25 Iconic Fall Movies To Watch This Season

Little Women

There’s a reason Little Women feels timelessly autumnal. Between the candlelit dinners, worn books, and rustling leaves of New England, it’s a love letter to family, creativity, and change. Fall is the season of reflection, and Greta Gerwig’s adaptation captures that perfectly.

When Harry Met Sally

No fall movie list is complete without When Harry Met Sally. Following two friends over years of near misses and witty debates about love, this New York-set rom-com is as timeless as the changing leaves in Central Park. Meg Ryan and Billy Crystal’s chemistry is effortless and charming to watch as well.

You've Got Mail

Set against New York’s cozy fall backdrop with twinkling lights and bookshop charm, You’ve Got Mail captures late-’90s romance at its most charming. Kathleen, a children’s bookstore owner, unknowingly falls for her business rival, Joe, through anonymous online chats. No matter how many times you watch it, it never gets old.

The Royal Tenenbaums

Wes Anderson’s The Royal Tenenbaums is a stylish blend of fall charm. The dysfunctional Tenenbaum family reunite when their estranged father, Royal, fakes illness to reconnect. With its vintage colour palette and quirky details, the film feels like watching autumn season in cinema.

The Iron Giant

Practical Magic

Practical Magic is a quintessential fall watch. Between its spellbinding aesthetic, cozy kitchen scenes, and themes of love and loss, it’s got that crisp October energy.

Glass Onion: A Knives Out Mystery

Few films make you want to pour yourself a hot drink quite like Knives Out. Its New England mansion and plaid scarves that scream fall from the opening scene. Add in a clever mystery and an ensemble cast wrapped in wool coats, and you’ve got the perfect watch.

Dead Poets Society

The changing leaves and prep school setting of Dead Poets Society practically radiate autumn. Set against ivy-covered walls and foggy mornings, this film invites you to reflect, just like the season itself.

The Blind Side

Football season and fall go hand in hand, and The Blind Side captures that perfectly. The film’s southern charm and warm-hearted story make it a comforting seasonal watch. It’s about family, resilience, and taking chances on people you love!

Remember the Titans

Another fall classic, Remember the Titans combines football, friendship, and the kind of emotional punch that suits cooler weather. The changing leaves and locker room drama set the perfect tone for a season of reflection and growth.

Runaway Bride

There’s something about small-town charm and self-discovery that screams fall, and Runaway Bride has both in spades. The rustic settings make it an easy, feel-good watch for cooler days.

Silver Linings Playbook

Set during football season and full of emotional ups and downs, Silver Linings Playbook is a perfect fall film. The story’s hopeful energy mirrors the unpredictable nature of the season; warm one moment, stormy the next.

Sweet Home Alabama

Set against golden southern landscapes, Sweet Home Alabama captures the bittersweet nostalgia of autumn, the pull between past and present. When Reese Witherspoon gets engaged, she must return home to finalize her divorce from her childhood sweetheart, Jake. Next we see a warm and romantic rediscovery of love, identity, and home.

Twilight

Say what you will, but Twilight is a fall vibe through and through. Misty forests, grey skies, and soft flannel moods make it the ideal watch for rainy evenings. It’s very nostalgic and perfect for indulging in a little teenage drama.

Goodfellas

Maybe not the first film that comes to mind for fall but hear us out. The film’s deep hues, smoky bars, and classic soundtrack create the kind of moody, late-night vibe that pairs perfectly with chilly evenings. It’s like watching city lights blur through rain.

Addams Family Values

Nothing says autumn like a dose of dark humour and gothic charm. Addams Family Values is peak Halloween viewing. It’s the kind of film that makes pumpkin carving and costume planning feel incomplete without at least one watch. If you loved Wednesday, this is where it all began.

Beetlejuice

Is it even autumn without Beetlejuice on your screen? This spooky classic bursts with Halloween energy; gothic homes, quirky ghosts, and just enough weirdness to keep things fun. Its dark humour and eccentric visuals fit the fall season like a perfectly mismatched costume.

Ghostbusters

The ghosts are out and about, which means it’s time for Ghostbusters. The supernatural comedy is a staple for the Halloween stretch of fall, blending fun scares with classic humour. Whether you’re in it for the nostalgia or the proton packs, it’s a great way to tap into that playful spooky spirit of October.

The Devil Wears Prada

Autumn means new beginnings, and nothing screams transformation like Andy Sachs entering the fashion world. The Devil Wears Prada pairs perfectly with fall’s “fresh start” energy: think layered outfits, city walks, and self-discovery. The chic New York backdrop, coffee runs, and coats alone make it a seasonal staple.

Hoosiers

Few sports films feel as seasonally rich as Hoosiers. Set in small-town Indiana amid blowing leaves and fog-filled mornings, it captures the heart of Midwestern autumn. The film’s earthy palette and emotional depth gives all the cozy fall vibes!

The Notebook

The Notebook may start in summer, but its most heart-wrenching and beautiful moments unfold as the seasons shift. Watching Noah and Allie’s love weather time and change feels especially special in autumn, when nature itself is in transition.

The Princess Diaries

There’s something about back-to-school energy and transformation that feels perfectly autumnal, and The Princess Diaries delivers both in spades. Watching Mia stumble through royal lessons and personal growth gives you that same warm satisfaction as starting fresh in a new season.

Pride and Prejudice

Autumn is made for slow-burning romances, and Pride and Prejudice captures that feeling to perfection. The misty countryside, candlelit dances, and earthy tones feel like a love letter to the season itself. It's ideal for an afternoon when you want to wrap yourself in a blanket.

Mystic Pizza

If you crave a slice of small-town charm with your fall viewing, Mystic Pizza hits the spot. Set in coastal Connecticut, it radiates that cozy-after-summer energy; and young love unfolding against changing seasons. It's perfect for a relaxed autumn evening.

How to Lose a Guy in 10 Days

Fall is the perfect season for comfort watches, and this early-2000s rom-com is like a fuzzy throw blanket for your mood. How to Lose a Guy in 10 Days delivers laughs, warmth, and a little nostalgia; ideal for curling up indoors while the weather cools down.