The Two Shoes Trek Challenge / 2020 Virtual

Sat September 5 - Sun September 13 Colorado Springs, CO 80903 US

Pikes Peak Road Runners (PPRR) and the Trails and Open Space Coalition (TOSC) have collaborated to create a NEW challenge in 2020; In place of the long-running American Discovery Trail races, participate in a new virtual challenge race! The two organizations have worked together for years to hold the ADT Marathon, Half Marathon, and 10k races, where all proceeds were given back to our community. We are dedicated to trail stewardship and community running events striving to make the Pikes Peak Region a great place to live and be active as a family. Please help continue this community-based effort by running a new unique challenge and contributing to our important community cause.

PPRR was informed early in 2020 that the City of Colorado Springs would not be allowing any events to take place in America the Beautiful Park due to the construction of the Olympic museum and pedestrian bridge. We immediately started searching for new venues to hold a quality event. COVID-19 then gripped the world and instead of canceling the race all together, we reimagined what racing to benefit our community could look like in 2020, creating the Two Shoes Trek Challenge / 2020 Virtual.

This event showcases several county and city trails throughout our unique and beautiful city. Participants will run a short series over two weekends, a long series over two weekends, or the super series, where participants run all distances over two weekends. All proceeds from these events will go directly back into the Colorado Springs community for park and trail maintenance. This will help both organizations thrive through this challenging and uncertain period, as the impact of the pandemic has hit nonprofit organizations especially hard. 

All donations will be split between El Paso County Parks, Trails and Open Space Coalition and Pikes Peak Road Runners.

How it works

Participants must register for a challenge of their choice on RunSignUp by Thursday, September 4 at midnight and Thursday, September 10 at midnight. Participants will have 48 hours to complete each designated distance for the specific weekend and challenge. (Participants must observe all posted park hours.) Weekend 1 is Saturday, September 5, and Sunday, September 6 and Weekend 2 is Saturday, September 12, and Sunday, September 13. Note: Detailed start locations, course maps, and finish locations will be provided to each participant via email, packet pickup and the PPRR website.

For example, a participant who signs up for the Two Shoes “Short” would complete a 5k in a county park (options listed below) on Saturday, September 5, or Sunday, September 6. This participant would submit their results to PPRR that weekend (see "#3 Submit Your Results" below for details). Then, the participant would complete a 5-mile course in a city park (options listed below) the following weekend, Saturday, September 12, or Sunday, September 13. 

A participant picking the Two Shoes Super Challenge would need to complete a 5k and a 10k the first weekend and a 5 mile and a 10 mile the second weekend.

**Please note: This will be a general registration. You will make your challenge choices during the submission of your results**


#1 Pick a Challenge
  • Two Shoes Short
    • September 5, 6
      • 5k
    • September 12, 13
      • 5-mile
  • Two Shoes Long
    • September 5, 6
      • 10k
    • September 12, 13
      • 10-mile
  • Two Shoes Super
    • September 5, 6
      • 5k and 10k
    • September 12, 13
      • 5-mile and 10-mile

**Please note: This will be a general registration. You will make your challenge choices during the submission of your results**

#2 Pick your parks

The course/park you pick can be run at any time on the race weekends while abiding by the hours and rules of the parks. It does not need to be completed at a certain time of day. Detailed start locations, course maps, and finish locations will be provided to each participant via email, here, and the PPRR website.

**Please note: This will be a general registration. You will make your challenge choices during the submission of your results**

Submit your results to an online Google form. The link to the form can be found here and will be emailed out to all participants. All results will be posted on the PPRR website and will be based on an honor system. You will not need to provide any proof of your time; however, you can submit Strava, Garmin, and FitBit, etc. activities if you choose to do so. 

Submit Results HERE

**Please note: This will be a general registration. You will make your challenge choices during the submission of your results**

#4 Landmarks and extra credit

For extra credit participants can track down landmarks based on hints provided by our race organizers.  Take pictures of the landmarks (or selfies with them) to gain points. Points will be calculated separately and posted with the results. The pictures can either be taken during your event, after your event, or before your event. We hope this encourages participants to explore our parks and trails and possibly learn a bit of history about the region. 

Some landmarks to look for can be found here

You do not need to find the exact landmarks. Take pictures of anything you find to be interesting or beautiful. The door is wide open! Have fun with submitting photos. 

To receive credit, all pictures will need to be posted to The Two Shoes Trek Challenge Facebook Page during the dates of each event with the following hashtag, #twoshoestrekchallenge. 

#5 Packet Pick-Up

Trails and Open Space Coalition, TOSC

Office: 719.633.6884

702 East Boulder Street, Suite 200

Colorado Springs, CO



Wednesday, September 2 / 5:00 PM – 7:00 PM

Thursday, September 3 / 9:00 AM – 11:00 AM

Friday, September 4 / 1:00 PM – 3:00 PM


Wednesday, September 9 / 5:00 PM – 7:00 PM

Friday, September 11 / 1:00 PM – 3:00 PM

If these dates and/or times do not work, please call the TOSC office at (719) 633-6884  to arrange pick-up. 


If you are a Pikes Peak Road Runner Member you will receive a $5 discount. Please join today to begin to enjoy all of the benefits of becoming a PPRR member. 

All the stuff we have to tell you about.... Please read.

City of Colorado Springs Parks Rules and Regulations – Public Health Guidance

Do not use parks, trails and open spaces if you are exhibiting symptoms.  If you are experiencing symptoms, it’s important to stay home when sick

Follow the CDC’s guidance on personal hygiene prior to and during use of the parks or trails.  Bring hand sanitizer with you to clean your hands if soap and water are not available.

Users may find public restrooms closed.  Be prepared before you leave and time outings so that you are not dependent on public restrooms.

Bring water or drinks.  Public drinking fountains may be disabled and should not be used even if operable.

While on trails, warn other users of your presence before you pass, and step aside to let others pass.  Signal your presence with your voice.

Observe the minimum recommended physical social distancing of 6 feet from other individuals.  If this is not possible, users should find an alternate location or depart that space.  Practice it and know what it looks like.

Do not gather in groups of more than 10 or engage in any activity where you cannot maintain at least 6 feet from other people.  This includes activities involving physical contact or sharing or equipment

Do not touch any surfaces that are likely to be touched by other people.  Park staff is applying extra disinfectant weekly to playground equipment, but the safest thing is to refrain from touching these surfaces.  That said, the City also asks that you understand that outdoor play is important for children especially at times like this.  So if you take your kids to a playground, consider wiping down equipment with disinfectant wipes before and after use.  Of course kids should also clean their hands frequently with soap and water or hand sanitizer.

Bring a suitable trash bag.  Leave no trace, take everything out to protect park workers.

During this virtual event, there will be no medical personnel, no course marshals, and no water stations – so please plan accordingly.

Absolutely NO Refunds.

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