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Trail races in Oakland County (2026-27)

Updated November 7, 2026

7 trail races are coming up in Oakland County in the next 90 days; the next is Lake Orion/Rochester - Run Michigan Cheap on Saturday, November 14 in Lake Orion. 15 trail races are listed in Oakland County for the next 12 months; the next one starts from $30.

All DetroitAnn Arbor & West (5)Oakland County (15)Macomb County & Thumb Coast (3)

• Sat14Nov

  Lake Orion/Rochester - Run Michigan Cheap

  Sat Nov 14 · 9:00 AM · Lake Orion · Oakland County

  5K10KHalf marathonTrail

  from $30Sign up ↗
• Fri27Nov

  Black Toenail Friday Half Marathon and 7.5 Miler - MI

  Fri Nov 27 · 11:00 AM · Commerce Township · Oakland County

  7.5 milesHalf marathonTrail

  from $43Sign up ↗
• Sat28Nov

  Gobbler Gallop (Milford, Mi)

  Sat Nov 28 · 8:00 AM · Milford · Oakland County

  1 mile4 miles5 milesTrail

  from $30Goes up Nov 13Sign up ↗
• Sat28Nov

  Turkey Trails- Ann Arbor

  Sat Nov 28 · 8:00 AM · Milford · Oakland County

  1 mile5K10KHalf marathonTrail

  from $22Goes up Nov 8Sign up ↗
• Sun20Dec

  B.A.D Santa Trail 5k

  Sun Dec 20 · 10:30 AM · Leonard · Oakland County

  5KTrail

  from $35Goes up Dec 19Sign up ↗
• Wed30Dec

  Goodbye 5k

  Wed Dec 30 · 2:30 PM · Rochester · Oakland County

  5KTrail

  from $25Goes up Dec 28Sign up ↗
• Thu31Dec

  Out With the Old - In With the New

  Thu Dec 31 · 9:30 AM · Rochester · Oakland County

  5KTrail

  from $35Goes up Nov 30Sign up ↗
• Fri12Feb

  Light the Night Flannel 5K

  Fri Feb 12 · 6:00 PM · Waterford · Oakland County

  5KTrail

  from $28Goes up Dec 31Sign up ↗
• Sat3Apr

  Carpe Diem - Carpe Noctem Half Marathon and 10K - MI

  Sat Apr 3 · 8:30 AM · Commerce Township · Oakland County

  10K20KHalf marathon19.3 milesMarathonTrail

  from $35Goes up Jan 12Sign up ↗
• Sun2May

  2 Parks Trail Half Marathon And 5k

  Sun May 2 · 8:40 AM · Leonard · Oakland County

  5KHalf marathonTrail

  from $30Goes up Jan 31Sign up ↗
• Sat8May

  Crooked Lake Trail Run (2.3-Mile | 5K | 10K)

  Sat May 8 · 9:00 AM · Village of Clarkston · Oakland County

  2.3 miles5K10KTrail

  from $35Reg. closed
• Sat12Jun

  5K Run & Walk for OPC Meals on Wheels

  Sat Jun 12 · 8:00 AM · Rochester · Oakland County

  5KTrail

  from $35Reg. closed
• Sat26Jun

  Zeppelin's Peace Run & Walk

  Sat Jun 26 · 9:00 AM · Waterford · Oakland County

  5KTrail

  from $35Reg. closed
• Wed30Jun

  Urban Trail Series

  Wed Jun 30 · 6:30 PM · Rochester · Oakland County

  5KTrail

  from $25Goes up May 31Sign up ↗
• Sun12Sep

  The Rooted Half Marathon | 10k | 5k And Ruck

  Sun Sep 12 · 8:30 AM · Lake Orion · Oakland County

  5K10KHalf marathonTrail

  from $40Reg. closed

Quick answers

How many trail races are in Oakland County in the next 3 months?

7 trail races are listed in Oakland County between November 7 and February 5. The next is Lake Orion/Rochester - Run Michigan Cheap on Saturday, November 14 in Lake Orion.

What is the cheapest trail race in Oakland County right now?

Turkey Trails- Ann Arbor on November 28 has the lowest listed entry fee in the next 90 days: $22. Prices are before the registration platform's processing fee.

When does the next early-bird price end for trail races in Oakland County?

Turkey Trails- Ann Arbor: the 5K goes from $38 to $42 after November 8. 8 more of these trail races publish a later price increase.

Are there trail races in Oakland County this weekend?

None are listed for November 7 to November 8. The next is Lake Orion/Rochester - Run Michigan Cheap on Saturday, November 14 in Lake Orion.