Found a workaround that is working for me (XCode 15, Apple Watch Series 4, Sonoma 14.0 / MacBook Pro 2021).
If running on ethernet (I am), then:
On your Mac goto System Settings -> (type in) Internet Sharing -> Toggle "Internet Sharing" and generate a wifi network from your Mac.
Connect your iPhone and Apple Watch to the created Wifi Network.
XCode should now recognize the Apple Watch.
Cheers :)
Topic:
App & System Services
SubTopic:
Core OS
Tags: