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Winter Break (2003)

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Four post-college men living in Aspen try to figure out what to do with their lives.


Marni Banack


Mark Botvinick



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Cast overview, first billed only:
Milo Ventimiglia ... Matt Raymand
Eddie Kaye Thomas ... Peter Rothner
Justin Urich ... Tyler Woods
Eddie Mills ... Carter Boyd
Sean Smith ... Loan Officer
Anna Faris ... Justine
Trego the Dog Trego the Dog ... Trego the Dog
Rachel Wilson ... Kirsten Benston
Victor Alfieri ... Vito Ubrissio
Maggie Lawson ... Michelle Casper
Liza Oxnard ... Liza
Wendi Kenya ... Sexy Towel Girl (as Wendi Kenya Williams)
George Lazenby ... Campbell Grady
Leigh Rose ... Milly Grady
Kevin Kirkpatrick ... Sergei


Viscerally experience a "year off" in Aspen, Colorado with a group of recent college grads who have elected to defer graduate school and career opportunities to ski, snow-board, climb, party, fall in love and basically live life to its absolute fullest out in this spectacular mountain town. Written by Anonymous

Plot Summary | Add Synopsis


Better Than Warm Apple Pie


Comedy | Drama

Motion Picture Rating (MPAA)

Rated R for some sexual content | See all certifications »

Parents Guide:

View content advisory »


Official Sites:






Release Date:

13 August 2003 (Norway) See more »

Also Known As:

Snow Job See more »

Filming Locations:

Aspen, Colorado, USA See more »

Company Credits

Production Co:

Candlelight Pictures See more »
Show more on IMDbPro »

Technical Specs


See full technical specs »

Did You Know?


Campbell Grady's first line, "Nice Climb, huh?" do not match his lips. See more »


Sergei: [Peter is dancing in the cheerleader outfit when Sergei enters] Here's a guess... you're the naughty cheerleader?
Peter Rothner: There's a girl in here, ok?
Sergei: Really?
Peter Rothner: Sergei, I am not a...
Milly Grady: [More partygoers enter, stunned at Peter in the outfit] Uh, you can keep the outfit.
See more »


Features The Joy of Painting (1983) See more »


Tiny Little Steps
Written and Performed by Dan Darrah
Used by permission of Dan Darrah (ASCAP)
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User Reviews

If you like romcoms and nice scenery, this film will do for you
13 October 2006 | by inkblot11See all my reviews

Matt has a Wall Street job waiting for him. This is a good thing because he has a quarter of a million dollars of school debt to begin paying off. Unfortunately, the company merges with another one and, before he even gets to start, Matt is let loose. His college roommates are going to go to Aspen for a year of skiing, low paying jobs, goofing off, and scouting women. Matt, in his despair, decides to join them. It is there that he meets the beautiful Michelle, a young ski instructor. But, horrors! She has a bonafide Wall Street boyfriend and only wants to be pals with Matt. Will Matt be able to find a new path, in life and in love? This is not a bad movie. The principal actors are not picture postcard pretty and that makes them more interesting. The script is typical male humor, mostly, but has some intelligent moments. The Aspen setting is, naturally, quite lovely, a true bonus for all viewers. If you like a storyline of romance and finding oneself among newly graduated college students, you will like this movie. It has a boys will be boys undertow, but hits all the right marks when push comes to shove.

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