25 Best Fall Movies to Usher in This Autumn Season

Are you ready to jump into the fall season face first? It’s my favorite time of the year. From the leaves changing colors to the pumpkin spice lattes, I look forward to it every year. Watching films with autumn backdrops is an annual must. So, I put together these incredible movies to help you usher in the season. 

1. You’ve Got Mail (1998)

You've Got Mail 1998
Image Credit: Warner Bros.

This delightful romantic comedy starring Tom Hanks and Meg Ryan revolves around the blossoming online romance between two people who initially can’t stand each other in real life. Set against the backdrop of a crisp New York City fall, this film will warm your heart as it captures the magic of connecting during autumn. It’s a fall favorite!

2. Scent of a Woman (1992)

Scent of a Woman 1992
Image Credit: Universal Pictures.

Al Pacino delivers an Oscar-winning performance in this heartwarming drama. As a blind, retired Army officer, he embarks on a memorable trip to New York City with a young student who’s tasked with caring for him over Thanksgiving weekend. The film’s autumnal scenes add depth to the character’s journey of self-discovery.

3. Harold and Maude (1971)

Harold and Maude
Image Credit: Paramount Pictures.

Harold and Maude is a quirky and heartwarming cult classic that tells the story of an unusual romance between a young man obsessed with death and a vivacious 79-year-old woman. As their unconventional love story unfolds during the fall season, Harold and Maude offer a unique perspective on life, love, and finding joy in unexpected places.

4. Knives Out (2019)

Knives Out 2019
Image Credit: Lionsgate.

Rian Johnson’s modern whodunit masterpiece is set against the backdrop of a grand, old mansion in Massachusetts during a crisp autumn gathering. When a renowned crime novelist is found dead, a detective investigates a family full of secrets. Knives Out offers both mystery and autumnal atmosphere in abundance.

Knives Out features an ensemble cast, including Daniel Craig, Chris Evans, Ana de Armas, Jamie Lee Curtis, Michael Shannon, Don Johnson, Toni Collette, LaKeith Stanfield, Katherine Langford, Jaeden Martell, and Christopher Plummer.

5. Rudy (1993)

Rudy 1993
Image Credit: Propaganda Films.

This sports drama is truly inspirational. It traces the real-life journey of Rudy Ruettiger, a young man aspiring to play football for the University of Notre Dame. Against all odds, Rudy’s determination and perseverance led him to achieve his goals during the autumn football season. Rudy is a touching underdog story that captures the spirit of fall sports.

6. When Harry Met Sally (1989)

When Harry Met Sally... 1989
Image Credit: Castle Rock Entertainment.

A fall romantic comedy classic, When Harry Met Sally, stars Billy Crystal and Meg Ryan. The film explores the complex dynamics of friendship and love throughout several autumns. From sharing wagon-wheel coffee tables to discovering what they truly mean to each other, Harry and Sally’s journey through the seasons is delightful and heartwarming.

7. Sweet Home Alabama (2002)

Sweet Home Alabama 2002
Image Credit: Touchstone Pictures.

Reese Witherspoon stars in this charming romantic comedy set in the small town of Pigeon Creek, Alabama. Melanie Carmichael must confront her past and the complexities of her relationships when she returns home during the fall to divorce her high school sweetheart. As the leaves change, so do her perspectives on love and home.

8. Mona Lisa Smile (2003)

Mona Lisa Smile 2003
Image Credit: Columbia Pictures.

Julia Roberts leads an impressive ensemble cast in this drama set in the 1950s. She plays an art history professor who challenges the traditional roles and expectations of her students at Wellesley College. The film’s autumnal backdrop provides a fitting atmosphere for the characters’ journeys of self-discovery and empowerment.

9. Soul Food (1997)

Soul Food 1997
Image Credit: 20th Century Fox.

This heartwarming family drama tells the story of the Josephs, an African-American family in Chicago, and their cherished tradition of Sunday dinners. As the leaves fall, so do the secrets and challenges that test their bonds. Soul Food is a moving exploration of family, love, and the importance of coming together during autumn.

10. Sweet November (2001)

Sweet November 2001
Image Credit: Warner Bros. Pictures.

Keanu Reeves and Charlize Theron star in this romantic drama about two people brought together by fate during the fall season. The film explores their unconventional relationship as they spend a month together, each unexpectedly changing the other’s life.

11. Stepmom (1998)

Stepmom 1998
Image Credit: Columbia Pictures.

Starring Julia Roberts and Susan Sarandon, Stepmom explores the complexities of family dynamics during the fall season. When a photographer (Roberts) enters the life of a divorced father and his children, tensions arise. This heartfelt drama delves into themes of love, loss, and the evolving relationships that define a family. It requires tissues, so be warned!

12. Practical Magic (1998)

Practical Magic 1998
Image Credit: Fortis Films.

One of my all-time favorites is Practical Magic, a charming tale of sisterhood, magic, and love starring Sandra Bullock and Nicole Kidman as the Owens sisters. Set in a quaint New England town, the film’s autumnal scenes provide a charming backdrop to their magical adventures as witches. 

13. Remember the Titans (2000)

Remember the Titans 2000
Image Credit: Disney Enterprises Inc.

Based on a true story, this movie is a football drama set in Alexandria, Virginia, during the early ’70s. As the leaves fall, the racially integrated T.C. Williams High School football team faces adversity and prejudice. Their journey towards unity and triumph on the gridiron is both inspirational and seasonally fitting. Denzel Washington stars.

14. Autumn in New York (2000)

Autumn in New York 2000
Image Credit: Metro-Goldwyn-Mayer Studios Inc.

Richard Gere and Winona Ryder star in this romantic drama set in the heart of New York City during the fall season. Gere plays a successful restaurateur who falls in love with a young woman (Ryder) with a terminal illness. The film’s poignant story and autumnal atmosphere create a bittersweet backdrop for their love story.

15. Good Will Hunting (1997)

Good Will Hunting 1997 Matt Damon
Image Credit: Miramax Films.

This Oscar-winning drama starring Matt Damon and Robin Williams explores the life of a troubled but brilliant young janitor at the Massachusetts Institute of Technology. As the film unfolds across the seasons, including a memorable fall backdrop, it delves into themes of intellect, identity, and the pursuit of personal growth.

16. Dead Poet’s Society (1989)

Dead Poets Society 1989
Image Credit: Touchstone Pictures.

A must-see classic, Dead Poet’s Society is set in an all-boys preparatory school. This iconic drama starring Robin Williams explores literature’s transformative power and a charismatic teacher’s influence. Against the backdrop of the autumn season, the film inspires students to seize the day and embrace their individuality.

17. St. Elmo’s Fire (1985)

St. Elmo's Fire 1985
Image Credit: Columbia Pictures.

This coming-of-age drama takes us into the lives of a group of friends. They are embarking on the challenging journey of post-college life in Washington, D.C. The autumn setting beautifully captures the changing seasons and the characters’ transitions into adulthood.

18. October Sky (1999)

October Sky 1999
Image Credit: Universal Pictures.

October Sky is based on a true story recounting the journey of a young coal miner’s son who, inspired by the launch of Sputnik, dares to dream of building rockets. Set against the backdrop of a small mining town in West Virginia during the late 1950s, the film’s fall scenes highlight the protagonist’s journey to reach the stars.

19. Planes, Trains & Automobiles (1987)

Planes, Trains & Automobiles 1987
Image Credit: Paramount Pictures.

This classic Thanksgiving comedy legends John Candy and Steve Martin as mismatched travel companions trying to make their way home for the holiday. Their hilarious adventures provide plenty of laughter and heartwarming moments as they face numerous travel mishaps during the fall season.

20. The Blind Side (2009)

The Blind Side 2009
Image Credit: Warner Bros. Pictures.

This heartwarming drama is based on a true story. Sandra Bullock stars as Leigh Anne Tuohy, a determined woman, while Quinton Aaron portrays Michael Oher, a homeless teenager whom she takes into her home as he works hard toward becoming a professional football player. As their bond grows, they discover the transformative power of love and support against the backdrop of autumn in the American South.

21. Love Story (1970)

Love Story 1970
Image Credit: Paramount Pictures.

This classic romance film tells the tragic love story of Oliver Barrett IV (Ryan O’Neal) and Jennifer Cavalleri (Ali MacGraw). Their whirlwind romance, set against the backdrop of a college campus during the fall season, captures the timeless theme of love conquering all.

22. October Kiss (2015)

October Kiss 2015
Image Credit: Hallmark.

In this charming romantic comedy, an unconventional nanny brings warmth and joy to a family during autumn. As she introduces them to the magic of Halloween and the beauty of fall, her impact on their lives goes far beyond her role as a caregiver.

23. The Lake House (2006)

The Lake House 2006
Image Credit: Warner Bros. Pictures.

Sandra Bullock and Keanu Reeves star in this unique romance that transcends time. The film is set around a picturesque lake house. It unfolds over two years, including a particularly enchanting autumn season. During this time, the characters exchange letters and discover a profound connection.

24. School Ties (1992)

School Ties 1992
Image Credit: Paramount Pictures.

Set in an elite boarding school during the 1950s, this drama explores themes of prejudice and identity. As a young Jewish student (Brendan Fraser) hides his identity to fit in, the fall season adds depth to the characters’ experiences and challenges.

25. On Golden Pond (1981)

On Golden Pond 1981
Image Credit: Universal Pictures.

This heartwarming drama starring Henry Fonda and Katharine Hepburn depicts a couple’s golden years spent at their lakeside home. The arrival of their daughter and her fiancé for a visit during the fall season brings both heartache and healing. On Golden Pond beautifully captures the passage of time and the enduring bonds of family.

31 Best Fall Activities to Scratch Your Autumn Itch

woman eating apple
Image Credit: Shutterstock.

Fall is my favorite time of the year. The weather cools to a comfortable temperature, nature’s color changes are exquisite, the foods are delicious, and it signals the holidays are coming. I want to share the love. So, I’ve compiled a list of some great fall activities to add to your fall bucket list.

Top 25 Popular TV Shows That Would NEVER Be Made Today

The Big Bang Theory TBBT
Image Credit: Chuck Lorre Productions and Warner Bros. Television.

There is no contesting that pop culture is evolving, and what was acceptable in the past is being corrected for today. For example, many hit TV series were massive successes and would never be made today. Here are the top 25.

16 Popular Movies That Bombed at the Box Office With Cult Followings Today

Showgirls 1995 kiss
Image Credit: MGM/UA Distribution Co.

Success doesn’t always come immediately in the unpredictable world of movies, and the first box office numbers don’t always tell the whole story. Some films that didn’t do well when they were in theaters have since developed a loyal cult following.

These movies were once ignored or passed over, but they have now won over viewers in ways that no one could have predicted based on how poorly they did at the box office.

15 Saturday Morning Cartoon Favorites From the ’60s and ’70s

Hanna Barbara Quick Draw McGraw
Image Credit: Hanna-Barbera Productions.

Step into a time machine and return to the 1960s and 1970s, when Saturday morning cartoons were bright and exciting. These two decades were an excellent time for cartoon entertainment.

TVs came to life with various fun characters, crazy adventures, and catchy theme songs that people who grew up watching them still remember. Let’s dive into the magical world of classic Saturday morning cartoons.

25 Nostalgic Movies Everyone Needs to See at Least Once in Their Lifetime

Stand by Me 1986
Image Credit: Columbia Pictures.

Take a trip down memory lane with this hand-picked list of classic films that have forever changed the face of cinema. These movies represent the spirit of different times and genres, from inspiring stories of friendship and adventure to terrifying suspense and beautiful romance.