Old but still worthwhile:
Breaking Away .
bicycles.stackexchange.com/users/394/Jerry Coffin
A few of my guilty pleasures: Hard-boiled: The Greatest Show On Earth ('74 Giro) Death on the Mountain: The Story of Tom Simpson Soft-boiled: The Flying Scotsman , Graeme Obree biopic Quicksilver
The Triplets of Belleville (originally released in UK as Belleville Rendez-vous )
bicycles.stackexchange.com/users/11489/linguamachina
Because I'm a mountain bike guy, and I think the stories and shots are way more interesting (sorry roadies):
Where The Trail Ends Strength in Numbers Life Cycles
Won't Back Down Rad Company
And of course all the old-school freeride films like Kranked.
bicycles.stackexchange.com/users/7701/Aaron
A couple of classics for you... A Sunday in Hell
The Stars and The Water Carriers
bicycles.stackexchange.com/users/16979/OraNob
Hell on Wheels is a German movie portraying Erik Zabel and Rolf Aldag during the Tour de France 2003.
It gives quite some insights into cycling on that level (while it ignores doping and we meanwhile know that the participants did quite some doping during that time ...)
bicycles.stackexchange.com/users/2476/johannes
Blood Sweat Gears is a documentary on Garmin Cycling Team, a good alternative to watching TdF dvds.
bicycles.stackexchange.com/users/3042/imel96
It's no Breaking away, but check out American Flyers too.
You've got your Kevin Costner, cycling, iconic scenes, and Russian bogeymen.
bicycles.stackexchange.com/users/2824/Darth Egregious
The Sufferfest offer motivational/training videos.
Also, Bromley Video in the UK has lots of DVDs, books, videos etc.
of all things cycling - grand tours, races, bios, documentaries, dramatisations.
Not particularly cheap but the best selection I've seen in a single place, also some of the DVDs are self-produced
so I'd imagine are unavailable elsewhere.
I think they also have an eBay outlet, you may find some things cheaper on there.
bicycles.stackexchange.com/users/4808/PeteH
Great bicycle movies Top Five Cycling Films of All Time 9 Cycling Movies
You Can't Miss 10 Best Cycling Movies Ever Bonus: Best Bicycle Movie Scenes All bicycle movies Wikipedia Bicycle Universe IMDB 1 IMDB 2
bicycles.stackexchange.com/users/12749/olee22
The Armstrong Lie In 2009 director Alex Gibney set out to film The Road Back, a documentary on cyclist Lance Armstrong's comeback year after a four-year retirement from the sport.
Three years later, on October 2012, a doping investigation led to his lifetime ban from competition and the stripping of his seven Tour de France titles, and the documentary was shelved.
On January 14, 2013, three hours after his appearance on Oprah, Armstrong went back to Gibney to set the record straight about his career.
bicycles.stackexchange.com/users/1509/Tom77
If you are into mountain biking at all, I highly recommend any/all of the NWD (New World Disorder) series, and also the films The Collective made.
NWD is pretty much straight up old school bike Pr0n.
Professionals on bikes doing ridiculous things to awesome music.
The collectives movies were a bit more artsy, but very close to the same thing; both sets were well done.
Finally I'd also like to recommend Bang Bang, which was a film that sort of revolved around Aaron Chase and the year he broke his back.
It's very behind the scenes and gave me a very unique perspective on what some of the riders are actually like and how to some extent "the show must go on".
bicycles.stackexchange.com/users/13710/Deleted User
Can you recommend high quality cycling-centric films? Can you recommend good sources (for example, publishers, distributors, vendors, etc.) to locate these films?
What are some good films about cycling?
bicycles.stackexchange.com
<bike-culture><movie>
bicycles.stackexchange.com/questions/23548
bicycles.stackexchange.com/users/None/
Recommended films about cycling: Breaking Away, The Greatest Show On Earth ('74 Giro)  Death on the Mountain: The Story of Tom Simpson   Soft-boiled:   The Flying Scotsman , Graeme Obree biopic  Quicksilver, The Triplets of Belleville, Where the Trail Engs, Strength in Numbers, Life Cycles, Won't Back Down, Rad Company, Kranked, A Sunday in Hell, Hell on Wheels, The Road Back and many more... Breaking Away, Hard-boiled:   The Greatest Show On Earth ('74 Giro),  Death on the Mountain: The Story of Tom Simpson,  Soft-boiled:   The Flying Scotsman , Graeme Obree biopic  Quicksilver, Where The Trail Ends,  Strength in Numbers,  Life Cycles, Won't Back Down  Rad Company, Kranked, A Sunday in Hell, The Stars and The Water Carriers, Hell on Wheels, Blood Sweat Gears, American Flyers, The Armstrong Lie, Bang Bang. The Sufferfest offers motivational videos, Bromley Video has a selection of films and resources, NWD (New World Disorder) has a series on mountain biking and The Collective made a few films.
Breaking Away, Hard-boiled:   The Greatest Show On Earth ('74 Giro),  Death on the Mountain: The Story of Tom Simpson,  Soft-boiled:   The Flying Scotsman , Graeme Obree biopic  Quicksilver, Where The Trail Ends,  Strength in Numbers,  Life Cycles, Won't Back Down  Rad Company, Kranked, A Sunday in Hell, The Stars and The Water Carriers, Hell on Wheels, Blood Sweat Gears, American Flyers, The Armstrong Lie, Bang Bang. The Sufferfest offers motivational videos, Bromley Video has a selection of films and resources, NWD (New World Disorder) has a series on mountain biking and The Collective made a few films.