Hi
Some other users have experienced issues connecting AirPods with Apple Watch (after they have been paired and previously used successfully) in order to begin music playback from the synced playlist.
You may wish to contact Apple Support or make a Genius Bar reservation to seek assistance or to submit feedback in order to report the issue:
Contact Apple:
- Contact - Official Apple Support
- https://twitter.com/applesupport
- http://www.apple.com/retail/geniusbar/
Send feedback (you should not typically expect to receive a reply):