“You’ve Got Mail” (1998) 

Although AOL chat rooms may be a little outdated nowadays, Kathleen Kelly and Joe Fox’s sweet and accidental love story nevertheless tugs at the audience’s heartstrings with their interconnected lives both on the web and in real life. 

From the warmth of the neighborhood bookstore to displays of NYC’s landmarks during the fall season, this “enemies-to-lovers” film inescapably gives us the cozy, wholesome feeling we need during the autumn time. 

“Good Will Hunting” (1997)

What better time to hear Matt Damon ask “How do you like them apples?” than during apple picking season? Not only does this film tell a heartwarming tale of a troubled boy trying to find his way through life with the help of a psychologist played by Robin Williams, it also beautifully captures Boston in the fall in a way that undeniably warms us right up. 

“Four Weddings and a Funeral” (1994)

If listening to “Love is All Around” by Wet Wet Wet isn’t enough for you to get into the turkey spirit, may Hugh Grant’s humorous performance in “Four Weddings and a Funeral” get you in the autumn mood. The film may or may not be set during the fall time, but nevertheless, the cozy rainy setting of the movie still makes us want to wrap ourselves in a snuggly blanket. 

“When Harry Met Sally” (1989)

Totally Manhattan. Totally fashion-worthy. Totally fall. Nora Ephron’s famous rom-com inevitably puts you in the autumn mood with its characters rocking plaid blazers and cozy sweaters, along with its stellar sceneries of the crimson and auburn leaves at Central Park. With a stirring love story weaved into this film, it is undeniably a classic fall movie for everyone to watch. 

“Pride and Prejudice” (2005) 

A period drama film during the fall season is a must! The humorous and complicated characters, along with the prepossessing cinematographic shots, make this film a delight to watch. This film enamors the audience with its powerful use of piano that creates both a warm and sentimental feeling that is even more enjoyable and perfect during the fall season.