Down with Webster is a Canadian rap rock band from The Beaches area of Toronto who signed with Universal Motown in April 2009.

Down with Webster was originally formed for a middle school talent show. The band released their first official EP, Time to Win, Vol. 1, on October 6, 2009. The band has achieved success from all three singles released from Time to Win, Vol. 1. All three singles were certified Platinum in Canada. The album itself was certified Gold in Canada. Their second release, Time to Win, Vol. 2 was released on October 31, 2011. In 2014, they put out their second full-length album, entitled "Party For Your Life."