Endurance Race Calendar October

Monster Halloween 50 Mile Challenge (Oct 2026)

Anywhere, United States

Oct 1, 2026 (Thu) – Oct 31, 2026

$34.00

Running

Ultra

2026 Chessie Trail Marathon, Half Marathon, 10K, 5K, & 26.2 Relay

Lexington, Virginia, United States

Oct 1, 2026 (Thu) – Nov 7, 2026

$26.00 - $129.00

Running

Marathon Half-Marathon 10K 5K +10

2026 GRC Fund Run (or Walk!)

Loxahatchee Groves, Florida, United States

Oct 1, 2026 (Thu) – Oct 31, 2026

BOO! Brain Cancer 5K and Bike Challenge

Anywhere, United States

Oct 1, 2026 (Thu) – Oct 31, 2026

$30.00 - $40.00

Running

5K 40.2K Ultra +2

2026 Miles for Mental Health - Virtual 5K

Marietta, Georgia, United States

Oct 1, 2026 (Thu) – Nov 1, 2026

$25.00

Running

5K

HELP in Motion Trail Run

Sturgeon Bay, Wisconsin, United States

Oct 1, 2026 (Thu) – Oct 31, 2026

$30.00 - $40.00

Running

Ultra 10K 5K 2K

2026 Greenbrier River Trail Bike Trek

Frankford, West Virginia, United States

Oct 1, 2026 (Thu)

$50.00

Cycling

Ultra

Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Full (Backyard Ultra Format) - 100+ Miles | 50,400' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut, United States

Oct 1, 2026 (Thu) – Oct 4, 2026

Free

Trail running

Ultra

1st Annual Pink Pirates Cycle of Hope

Navarre, Florida, United States

Oct 1, 2026 (Thu) – Oct 31, 2026

$30.00

Running

16.1K 32.2K Ultra

Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk

Cornwall, Connecticut, United States

Oct 1, 2026 (Thu) – Oct 4, 2026

Free

Trail running

Ultra

Iron Hike - Fall Olympus Mons Ultra Trail Marathon Relay - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut, United States

Oct 1, 2026 (Thu) – Oct 4, 2026

Free

Trail running

Ultra

Stayton Regis Invitational

Stayton, Oregon, United States

Oct 1, 2026 (Thu)

Running