With the arrival of the new century, age and the high rate of filming begin to take their toll on Woody Allen, something that was already beginning to be noticed at the end of the 90s, despite this. keep rolling every year and his films, even though they are not as good as before, are better than much of the cinema that emerges from Hollywood.
In the year 2000 he rolled “Medium-haired scoundrels”A film that recalls the comic cinema of its beginnings.
A year later comes “The Curse of the Jade Scorpion”, a funny comedy set in the 40's. That same year he also shoots “Sounds from a Town I Love”, a short film that was screened at the Tribute concert to the victims of the 11/XNUMX attack along with short films by other directors such as Scorsese or Kevin Smith.
Something better than these two previous films was the one from 2002 "An ending made in Hollywood”, In which he recounted the adventures of a film director who went temporarily blind in the middle of filming.
In 2003 Woody Allen gave him the starring role to Jason Biggs, famous for "Amenican Pie", while he was left with a supporting role in "Everything Else", but the experiment did not work very well, in fact this is one of his least remembered films of the decade.
"Melinda and Melinda”From 2004 is at least a curious work. The film tells the same story twice, once as a drama and once as a comedy. Woody Allen for the first time in a long time does not appear in his own film, although the protagonist Will Ferrell plays the role that we are used to seeing in Allen.
And in 2005 for the first time the director left his country to shoot. The movie is "Match Point" and the city where London rolls. Shooting in Europe and returning to the drama genre brings the best Woody Allen back to life. The film won the David by Donatello for the best film in the European Union and the Goya for the best foreign film, in addition to four nominations for the Golden Globes, the nomination, of course, for the Oscar for best original screenplay and the nomination to Caesar for best foreign film.
After his success in the UK, he decided to shoot two more films there, "Scoop" in 2006, a romantic comedy, and "Cassandra's dream»In 2007, a drama. Both without much luck.
Since he was shooting outside the United States, he decided to shoot in Spain, more specifically in Barcelona. So in 2008 “Vicky Cristina Barcelona” arrived, a film that despite having many awards did not like it too much. Almost all the 
awards went to Penelope Cruz as a supporting actress, which won the Oscar, the Golden Globe, the Bafta, the Goya, the National Board of Review, the Gaudí and the award from the Los Angeles Critics Association. The film also won the Gaudí awards for best film in a non-Catalan language and best original music.
Allen closed the decade with the movie "If the thing works" in 2009, a romantic comedy with a certain level, but that shows that the director is already devoid of ideas.