Oregon Trail Challenge

Sat August 1 - Sat May 15 Any City - Any State, FL 99999 US
Explore by yourself

Solo Wagon

2,000 Mile Challenge
Travel with a party up to 6

Team Wagon

2,000 Mile Challenge
1 Mile = 10 Virtual Miles

Mini Solo Wagon

200 Mile Challenge


Best Damn Race Presents the Oregon Trail Challenge!

Can you outrun dysentery? Trek it solo or fill your wagon with up to 6 travelers and run, walk, cycle, skate, swim, kayak, skip, or even crawl the entire distance of the Oregon Trail. 

Starting in Independence Missouri, you will make stops (checkpoints) along the way and earn digital badges at some of the historic places along the trail. 


Checkpoints for 2,000 Mile Oregon Trail Challenge:

1. Fort Kearny - mile 317 
2. Chimney Rock - mile 591
3. Independence Rock - mile 840
4. South Pass - mile 946
5. Fort Bridger - mile 1063
6. Fort Hall - mile 1279
7. Three Island Crossing - mile 1454
8. Flagstaff Hill - mile 1692
9. The Dalles - mile 1907
10 Oregon City - mile 2000

Checkpoints for 200 Mile Mini Challenge: Every mile you move virtually turns into 10 miles in the mini challenge.

1. Fort Kearny - mile 31.7 
2. Chimney Rock - mile 59.1 
3. Independence Rock - mile 84
4. South Pass - mile 94.6
5. Fort Bridger - mile 106.3
6. Fort Hall - mile 127.9
7. Three Island Crossing - mile 145.4
8. Flagstaff Hill - mile 169.2
9. The Dalles - mile 190.7
10 Oregon City - mile 200



T-Shirt: Each participant can choose to add on a shirt(s) of their choice to start the challenge. Mailed within 21 days of registration.
Digital Postcards: Each participant will receive their postcards as they reach each check point during the challenge.  
Finisher Medal: Each participant will receive a finisher medal at the completion of the challenge in the mail.
Finisher Patch: Each participant will receive a finisher patch at the completion of the challenge in the mail.
How to complete:

Register as an individual or team:
Run, walk, bike, skate, skip, kayak, ski, row, or step climb your way. 
Log your activity (HERE)

When do I get my stuff?

  • Shirts will be mailed within 21 days of your registration.
  • Digital badges will be emailed once you or your team reaches each checkpoint.
  • Finisher Medals & Finisher Patches will be mailed to you once you have completed your challenge.*

*Please note that Medals and Patches will not go out any sooner than November.

  • Custom 4.5" Double Sided Oregon Trail Challenge Finisher Medal
  • Finisher Patch (2,000 mile or 200 mile)
  • Digital Badges - When you reach each Checkpoint!
  • Unisex or Women's Cut - Tri Blend Shirts (optional)

Log you daily miles right here and watch your icon move along the trail. You can also see your overall placement! 

CLICK HERE to submit your runs, walks, bikes, skates, swims, skips, and even steps back and forth the the fridge!

Unlock digital badges at each of the 10 checkpoints and they will show up in your trophy case!


Get up to $529.99! Really!

Refer 3 friends to trek this journey with you and receive a $15 refund on your race entry!
1. Sign up.
2. Once your registration is complete, you will receive a unique referral link to share with your friends, family or post on social media.
3. Get 3 friends to sign up using your unique referral link and you will automatically receive up to a refund of $15.00. Boom!
4. Get 6 friends to sign up and you get up to $14.99 more!

AND... If you get fifty (50) friends to sign up, we are going to give you $500 cash!  See rules on referrals HERE.

Race Contact Info

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