I took down my 2008 National Space Society Space Settlement Calendar and replaced it with my 2009 one. I took a look to see what's happening for 2010, but according to the NSS Contests page, it's not happening this time:
NSS Space Settlement Calendar Art Contest
Buy the 2009 Space Settlement Calendar
See gallery of NSS 2009 Calendar contest entries
See gallery of NSS 2008 Calendar contest entries
There is no contest for a 2010 Calendar
NSS Space Settlement Calendar Art Contest
Buy the 2009 Space Settlement Calendar
See gallery of NSS 2009 Calendar contest entries
See gallery of NSS 2008 Calendar contest entries
There is no contest for a 2010 Calendar