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Cast [edit source] Katherine Heigl as Jane Nichols Peyton List as young Jane Nichols James Marsden as Kevin "Malcolm" Doyle Malin kerman as Tess Nichols Charli Barcena as young Tess Nichols Judy Greer as Casey Melora Hardin as Maureen Brian Kerwin as Hal Nichols Maulik Pancholy as Trent Edward Burns as George David Castro as Pedro Krysten Ritter as Gina Jane Pfitsch as Cousin Lisa Michael Ziegfeld as Khaleel Ronald Guttman as Antoine Jennifer Lim as Salesgirl Bern Cohen as Rabbi Ron Simons as Boathouse Chef Robert Clohessy as Bartender Michael Mosley as Bar Dude Jennifer Bassey as Aunt Alexa Havins as Boat Bride Production [edit source] Principal photography for 27 Dresses began on May 10, 2007, with filming taking place primarily in Rhode Island