JFK 50 Mile: 50 Miles, 20 Hours and a Kennedy Challenge
JFK 50 Mile history starts in 1963, when Americans across the country try to walk 50 miles because an old military order has just been pulled out of a drawer. Almost all of those walks have been forgotten. The one in Boonsboro still runs every fall, all the way to Williamsport.
By the PacePoster desk · · 3 min · 16 sources

01JFK 50 Mile History Starts with a 1908 Order
It all begins under Theodore Roosevelt. On December 9, 1908, a presidential executive order requires Marine Corps captains and lieutenants to pass a walking test: 50 miles, spread over three days, in 20 hours of actual walking, breaks included. With a stretch at a run thrown in. And it has to be repeated every two years.
02Who Dug the Order Back Up?
More than half a century later, the text resurfaces. Who dug it up? Kennedy himself, according to Ultrarunning History, which says he asked Marine commandant David Shoup to take credit for finding it. Shoup, according to the U.S. Army, who sent it to the president. In February 1963, Marine officers take the test at Camp Lejeune, North Carolina, behind a brigadier general. Twenty were expected, 34 start, according to Ultrarunning History.
The story goes around the press. Kennedy never issued a direct challenge to the public, the same source notes. No matter: across the country, Americans set off, often with no training.
I'm a little stiff, but that's natural, never having walked 50 miles before.
03Bobby in Dress Shoes
On February 9, 1963, Attorney General Robert Kennedy walks 50 miles along the C&O Canal towpath with his dog Brumis. He goes in dress shoes, through slush, and finishes in 17 hr 50 min. At the end: “I'm a little stiff, but that's natural, never having walked 50 miles before.”

04Three Kids and Buzz Sawyer
On March 30, 1963, Buzz Sawyer organizes his own 50-mile walk for his club, the Cumberland Valley Athletic Club, based in Hagerstown, Maryland. The start is in Boonsboro. Ten kids and he hit the road. His youngsters are “supposed to be in good shape and that’s what I intend to find out,” he says, according to Ultrarunning History.
Three boys, James Ebberts, Steve Costion and Rick Miller, finish with him in 13 hr 10 min. Four others drop out at mile 42.1. Three took a shortcut, which leaves them only 27.3 official miles. Some fitness test.
05November 1963, and a Race That Stays
In November 1963, Kennedy is assassinated. Almost all of the country's 50-mile walks will never be held again. The one in Maryland resumes on April 4, 1964, and takes Kennedy's name. It hasn't missed a year since, the organizers say, calling it “America’s oldest ultramarathon.”
06Mountain, Canal, Pavement
Today's course climbs 2.5 miles of road up to the Appalachian Trail, about 13 miles of rocky footing, then drops onto the towpath: about 26 miles of flat dirt along the Potomac. The finish is in Williamsport, after 8.4 miles of pavement. In 1973, 1,724 runners line up, the biggest ultra ever run in the United States at the time, according to Ultrarunning History. The following year, sleet makes about 83% of the field drop out (same source). Sawyer then moves the race to the fall.
Sources for this story (16)
Every fact was cross-checked in at least two independent sources. Where they disagree, the story says so.
- Executive Order 989, « Physical Examinations and Tests of Officers of the Marine Corps » — Theodore Roosevelt, 9 décembre 1908 (texte sur Wikisource)
- Army Reserve officers march 50 miles to honor Teddy Roosevelt, JFK — U.S. Army (Staff Sgt. Neil W. McCabe, 2021)
- The 50-Mile Frenzy — Ultrarunning History (Davy Crockett)
- JFK 50 – America's Oldest Ultramarathon — Ultrarunning History (Davy Crockett, 2021)
- 1963 Results — JFK 50 Mile, MD Timing (chronométreur de la course)
- 1964 Results — JFK 50 Mile, MD Timing
- 1969 Results — JFK 50 Mile, MD Timing
- History — JFK 50 Mile (organisation)
- JFK 50 Mile — page d'accueil de l'organisation
- 45th JFK 50 Miler — JFK 50 Mile (organisation)
- History in the Making: The 50th JFK 50 Mile — iRunFar (2012)
- Walk 50 Miles In Robert F. Kennedy's Shoes — HuffPost (2013)
- Walking Enthusiasts To Retrace Steps Of 1963 Kennedy March — NPR, republié par GBH (2013)
- Walking for a Change — Patch (Paul Kiczek, contribution de lecteur, 2016)
- Jackie, JFK, & the 50-Mile Hike — Clint Hill, ancien agent du Secret Service (2017)
- API Wikimedia Commons — C&O canal towpath1.jpg et On the run DVIDS492808.jpg
Read next
The whole journal →
No. 28GR20: The “Hardest Trail in Europe” Falls in 27 Hours 29 Minutes
Is the GR20 the hardest trail in Europe? That is its reputation. Hikers take sixteen stages to cross Corsica on it. On September 25, 2026, Aurélien Dunand-Pallaz did it in 27:29 (27 hours 29 minutes). But who said it first?
No. 30Hardrock 100: No Finish Line, Just a Rock to Kiss
At the Hardrock 100, you don't finish by crossing a line. After more than 160 km and more than 10,000 m of climbing in the San Juan Mountains, you have to kiss a rock painted with a ram's head. The race was born as a tribute to the miners.