In your theme you need to add_theme_support('post-thumbnails');
and then set up some add_image_size();
By doing this in your themes functions file you’ll get have support for the built in Feature images and any image sizes you set up images will be generated in the correct size.
For more information on setting up images sizes the codex offers:
http://codex.wordpress.org/Function_Reference/add_image_size
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