The leaves are turning, pumpkin spice is available at coffee shops everywhere and sweater weather is finally here — which means it’s officially time to curl up with the ultimate fall movie lineup. Whether you’re in the mood for a romantic classic, a nostalgic drama or something a little spooky, Prime Video has plenty of options to match the season’s vibe. Here are seven must-watch picks to stream right now.
1. You’ve Got Mail (1998)
There’s no movie that screams “autumn in New York” quite like You’ve Got Mail. Tom Hanks and Meg Ryan’s iconic slow-burn romance unfolds against a backdrop of cozy bookstores, golden leaves, and chunky sweaters. It’s charming and guaranteed to make you want to take a walk through Central Park with a hot coffee in hand.
2. When Harry Met Sally (1989)
Meg Ryan strikes again — this time alongside Billy Crystal — in one of the most beloved romantic comedies ever made. From crisp fall strolls to that famous “I’ll have what she’s having” diner scene, When Harry Met Sally is perfect for anyone who wants a love story with genuine warmth and the longest slow burn in cinematic history.
3. Stepmom (1998)
If you’re looking for a tearjerker that still captures fall nostalgia, Stepmom delivers. Julia Roberts and Susan Sarandon shine in this family drama filled with heartfelt moments, school drop-offs and living in the coziest suburban scenery. It’s a sentimental pick that pairs perfectly with a blanket and a mug of tea.
4. The Craft (1996)
Fall movie nights aren’t complete without at least one witchy classic. The Craft is a ‘90s cult favorite about a group of teen witches who dabble in dark magic — with some serious consequences.
5. Sleepy Hollow (1999)
Tim Burton’s gothic take on the classic Washington Irving story is basically a love letter to spooky season. Johnny Depp stars as Ichabod Crane in this visually stunning mystery that’s equal parts eerie and atmospheric. Few films nail the “foggy autumn night” aesthetic like this one.
6. Crimson Peak (2015)
For a slightly more grown-up gothic pick, Crimson Peak brings haunted mansions, chilling romance, and Guillermo del Toro’s signature lush visuals. It’s ideal for when you want something that feels like Halloween without being a straight-up horror film.
7. Dark Shadows (2012)
Rounding out the list is Dark Shadows, another Tim Burton creation starring Johnny Depp. This quirky supernatural comedy mixes vampires, family drama, and ‘70s flair into a playful, offbeat watch. It’s a great choice for anyone who wants a touch of spooky without the scares.
