Absolutely! I am an elementary art teacher so we cover Pop Art in our studies. This era in art is still relevant to kids today. There are many great examples and resources out there that you could use for motivation. I really like artsedge since it integrates different curriculum well. I use www.incredibleart.org also, don't know if you'd find some good examples for history. I think the students will identify with the rebellious nature of this period and its focus on consumerism and popular culture. Andy Warhol is an interesting character to introduce your students to or poster artist Peter Maxx among many others. One of the assignments I used with my students was to have them transform a well-known art icon, Mona Lisa into an image of their choice. I had super hero Mona's, animal, creature and robotic Mona's. To inform the kids about why Pop artists were focused on certain imagery they'll need to look at what was happening in society during this period in the 1960's and how music was effected as well. Good luck!
Absolutely. Remember pop art is a 1960's phenomena. You could begin with Andy Warhol's silk screen portraits of famous people of the period such as Marilyn Monroe (who died in 1962), Elizabeth Taylor as Cleopatra, Jackie Kennedy after the assassination of JFK. Then you could turn to his political portraits of JFK, MLK, Chairman Mao, Richard Nixon, Ronald Reagan and so on. Or you could start with the Campbell Soup Can paintings and the Brillo Boxes and talk about commerce and culture in the period. Or use Jasper John's Flag paintings to discuss patriotism and dissent. Or Rauschenberg's Collages many of which are made up of newspaper photographs of the time such as Retroactive II (1964). You probably should take a look at Artcyclopedia.com and find a pop artist you are interested in and then look at some of his work.
Most good art museums which own collections of pop art have features and educational material. But you asked specifically for some that use pop art to teach about the sixties. Here are some recommendations
The National Gallery of Art has a Teaching Packet (available in PDF) entitled "Teaching Art Since 1950" http://www.nga.gov/education/classroom/pdf/artsince1950.pdf
Art Institute of Chicago's Art Access feature on Modern and Contemporary Art
Museum of Modern Art has five lesson plans on pop art including this one specifcially about pop art and politics
American Masters has a number of lesson plans for pop artists including Warhol and Rausenberg
National Portrait Gallery in London has some podcasts on ITunes
Don't overlook Arts Edge
Even with my limited experience, I see the potential. My Art teacher and I wanted to expose kids to ARTSEDGE and other sites that encouraged visual arts, and let them play before we designed some lessons around the resources. The pop art activities got the most action, and posed some interesting questions. Although our elementary curriculum doesn't include the 1960's, she is able to address global issues and understandimg through the art, and hopes that later it will translate to studies as students get older.