9 Classic Fall Movies With Coordinating Cocktails

Put away the pool noodles and hang up the wet suimsuits. Autumn is here and the nights are right for snuggling with a blanket, a little cinema and a cozy cocktail. Or two.

When Harry Met Sally

Pecan pie.
Pecan pie.
Peecan pie.
Peeeeeecaaaann pieeeeeeee
Peeeeeeeeeecaaaaannnn piiiiieeeeee.

This movie screams walking with your best friend, with whom you secretly want to make whoopie, in Central Park in the Fall.

Cocktail: Manhattans. Lots of cherries.

Good Will Hunting

Cambridge in the Fall. Fancy-pants college. Smart-alec, super cute, bad boy janitor that sounds all Bahs-tahn.

Cocktail: Haard Apple Cidahhhs


Another fancy-pants college in autumn. Football and the epitome of underdog stories. You ready for this champ? Hand me my Fighting Irish hoodie. We’re tailgaiting! Ru-dy, Ru-dy, Ru-dy.

Cocktail: Screwdrivers

*Love Story

*Tissue alert. Sniffles come with autumn territory, so you have a box close by anyway. Put it to good use and get your class warfare love/hate action on. You’re pouring the 70s tonight, baby.

Cocktail: Brandy Alexanders

St. Elmo’s Fire

I don’t understand everything in this movie. How does sitting in a cold apartment kill you? Jules have wet hair or some kind of immune suppression auto-immune thingie going on that wasn’t spelled out for us in the script? These crazy kids aren’t in college. They’re out and don’t have a coping skill among them. Love this one hard.

Cocktail: Light Beer or White Zinfandel

Lookit, you don’t even need a wine-opener. By DimiTalen (Own work) [CC BY-SA 3.0 (http://creativecommons.org/licenses/by-sa/3.0)], via Wikimedia Commons

Planes, Trains & Automobiles

Ad exec Neal Page and shower curtain ring salesman Del Griffith team up to get home to their families in time for Thanksgiving. Six bucks and Del’s right nut says they’re not landing in Chicago. This one is as painful and funny to watch as the TSA.

Cocktail: Bloody Marys. Extra-spicy. Extra Stoli.

Dead Poet’s Society

Back to school with this one. Prep school in New England. English teacher, John Keating (Robin Williams) tells you (and Ethan Hawke) to seize the day. I feel like the poets of yore drank whiskey. And so shall we.

Cocktail: Whisky Sours

Sleepless in Seattle

Meg Ryan and Julia Roberts once got into a hair-pulling fight over who was the Queen of the 90s. Kidding. This movie starts on Christmas Eve with a goal of meeting at the top of the Empire State Building on Valentine’s Day. But this is the perfect time of year to watch and get in the mood for All The Holidays.

Cocktail: Champagne


The Nightmare Before Christmas

We’ll end with another screamer. Jack Skellington, King of Halloween Town, wants to bring Christmas to his home. Not as easy as it sounds. Goulish, wicked and lots of fun. We want pumpkin everything!

Cocktail: Pumpkin Spice Kahlua Autumn Russian

Leave a Reply