RUSHMORE (1998)- In addition to being one of my favorite films of all-time, Rushmore is a perfect comedy to watch on a lazy Sunday in Autumn. The seasons are a character all their own in this film, reflecting the protagonists ever-changing mood. The movie starts up in the Fall and will have you day-dreaming of sack-lunches and prep school blazers. *For an added bonus, check out the soundtrack.
WHEN HARRY MET SALLY (1989)- The scenes where Harry and Sally stroll through a park peppered with fallen leaves will have you wishing you were drinking your morning coffee in some cozy overstuffed chair in a crowded New York cafe.
GARDEN STATE (2004)- So much rain and an awesome soundtrack.
INTERVIEW WITH THE VAMPIRE (1994)- There is no better season than Fall for a great Vampire flick. None of these guys are sparkling in the sunlight or heading to your local high school football game, and that's the way nature intended it. Pull your drapes closed, light those pillar candles, and get creepy.
LOVE STORY (1970)- This ones a tear-jerker so have those tissues at the ready. But be prepared to pull some style suggestions from Ali MacGraw's Jenny before you completely lose it and reduce yourself to a sobbing snotty wreck. Jenny wears some incredible ensembles throughout this film so take note for your own Autumn wardrobe.
HANNAH AND HER SISTERS (1986)- Flanked by two separate Thanksgiving feasts, Hannah and Her Sisters is a classic Autumn flick featuring an ample amount of Woody Allen's witty dialogue and neurotic finesse.
THE DEAD POETS SOCIETY (1989)- The film opens with a glorious back-to-school scene set in New England. Featuring football games, classroom antics, and prep-school uniforms in spades, Dead Poets Society will have you dusting off some old novels and snuggling up with a mug of piping hot apple cider.
THE LORD OF THE RINGS TRILOGY (2001-2003)- Inexplicably, the Lord of the Rings trilogy feels perfectly suited to Fall. A film franchise filled with magic for a season filled with magic in it's own right.
THE HARRY POTTER FILM SERIES (2001-2011)- Perhaps it's the gorgeous castle, the enchanting library, the exposed brick walls, the witch and wizard hats, the ghosts, the dragons…The Harry Potter franchise casts a sort of Autumnal spell on it's viewers, so tuck in for the best movie marathon of your life.
YOU'VE GOT MAIL (1998)- Apart from the many MANY lust-worthy bookstore scenes, You've Got Mail features a lot of cozy knitwear and about 100 turtleneck sweaters. If that isn't enough to do it for you, the film also boasts that one flawlessly Fall line: "Don't you love New York in the fall? It makes me want to buy school supplies. I would send you a bouquet of newly-sharpened pencils if I knew your name and address."
CASPER (1995)- A lonely old house, a couple of spooky specters, a weirdly semi-attractive animated ghost boy that confused pretty much every girl in the 90s thanks to the Devon Sawa Halloween-dance scene… Casper is just nostalgic enough to evoke memories of those childhood trick-or-treating ventures and also just nostalgic enough to remind you that you have yet to hear anything as romantic as Sawa's "Can I keep you?" line.
GOOD WILL HUNTING (1997)- Gus Van Sant does New England in the Autumn.
SUBMARINE (2010)- Don't let your initial interpretation of the plot for this film dissuade you from taking the time to check it out. Craig Roberts is hilarious and you'll absolutely fall in love with the soundtrack featuring a ton of original songs written and performed by Alex Turner.
THE WITCHES OF EASTWICK (1987)- Never have their been three sexier witches. There's no choosing favorites in this film, for each of the leading ladies is totally spellbinding and awesome in her own right. A great fall film to watch for a girl's night in.
HOCUS POCUS (1993)- If you were a kid in the 90s then there's a special little pumpkin-shaped place in your heart reserved for Hocus Pocus. This movie deserves to make the must-watch list for any true Fall fanatic. To me this film is a cult classic for any of us Halloween-obsessed witch babies.