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The fourth weekend of May includes 46 North American ultramarathons on the UltraRunning Magazine race calendar. In this week’s What’s Up in Ultra, we feature races in Oregon, Wisconsin, West Virginia, Maine and Ontario, Canada. If you’re a race director and would like your event to be featured in the calendar, register here.
Featured: Stumptown Trail Runs (Portland, OR)
Stumptown Trail Runs 50k returns to the popular trails of Forest Park in the Rose City for its 15th running. The only 50k race held in Portland, Oregon, Stumptown is a local favorite for its scenery, location and great trail running community. On course, runners will navigate over 4,000 feet of elevation gain and loss as they race along the Wildwood Trail and other trails that traverse the 5,200-acre park. Proceeds from Stumptown Trail Runs benefit the Forest Park Conservancy. Read more about the 50k course here.
Other West Events:
Pacific
- Nanny Goat (Riverside, CA)
- Mission Trails Twilight Runs (San Diego, CA)
- Cline Buttes 3/6/12hr & Last Person Standing (Redmond, OR)
- Pigtails Challenge (Renton, WA)
- Sri Chinmoy 7 & 13 Hour Races (Seattle, WA)
- Leavenworth Trail Fest (Leavenworth, WA)
- The Freedom 50 (Buckley, WA)
Mountain
- Samson’s Revenge (Estes Park, CO)
- Swift Foot Trail Runs (Helena, MT)
- Rocky Mountain 50K (Laramie, WY)
Featured: Sugar Badger 50/50 (Belleville, WI)
The Sugar Badger Trail Races, featuring 50-mile and 50k ultra distances, take place this weekend at Belleville Community Park in Belleville, Wisconsin. Both distances feature out-and-back courses on 99% rail trail and only 1% asphalt paths on the Badger and Sugar River State Trails. The 50-mile runners will set off at 6 a.m. and have 14 hours to make it back to the finish, while 50k runners will start at 7 a.m. and have 13 hours to finish. Race highlights include free camping, a supportive race community and delicious author-approved New Glarus Spotted Cow beer for all runners, volunteers and race personnel. Read the 2026 Sugar Badger Trail Races race book.
Other Midwest Events:
- Hawthorn Half Day Relay & Ultra (Terre Haute, IN)
- Back 9 Endurance Run (Copper Harbor, MI)
- Crown of the Crest (Fremont, NE)
- Conquer The Beast (Meadow Grove, NE)
- Fools 2-4-8 Hour Trail Run (Peninsula, OH)
- Caesar Creek Trail Race (Waynesville, OH)
- Bunk House Trail Runs (Dousman, WI)
Featured: West Virginia Trail Fest (Snowshoe, WV)
The third annual “wild, tough and fun” West Virginia Trail Festival is a family-friendly trail running and more weekend that takes place in mountainous Pocahontas County, West Virginia. The festival includes two ultramarathon races: the Dark Skies 100k, a point-to-point race that starts at midnight and features 11,500 feet of elevation gain, and the Full Moon 50k, also a point-to-point race with 7,400 feet of vert. Both events finish in Snowshoe Village, where there will be fireworks, awards, bands and more. In addition to running events, the West Virginia Trail Festival also hosts a movie night, kids’ activities and a ride on the Cass Historic Railroad. Check out a video from the 2025 race.
Other South Events:
Southwest
- Adrenaline Night Runs (Fountain Hills, AZ)
- Flagstaff Doggie Dash & Ultra Bash! (Flagstaff, AZ)
- Ultra Cheii 100 Mile, 50 Mile, Marathon, and Relay (Tijeras, NM)
- The Next Loop: 50-Mile Challenge, Lake Carl Blackwell, May (Stillwater, OK)
- The Next Loop: Endurance Series, Lake Carl Blackwell, May (Stillwater, OK)
- The Skull Games Challenge (Stillwater, OK)
- High Hope Endurance Run (Glen Rose, TX)
- River’s Edge Trail Race (Georgetown, TX)
Southeast
- Feel The Burn Trail Runs (North Little Rock, AR)
- Sweat, Swat ‘n Swear! (Inverness, FL)
- Run Across Georgia (Tybee Island, GA)
- Atlanta to Savannah Relay (Atlanta, GA)
- Louisville’s Lovin’ the Hills (Louisville, KY)
- May Madness 50k (Hoffman, NC)
- Johnston Woods Trail Festival (Cleveland, TN)
- Coalfields Backyard Ultra (Williamson, WV)
Featured: Trail Festival at Pineland Farms (New Gloucester, ME)
The Trail Festival at Pineland Farms will be back at Pineland Farms in New Gloucester, Maine, this weekend for its sixth edition. The 2026 event will include two fixed-distance ultramarathons, 100k and 50k, a 30-hour timed event, and several sub-ultra distances. All races are held onsite at Pineland Farms, a 5,000-acre working farm, business campus, educational venue and recreational venue. On trail, runners can expect wide, well-groomed double-track trails, and throughout the weekend can enjoy great festival vibes with live music, tasty local food and a beer garden. Read more about the Trail Festival at Pineland Farms here.
Other Northeast Events:
- Drummer Hill Trail Races (Keen, NH)
- Highland Forest 1-2-3 (Fabius, NY)
- Holy Cowan’s Gap 50K (Fort Loudon, PA)
- Bubbletown What The Duck Ultra (Boiling Springs, PA)
- Rise Up Hero Trail Runs at Settlers Cabin Park (Pittsburgh, PA)
- Infinitus (Ripton, VT)
Featured: Sulphur Springs Trail Race (Ancaster, ON)
First run in 1992, Sulphur Springs Trail Race is the longest-running ultramarathon event in the province of Ontario and features four ultra distances, including 50k, 50-mile, 100k and 100-mile. All races kick off on Saturday, May 23, 2026, in Hamilton, Ontario, and take runners on a tour of the beautiful Dundas Valley Conservation Area trails. The race course features one 20k loop offering a combination of groomed trails, technical single-track and climbs and descents totaling 490 meters of ups and downs. Check out the full course profile here. Sulphur Springs Trail Race 100-mile and 100k races are the only Western States 100 qualifiers in Ontario. The 100k runners must finish in under 18 hours, and 100-milers in under 30 hours, to earn their 2027 qualifiers.
Other Events in Canada & Mexico:
- Selkirk Slacker 12hr Ultra Trail Run & Relay (Golden, BC)
- Paradise Backyard Ultra (Paradise, NL)
Email corys@ultrarunning with questions about adding your event to the UltraRunning Magazine calendar.