It’s fall. As much as I like to pretend that it’s still summer and cling to the idea that summer will really last until September 22. It is fall. For me, the moment kids in my hometown go back to school, is fall. Being a born and bred New Englander, I love fall. My favorite way to ring in fall is, of course with my favorite fall movies. Second is with new school office supplies. Third is with new back to school fall clothes.

So here is my favorite fall movies to help ease your transition into fall… or if you live in LA, help you deal with the fact that it will be “cold” soon.

When Harry Met Sally…

Directed by: Rob Reiner
Written by: Nora Ephron

This is my favorite movie of all time. It might take place over multiple seasons, but how can you forget Meg Ryan and Billy Crystal walking through Central Park with all of the foliage behind them. You can’t. Barry Sonnenfeld helped Rob Reiner create a cinematic masterpiece. Also, I need Sally Albright’s hat.

You can catch this on Amazon if you have Prime Video.

You’ve Got Mail

Directed by: Nora Ephron
Written By: Nora Ephron, Delia Ephron

“Don’t you love New York in the fall? It makes me wanna buy school supplies. I would send you a bouquet of newly sharpened pencils if I knew your name and address”


If that isn’t the perfect description of fall, I don’t know what is. It will make you feel good. It also understands how important Starbucks is to the fall experience before the PSL and back when a coffee only cost $2.95. If this movie came out today, Joe Fox would be lamenting that all girls like Pumpkin Spice Lattes, because it is trendy to do so.  Also, it features a personal favorite of mine, Jean Stapleton.

You can catch this on Amazon if you have Prime Video.

Runaway Bride

Directed by: Garry Marshall
Written By: Josann McGibbon, Sarah Parriott


This is movie is my favorite to kick off fall with. The whole movie takes place in the fall. There is foliage, high school football, and flannel. The opening credits are also set to U2’s Still Haven’t Found What I’m Looking For… Which was also my high school field hockey coaches ring tone (7 years ago). A weird thing to remember, but this song has always just reminded me of fall for those reasons. This movie is delightful, and should be on your watch list.


Mona Lisa Smile

Directed by: Mike Newell
Written by: Lawrence Konner, Mike Rosenthal

A movie about college in Boston (Wellesley) in the fall. I loved this movie so much in high school that I toured Wellesley. The back to school-ness. The amazing fall clothes. The casual riding of 1950’s bikes, while in sweaters. I can tell you, there is nothing more delightful than riding a bike in the suburbs of Boston in the fall.

You can catch this on Netflix.

Good Will Hunting

Directed by:
Written by: Matt Damon & Ben Affleck

good will hunting

Cambridge in the fall. Public Garden foliage. Fall semester at Harvard. I’m sorry this movie makes every list. I can’t help it.  You should know how great this movie is by now.

You can catch this on Amazon.

Dead Poet’s Society

Directed By: Peter Weir
Written By: Tom Schulman

dead poets society.gif

A classic to get you in that back to school mood. Robin Williams in one of his finest roles. That guy from House when he was a baby-faced youngin’. Poetry. Private schools. Fall.

Fantastic Mr. Fox

Directed by: Wes Anderson
Written by: Wes Anderson, Noah Baumbach, Roald Dahl (book)

This is the perfect movie to watch while snuggled in a blanket and sipping tea. Everything about the colors and textures just feels like fall.

Hocus Pocus

Directed by: Kenny Ortega
Written by: Mick Garris (screenplay), Neil Cuthbert (screenplay), David Kirschner (story)


You can save this one until Halloween. I’m not saying you should watch it now. I’m just saying, it’s a cardinal cinematic sin if you do not watch Hocus Pocus during the fall. Also, if you ever have the chance, you should visit Salem, MA in the fall. You will not regret it. You can visit Max and Dani’s House.


That should get you off and running for a good Fall movie binge. These are some of my favorites. Feel free to tell me some of your favorite Fall movies in the comments. Happy Fall Y’all.

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