Hard drives get messy. You save files and forget them, download huge chunks of data that pile up, and change your naming schemes a hundred times. It's spring, though, so why not do a little tidying up?
To make things simpler, we're going to look at this from the perspective of cleaning up a secondary drive that doesn't have an OS installed on it. You can use these same tactics for any drive, but there are other ways to save space on a system drive including clearing caches, eliminating old temp folders, etc. Right now, though, we just want to focus on your junk.
Find the really big files
When you need to clear up hard drive space in a hurry, the first thing you want to do is find out just what's taking up all that space. WinDirStat is a crowd favorite for scanning a drive and finding out what you can get rid of to get a little extra leg room in a hurry. The results are even color-coded to let you know what are important, system files that you shouldn't delete, and what's cat GIFs and videos of your friend's wedding. If you're on a Mac, our favorite analyzer, Disk Inventory X, has a lot of the same features for the same price (free!).
Get rid of duplicate files
Whether they're big or small, duplicate files take up unnecessary space. Windows, Mac and Linux users can all use the handy Duplicate File Searcher to track down any files that you've downloaded more than once. Windows users can also use Duplicate Commander to remove the extra copies and replace them with hard links. This clears up the space while still making sure that any apps referencing the files are able to continue to operate without interruptions. Duplicate Cleaner Free also offers a nice, three-tabbed interface for finding duplicate files without all the mess.
Find the really old files
Finding the big stuff isn't always helpful. After all, you probably downloaded those giant videos for a reason. If you'd rather just find the old stuff, you can do that with simple search operators in the search box for Windows 7 and up. You can search for the last date modified, accessed, or when a file was created, and further sub-filter by size or type. Unfortunately this method lacks the nice visualization of file size that WinDirStat has, but it can go a long way in whittling down the stuff you don't need or use anymore. There are bunch more search operators you can use to narrow down your searches here.
Rename your files
Okay, so you definitely want to keep those 12,462 wedding photos, but wouldn't it be nice if they were named something better than IMG01827.jpg? Batch rename apps allow you to bring a more uniform sorting scheme to your collections. Apps like Rapid Streams (Windows) or Name Changer (Mac) are straightforward utilities for doing simple renaming tasks. However, if you want to crank it up a notch or 10, Bulk Rename Utility for windows has more options than you could ever use. On OS X you can use the built-in Automator tool to accomplish many of these same tasks as well.
Move your files
Now that all your files have meaningful names, put them somewhere equally meaningful. Apps like TeraCopy will allow you to quickly move a bunch of files around and set batch settings for overwriting or renaming duplicate files. Ultra-copier is a cross-platform solution that works on Windows, Mac, and Linux and is frequently much faster than the built-in solutions you find on most OSes.
Keep your private files really hidden
Most of us have something that we'd rather not share with the world. Sensitive work documents, birthday gift ideas, etc. You can hide files in both Windows and OS X, but this only really makes your folders slightly nicer to look at. There's no real security there. You can use apps like TrueCrypt to lock down files, or even simple zip applications like 7-Zip to keep a collection of files under lock and key from anyone who may stumble on to your machine.
These only really help protect against casual access to your machine, of course. If you want more powerful protection in case your hardware is ever seized or stolen, you may want to create a hidden, encrypted partition to store sensitive files on, using your main volumes as a decoy.
If you're like me, you probably have years and years worth of files laying around on your system that need to be cleared out, but it's not necessary to go through them by hand to clean them up.
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