Her other notable voice roles in Disney projects include Weebo in Flubber (1997), Belle in House of Mouse (2001–03), Lady in Lady and the Tramp II: Scamp's Adventure (2001) and Anita Radcliffe in 101 Dalmatians II: Patch's London Adventure (2003); she also appeared as Sam in the live-action Disney film Enchanted (2007).

Outside of Disney, Benson's film credits include Don Bluth's Thumbelina (1994),[2] Balto II: Wolf Quest (2002), and Balto III: Wings of Change (2004); on television, she voiced the character of Tula in Hanna-Barbera's The Pirates of Dark Water (1991–93), and Jane Doe and Patsy Smiles in Cartoon Network's Camp Lazlo (2005–08).

She describes the song "Disneyland" at the "Smile" Reunion concert held on September 22, 2014, "This is the first piece of the puzzle of my life, the first step of the journey, so to speak".

In 1989, Benson appeared in the Broadway musical, Welcome to the Club, alongside Samuel E. Wright, who performed the voice for Sebastian the Crab in The Little Mermaid.

In 1992, Benson received a Tony Award nomination for Best Actress in a Musical for her role as Polly Baker in Crazy For You.

In 2004, Benson voiced the character of EVA in the video game Metal Gear Solid 3: Snake Eater.

[11][12] In 2004–06, Benson contributed as the host and narrator of the children's Christian home video series called "Baby Faith", created by Integrity Publishers & FamilyTreeMedia.

[13] Benson also played the Queen in a one-night concert version of Rodgers & Hammerstein's Cinderella at the Nashville Symphony Orchestra in May 2010.

In June 2023, Benson starred as Mama Rose in a concert production of Gypsy alongside her daughter Delany at the Barbara B. Mann Performing Arts Hall in Fort Myers, Florida.

[24][26] She also made a cameo in the 2023 live-action adaptation of the film, directed by Rob Marshall, as a market vendor who hands Ariel (Halle Bailey) a fork during her tour of the kingdom.