 During mid-2007, Swift engaged as the opening act on several dates for Tim McGraw's and Faith Hill's joint tour, Soul2Soul II Tour (2006–07), where she again performed "Teardrops on My Guitar".Swift performed the song while she was again opening for Rascal Flatts for their Still Feels Good Tour in 2008.When promoting the single, Swift performed it on numerous venues, including "Total Request Live" (TRL),
The Engine Room, on the Studio 330 Sessions, and a concert at the Apple Store in SoHo, New York, which was recorded and released as a live extended play (EP), "iTunes Live from SoHo", exclusively sold through the iTunes Store.