland, in the mountains of western Maryland. The course uses three loops—Loop A (6.5 miles), Loop B (4.4 miles), Loop C (5.2 miles). The 25K runs each loop once (about 16 miles); the 50K runs them twice (ab..

The Rick O'Donnell Memorial 5 Mile Trail Run & Ultra Challenge takes place at Milkhouse Brewery at Stillpoint Farm in Mount Airy, Maryland. In its 13th year, the event offers three ways to test endurance: a single 5-mile trail loop, a 4-hour challenge, and an 8-hour ultra challenge. The hilly course..

Boulder Dash at Pinesburg Quarry is a running event hosted by Martin Marietta in Williamsport, Maryland. It offers a 5 Mile Challenge, a Family Friendly 5K, and a 1 Mile Fun Run for all levels. The 1 Mile Fun Run and 5K travel on rolling roads and packed gravel around the quarry; the 5 Mile goes int..

The Westover 5k & 10k is a flat, scenic race at Bluemont Park in Arlington, Virginia, along the W&OD Trail. The course is an out-and-back, with the 10k running out-and-back twice. The event is part of Bishop’s Events’ Year-Long 5k/10k/Back of the Pack Series and Fall Series.Walkers and strollers are..

Located in Bel Air, MD (Ma and Pa Heritage Trailhead), The Husky Run 5K is a community-focused running event along the scenic Ma and Pa Trail. The 5K is designed for all levels—perfect for beginners, comeback runners, and everyone in between—offering a Sofa to 5K Walk & Run. Participants can expect..

EX2 Adventures hosts the Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, Virginia. The event offers 5-mile and 10-mile trail options on a mostly singletrack course with a short prologue and minimal pavement, featuring views of Lake Fairfax, challenging rocks and roots, and a few short c..

North Point Fright Night 5K & Haunted Trail is a Halloween-themed community event at North Point High School in Waldorf, Maryland, on October 25, 2025. The day features a 5K on the school’s official cross-country course (certified for competition) with three race waves: Elite, Middle School & Younge..

Run For Your Life 5k is a cross-country 5K Run/Walk held at Verdun Adventure Bound in Rixeyville, Virginia (17044 Adventure Bound Trail). The race takes place on Verdun’s cross-country course across a 67-acre woodland setting, offering a true 5K course suitable for runners and walkers. The event fea..

Patapsco Valley 50K is an annual ultramarathon held near Baltimore, MD, with race headquarters at CCBC-Catonsville. The in-person event offers a 50k and a 25k, plus virtual options, set on a scenic, historic, well-marked trail course through Patapsco Valley State Park. The race features five aid sta..

RTB Fair Winds 5k/Fun Run is held at Quiet Waters Park in Annapolis, Maryland. The event offers a 5K, a Fun Run, and a Virtual 5K/Fun Run option. Runners traverse a fully paved course through woods and meadows, presenting a scenic park setting.The atmosphere is upbeat and community-minded, with cost..

The Halloween Horror 10k is a trail running event held at Conway Robinson State Forest in Gainesville, Virginia. The race features a challenging loop course through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. Participants receive a..

Gulliver's Run is an annual fundraising event in Lewisberry, Pennsylvania, held on the trails of Gifford Pinchot State Park. It features a 5k trail run and a 3.5k walk for dogs and their human companions (participants may join without a dog). Proceeds benefit canine cancer research and treatment thr..

Fire on the Mountain 50K Trail Race takes place in Green Ridge State Forest near Little Orleans, Maryland. The event offers a 50K (about 31.95 miles) and a 25K (about 16.3 miles) on a mix of trail, forest roads, and dirt roads. The 50K is out-and-back with seven aid stations (three hit twice) and an..

EX2 Adventures' Fall Backyard Burn Trail Run at Riverbend Park in Great Falls, VA offers 5-mile or 10-mile trail options along the Potomac River just west of Great Falls National Park. The course features riverside singletrack, a few short hills, and non-technical terrain with scenic views; elevatio..

The MCRRC Stone Mill 50 Mile Run is a 50-mile trail ultramarathon in Montgomery Village, Maryland, organized by MCRRC. The course uses forested, rolling terrain along the Seneca Greenway and Muddy Branch trails in Montgomery County, primarily on single-track dirt trails with small stream crossings...

EX2 Adventures’ Schaeffer Half Marathon and 10K Trail Run takes place at Button Farm Living History Center in Germantown, MD, on Schaeffer Farms. The course features Schaeffer’s renowned twisty singletrack and open farm-field segments, offering a rugged mix for trail runners. Distances include a hal..

Rosaryville Veterans Day Trail Race, held in Rosaryville State Park in Upper Marlboro, Maryland, offers 50K and 20K trail distances on wooded perimeter single-track trails. The course features rolling hills with about 2,600 feet of elevation gain, mostly through deep woods and meadows, with scenic v..

The Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features two race distances: a 3k and a 6k, with the 6k consisting of two laps around a cross-country course that winds through vineyards, gravel roads, and hilly terrain. The event we..

Fall Backyard Burn at Hemlock Overlook is part of EX2 Adventures’ Fall Backyard Burn Trail Running Series. Held at Hemlock Overlook, Clifton, Virginia, the event offers 5-mile and 10-mile trail courses. Elevation gains are about 600 feet for the 5M and 1,200 feet for the 10M.The courses traverse Bul..

Freeze Your Gizzard 5K and 1 Mile is held at Ida Lee Park in Leesburg, Virginia. Celebrating 23 years of running, this cross-country event offers a 5K through Ida Lee Park’s 138 acres and a 1-Mile Fun Run, starting and finishing near the park’s Gazebo. The course features uneven terrain and steep hi..