Chiwi’s CS Galllery Manager is a free application for uploading multiple images into a CS gallery. Prior to uploading, you have the ability to add a photo title and description, and you can control thumbnail settings. You can upload to any gallery you have permission to, and can choose the album/tag for the photos.
The first issue I found was URL you need to configure. You want to use http://<siteurl>/photos/galleryservice.asmx. For instance, I had to configure http://floristblogs.com/photos/galleryservice.asmx.
The second issue I found was exceeding the maximum request size. In uploading some images into floristblogs.com, any image over 1.5MB could not be uploaded using Chiwi’s tool. However, I could upload the same photos via the photo control panel. I have a Nikon D50, and almost all of my photos are right around the 1.5MB mark with the high-quality setting.
If you have a lot of images that only need to be resized slightly, get the free Image Resizer PowerToy and shrink your images slightly, then upload using Chiwi’s tool.