Win a Date with Tad Hamilton! Poster

Win a Date with Tad Hamilton! 2004

★ 5.7510 votes95 min📅 2004-01-23

"In every love story, there's only room for one leading man."

In *Win a Date with Tad Hamilton! (2004)*, small-town grocery clerk Rosalind Pierce's life takes a whirlwind turn when she wins a contest to spend a day with Hollywood heartthrob Tad Hamilton.

Director: Robert Luketic

Cast

Kate Bosworth
Kate Bosworth
Rosalee Futch
Topher Grace
Topher Grace
Pete Monash
Josh Duhamel
Josh Duhamel
Tad Hamilton
Nathan Lane
Nathan Lane
Richard Levy the Driven
Sean Hayes
Sean Hayes
Richard Levy the Shameless
Gary Cole
Gary Cole
Henry Futch
Ginnifer Goodwin
Ginnifer Goodwin
Cathy Feely
Kathryn Hahn
Kathryn Hahn
Angelica
Octavia Spencer
Octavia Spencer
Janine
Amy Smart
Amy Smart
Nurse Betty

Frequently Asked Questions

What is Win a Date with Tad Hamilton! (2004) about?

This 2004 romantic comedy follows a small-town girl who wins a date with a famous Hollywood actor. When the encounter exceeds her expectations, she's drawn into a charming love triangle with her lifelong best friend and the charming celebrity. The film balances humor and heart as it explores themes of love and authenticity.

Who directed Win a Date with Tad Hamilton!?

Robert Luketic directed this feel-good romantic comedy, known for his knack for blending humor and heart in films like *Legally Blonde*.

Who stars in Win a Date with Tad Hamilton!?

The film features Kate Bosworth as Rosalind, Topher Grace as her best friend Pete, and Josh Duhamel as Tad Hamilton, along with Nathan Lane, Sean Hayes, and Gary Cole in supporting roles.

Is Win a Date with Tad Hamilton! (2004) worth watching?

With its blend of humor, romance, and small-town charm, *Win a Date with Tad Hamilton!* is a delightful pick for rom-com lovers. While it doesn't aim for deep storytelling, the chemistry between the leads and the nostalgic 2000s vibe make it a fun, heartwarming watch.

How long is Win a Date with Tad Hamilton!?

The movie runs for 95 minutes, making it a perfect lighthearted pick for a lazy afternoon.

🎥 Trailer

About Win a Date with Tad Hamilton! (2004) — A Sweet Rom-Com Love Triangle You Won't Forget

In *Win a Date with Tad Hamilton! (2004)*, small-town grocery clerk Rosalind Pierce's life takes a whirlwind turn when she wins a contest to spend a day with Hollywood heartthrob Tad Hamilton. What starts as a simple fantasy date quickly spirals into a charming love triangle between Rosalind, Tad, and her steadfast best friend, Pete. Directed by Robert Luketic, this lighthearted romantic comedy blends humor, heart, and small-town charm against the glittering backdrop of Hollywood dreams.

Filmed with a warm, nostalgic tone, the movie explores themes of love, authenticity, and the allure of fame, all wrapped in a feel-good narrative. With a cast led by Kate Bosworth as the wide-eyed Rosalind, Topher Grace as the down-to-earth Pete, and Josh Duhamel as the charismatic Tad, the film delivers a delightful mix of laughs and swoon-worthy moments. Perfect for fans of breezy rom-coms, *Win a Date with Tad Hamilton!* offers a nostalgic escape into a story where the biggest question isn't just who will end up with whom, but where true love really resides.