Apple Watch won’t sync music from iPhone since updating to iOS 26

I have a new Apple Watch 11 with OS 26.0.2 installed and an iPhone 16 with IOS 26.0.1. The Apple Watch will not sync music that is on my iPhone to the watch’s music app. The music app shows the playlist name and a cloud to the right of it. I click onto the cloud and it states that Download Failed, the playlist will resume downloading the next time your Apple Watch is charging and connected to the internet. I have the same problem with my wife’s Apple Watch 10. I spent 2 hours at the Genus Bar and they had the same issue using their internet. They ran a diagnosis on my watch and said it was working properly and couldn’t solve the problem. They thought it might be because I had my music saved to iCloud turned on too. We turned that off and it still wouldn’t sync music. Twice I’ve also spoken to support over the phone with no resolve. I’ve re-paired my watch to my iPhone at least 4 times and reset my iPhone once with no resolve. I never had this problem with the previous OS’s. Does anyone else have the same problem and resolved the issue or is it possibly an OS issue?



[Re-Titled by Moderator]

Original Title: Apple Watch will not sync music since installing OS 26

Apple Watch Series 11, watchOS 26

Posted on Oct 13, 2025 7:38 PM

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7 replies

Nov 6, 2025 2:19 PM in response to RA_Mac_Book_User

Add me to the list. I'm using an iPhone 17, and Apple Watch 10. I never had an issue using my iPhone 15, though I might not have been on iOS/watchos26 like I am now.


Now that I see all these similar comments here and reddit, I'm at least content to know that it's not just me. Like many, I tried everything including unpairing, restore from backup, even setup as new. All the same behavior.


I did see a message on reddit about watchOS26 being picky with media encoding types, and I think some of my music/playlists did work, but the important ones didn't. Apple should warn us about that, rather than giving the warning about putting your watch on charger or that your internet connection isn't fast enough.


Maybe 26.2 will fix it? *fingers crossed.

Oct 15, 2025 5:04 PM in response to RA_Mac_Book_User

I’m also experiencing the same issue on ios26 the music sync continuously gets interrupted. Did a factory reset on my watch still no luck.


This process has always been the most frustrating part of using the Apple Watch and I have an ultra 2.


The sync always seems to have a mind of its own. It fails when you try to start it manually even though both watch and phone have an internet connection and are sufficiently charged. it has always been a cross your finger moment which is sad for a company as big as Apple. Fix it!

Oct 17, 2025 11:03 AM in response to RA_Mac_Book_User

Exactly the same issue with my Apple Watch although this has happened on at least 4 watches since they came out. It is so frustrating waiting for music to sync as such a simple process (or should be) you would think a trillion dollar company like Apple would be able to ensure that the latest software and bluetooth 6 on my new I phone 17 pro max would communicate with another apple device seamlessly. Seems not so. Thinking of buying a Garmin at this stage as it is absolutely ridiculous that I have now had multiple issues and had watch on charge connected to internet for 3 days and the sync has still not started. Joke. Very disappointed but not surprised which is a shame when you are so invested in the Apple ecosystem.

Apple Watch won’t sync music from iPhone since updating to iOS 26

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