When comparing MediaMonkey vs Windows Media Player, the Slant community recommends MediaMonkey for most people. In the question“What are the best audio players for Windows?” MediaMonkey is ranked 6th while Windows Media Player is ranked 26th. The most important reason people chose MediaMonkey is:
You can organize music by over 40 different criteria, including common criteria such as title, artist, and album, as well as items like track volume, lyricist, and parental rating. You can even use custom labels by which to organize and you can set how you want to prioritize the criteria. Media Monkey can also rename large batches of files based on set rules.
Specs
Ranked in these QuestionsQuestion Ranking
Pros
Pro Exceptional cataloging options
You can organize music by over 40 different criteria, including common criteria such as title, artist, and album, as well as items like track volume, lyricist, and parental rating. You can even use custom labels by which to organize and you can set how you want to prioritize the criteria. Media Monkey can also rename large batches of files based on set rules.
Pro Helps remove duplicates from the library
MediaMonkey can find duplicate files and songs, helping the user to remove any unnecessary items from the library.
Pro Can pull metadata from the web
Pro Works with almost any UPnP or DLNA enabled media player
MediaMonkey can stream the library to most UPnP or DLNA enabled devices. This allows you to, for example, stream to your Blu-Ray player.

Pro Powerful file renaming system
Pro Advanced automatic auto-dj
MediaMonkey has a built-in auto-dj feature, appropriately called Party Mode, that can automatically play tracks based on set criteria.
Pro Can convert audio and video files
MediaMonkey can convert all common audio formats and some video formats. Supported files include .mp3, .ogg, .aac, and .flac.
Pro Supports most tagging formats
Pro Format agnostic
MediaMonkey supports everything from lossy MP3 files to lossless FLAC files.
Pro Has a decent companion Android app which can sync with / connect to PC server
Pro Can build smart playlists with automatic filters
For example:
- 4+ stars jazz songs
- Top played recent songs
- Best rated classic rock
- Unplayed recently added songs
- Build your own "smart" radio station, etc.
Pro Saves information on files while ripping CD
While ripping a CD onto the computer, it easily saves the information for the songs, while storing on the media player.
Pro Beautiful music visualization
Windows Media Player comes with their own built-in music visualization. In addition to this, users can install their own visualizations which are downloaded from the internet.
Cons
Con Not really "multi-user" friendly
Example: If you have a family, not everyone has same tastes or star ratings. You CAN achieve a somewhat multi-user experience, but it's overly complex and clunky.
Con Really buggy at times
- Biggest annoyance: Often get database errors (data corruption?). Usually, you'll end up clicking "cancel" in some dumb cryptic error prompt and/or restart app.
- Android sync isn't a breeze.
- Multiple instances sometimes open up (due to unknown cause) can cause the corruption / database issues. You should backup often just in case.
Con Accuracy of automatically pulled meta data can be spotty
In cases where a song is a part of multiple albums, or there's a re-release with slight changes (such as track numbers, bonus songs, etc.), MediaMonkey can get confused and apply wrong titles to songs based on their track numbers. It then ends up mislabeling content that has already been labeled correctly. There's also no way to manually set what album to base the auto-tagging on in order to work around this.
Con No longer able to play DVDs
The older versions can play DVDs, while the latest version can't play, but only able to play VCDs.
Con Sluggish
Con Large cluttered interface
It's hard to find needed options.
Con No longer being updated
Windows Media Player is no longer updated to new versions since the release of Windows 7. The latest version of Windows Media Player is Windows Media Player 12 (released in July 2009); it is still bundled in Windows 8 and above.
