One handy option for loading files is the Bulk File Upload option that will allow you to upload up to 10 images at once. (Note: this is note available in your personal Gallery but, will be present in all of the other Gallery options.)
This will be most helpful for things like show pictures.
The option is available at the bottom of most of the galleries:
Click on Bulk Add Pictures and you will see the following screen:
You can select up to 10 pictures at a time from screen. You will Need to enter in a Title for each, Description is optional.
NOTE: Though 10 files are allowed the MAXIMUM UPLOAD size is 7 mb at any one time. You may need to resize larger pictures or upload them in smaller groups.