Will not detect outdoor activity

Try this:

• Turn both devices off together, then restart your iPhone first:
• 
  
• Restart your iPhone, iPad, or iPod touch - Apple Support
  • 
    
• 
  
• • Restart your Apple Watch - Apple Support

Have you seen this link? - Start a workout on Apple Watch - Apple Support At what point in the process does it fail? after you select the workout or is that workout not showing at all on the workout app?

This might help....https://support.apple.com/en-us/HT204516