Playing for Keeps Poster

Playing for Keeps 1986

★ 3.79 votes102 min📅 1986-10-03

"It's What You Need to Succeed"

When three determined high school graduates from the inner city set their sights on transforming a dilapidated country hotel into a vibrant rock & roll retreat, they're not just chasing a dream—they're taking on a town determined to keep them down.

Director: Bob Weinstein

Cast

Daniel Jordano
Danny
Matthew Penn
Spikes
Leon W. Grant
Leon W. Grant
Silk
Mary B. Ward
Chloe
Marisa Tomei
Marisa Tomei
Tracy
Jimmy Baio
Jimmy Baio
Steinberg
Harold Gould
Harold Gould
Rockerfeller
Raymond J. Barry
Raymond J. Barry
Mr. Hatcher - Chloe's Father
Kim Hauser
Marie
Robert Milli
Cromwell

Frequently Asked Questions

What is Playing for Keeps (1986) about?

This energetic comedy follows three enterprising inner-city teens who aim to revive a rundown country hotel into a thriving music and entertainment hotspot. Their ambitious plan pits them against doubters in the town, shady businessmen, and bureaucratic hurdles—but their passion for music and relentless drive could turn the tide.

Who directed Playing for Keeps?

Bob Weinstein directed *Playing for Keeps*, bringing a sharp eye for youthful energy and ambition to this spirited underdog story.

Who stars in Playing for Keeps?

The film stars Daniel Jordano, Matthew Penn, Leon W. Grant, Mary B. Ward, and a young Marisa Tomei among its talented cast.

Is Playing for Keeps (1986) worth watching?

As a lighthearted comedy with a strong underdog vibe, *Playing for Keeps* offers fun, music, and a nostalgic peek into 80s teen ambition. While it may not break cinematic ground, its infectious energy and themes of perseverance make it a charming, feel-good pick for fans of classic coming-of-age tales.

How long is Playing for Keeps?

*Playing for Keeps* runs for 102 minutes, delivering a tight, energetic ride packed with music and humor.

🎥 Trailer

About Playing for Keeps (1986) — A Rock & Roll Dream Built on Grit and Heart

When three determined high school graduates from the inner city set their sights on transforming a dilapidated country hotel into a vibrant rock & roll retreat, they're not just chasing a dream—they're taking on a town determined to keep them down. Directed by Bob Weinstein, *Playing for Keeps (1986)* dives into the grit and grind of youthful ambition, pitting its fearless trio against skeptical locals, cutthroat investors, and red tape that threatens to crush their vision. With nonstop music, relentless energy, and a refusal to surrender, this coming-of-age comedy captures the raw spirit of chasing success against all odds, blending humor with heart as it explores themes of perseverance and the power of believing in your own hustle.

Set against the backdrop of a struggling community, the film's energetic atmosphere crackles with the tension between tradition and innovation, all underscored by a soundtrack that could turn any old hotel into a hotspot. Starring Daniel Jordano, Matthew Penn, and Mary B. Ward as the ambitious trio, alongside rising talent Marisa Tomei, *Playing for Keeps* is a spirited homage to the underdogs who dare to dream big, proving that sometimes, all you need is the right note to strike success.