Hi Andie76PHL,
Thank you for using the Apple Support Communities! We found this helpful information from the Peloton Support page that may help:
"Workouts taken on the Bike or Tread will only appear after you open the Peloton App on your Apple® iPhone.
Workouts can be uploaded in bulk. For example, if you take a Yoga class on Monday, Tread class on Tuesday, and cycling class on Wednesday, and then open the app on Friday, all the workouts will sync at once automatically."
Peloton Support
For the Health app listing your Apple Watch multiple times, if you restart your device, does the issue remain? If so, we recommend that you reach out to Apple Support directly. Please reach out here:
Get Support
Hope this helps!
Have a great day.