Trail Running calendar near Dewey Beach 2025-2026

We have found 14 Trailruns within 80 miles of Dewey Beach. See below where and when you can find the races.

The 23rd Dewey Beach Patrol 5k is a road race held in Dewey Beach, Delaware, starting at North Beach Restaurant on McKinley Street. This USATF-certified out-and-back course runs through residential neighborhoods, offering a scenic and competitive environment. The event includes a 5k run/walk and a c..

July 2025

The Endless Summer 6-Hour Run, held annually at Greenbury Point Nature Center in Annapolis, MD, is a timed endurance event featuring solo and relay (3-person teams) categories. Participants run a 2.5-mile loop course that includes a scenic stretch onto Possum Point, offering views of the Chesapeake..

The Run the Vineyards Bohemia Manor Farm 8K is an exciting running event set in the picturesque Bohemia Manor Farm in Chesapeake City, MD. Participants can choose between a scenic 8K trail run and a 5K run, both featuring beautiful views of vineyards and the Bohemia River. The event includes chip-ti..

The Murderkill Ultramarathon, held at Killens Pond State Park in Felton, Delaware, offers 50-mile, 50K, and 12-hour race options on a mostly dirt, 3.1-mile loop trail. The course is relatively gentle with about 80 feet of elevation gain per loop, featuring shaded paths, some roots and rocks, and a s..

September 2025

The Run the Vineyards - White Horse 10K/5K is an annual running event taking place at White Horse Winery in Hammonton, NJ. Scheduled for September 14, 2025, the event features a scenic 10K and 5K race, along with a 1-mile walk. Participants can enjoy a flat course through vineyards and country roads..

The Pemberton 24 is a unique 24-hour running event held in Salisbury, Maryland, featuring a series of 5K trail runs in The Pemberton Park trail system. Starting Friday evening, a 5K race begins every hour on the hour for 24 hours, allowing participants to run as many 5Ks as they choose, either solo..

Ultra Trail DE is a trail running event held at 2900 Montchanin Road, Wilmington, Delaware, on private property owned by Longwood Gardens. The race features a challenging 6-hour format where participants run multiple laps of a roughly 6-mile loop with about 700 feet of elevation gain per lap. The co..

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 13.1-mile half marathon consisting of two loops and a 6.55-mile 10K with one loop. The course utilizes portions of the Little Jersey and Swamp Forest trails,..

October 2025

BadgerPalooza is an ultra marathon event hosted by the Williamstown Badger at Autumn Lake Winery in Williamstown, New Jersey. Participants can choose from various race formats, including a 24-hour run, 12-hour run, and 6-hour run, with options for relay teams. The main event consists of running a 5K..

The Delaware Trail Fest, held at Lums Pond State Park in Bear, Delaware, is a trail running event celebrating the state's scenic outdoor trails. It offers multiple race options including 12 KM and 24 KM trail runs, as well as a 12-hour Lone Wolf solo challenge and a 12-hour 4-person relay. The cours..

November 2025

The Tuckahoe 25K is a trail running event held in Queen Anne, Maryland, offering a 25-kilometer (15.5 miles) course primarily on single-track and horse trails. The race features runnable hills, some rooty and potentially muddy sections, making it suitable for both first-time trail runners and those..

The South Vineland Thanksgiving Run is a festive running event held at Anthony Campanella Park in Vineland, NJ. This cross-country style race welcomes participants of all ages and paces, making it a perfect way to celebrate the Thanksgiving holiday. The event features a 3-mile course and offers awar..

The 27th Milford Cross Country Booster Reindeer Stampede 5k is set to take place at Killens Pond State Park in Felton, Delaware. This annual event features both a competitive walking category and a run/walk option, catering to participants of all abilities. Registration is available at a reduced fee..

February 2026

The Algonquin 50K is a 50-kilometer trail race held in Pocomoke City, Maryland, at the Pocomoke River State Park. Known as a fast, flat course with minimal elevation change, it offers a mix of single-track and wider horse trails, mostly flat but potentially muddy or sandy depending on weather. The r..