Darren reprised his "Gidget" persona twice, contributing his ingratiating talent to "Gidget Goes Hawaiian" (1961) and "Gidget Goes to Rome" (1963), both a little lackluster compared to the original. Still, in some filmgoers' minds, he was forever established as Moondoggie, despite his acclaimed work as best friend Eddie Sirota in "The Gene Krupa Story" (1959), as the slum kid who perseveres to become a concert pianist in "Let No Man Write My Epitaph" (1960), and as an underutilized member of the all-star gang of saboteurs in J Lee Thompson's "The Guns of Navarone" (1961). Still, compared with his Philadelphian brethren Fabian, Rydell and Avalon, who all took their cracks in teen movies, Darren exhibited more staying power, segueing to a successful career as a TV actor after his pop-star status waned. His first role as a series regular came as time-traveling scientist Tony Newman in the ABC series "Time Tunnel" (1966-67), and he later spent three seasons as veteran patrolman Jim Corrigan, partnered with Heather Locklear's Stacy Sheridan, on "T.J. Hooker" (ABC, 1983-85; CBS, 1985-86). When Darren made his directing debut with an episode near the end of that show's final season, people liked what they saw, and he started to receive offers to direct for other series.

Darren began working exclusively behind the scenes, helming episodes of "Hunter" and "Stingray" (both NBC) and "Werewolf" (Fox), among others. "I figured this [directing] was a good way to stay in the business, and I didn't have to worry about how I looked. I didn't have to shave every morning. I would get up, shower, comb my hair back, put on a baseball cap and go to work." (CHICAGO SUN-TIMES, September 27, 1999) He reteamed with Locklear, directing episodes of Fox's "Melrose Place" from 1995-97, and eventually acted opposite her as the sleazy Tony Marlin during that show's final season (1998-99), but only after creating the part of Vic Fontaine in the syndicated "Star Trek: Deep Space Nine". Calling his holographic Las Vegas lounge singer a "combination of Frank Sinatra, Dean Martin and myself," Darren appeared in ten episodes (including the series finale) and revitalized his singing career. Never considered much of a pop-rock vocalist in his heyday, he released his 13th album, "This One's From the Heart" (1999), which featured songs he had performed on the series, and garnered his first real critical acclaim as a crooner, having finally found himself in the idiom of Jerome Kern, Harold Arlen, Sammy Cahn and the like.