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11 Enjoyable Classic Films and their Modern Remakes

Classic Remakes
Sabrina (1995). Photo: Paramount Pictures

I am passionate about classic film and introducing it to a new generation of viewers. Many people are under the mistaken impression that classic films are boring or dated. That may be true for some films, as culture and mores change and grow. But there are still many classics which are enjoyable and still relevant. This may be why Hollywood occasionally dips into its’ archives to retell a story that has already been told.

In order to pique your curiosity and interest, I am sharing this list of enjoyable classic films and their more modern counterparts. For the sake of this article, please consider films prior to 1980 as classic and films after 1980 as modern.


#1 Love Affair (1939)/An Affair to Remember (1957)/Love Affair (1994)

Photo Credits (in order): RKO Pictures/Jerry Wald Productions, Inc & 20th Century Fox/Warner Bros.

Two people meet and fall in love on board a ship, but they are both engaged to others. They agree to separate for a short time and reunite in a couple of months at the top of the Empire State building.

The most famous of these versions is arguably An Affair to Remember starring Cary Grant and Deborah Kerr. Charles Boyer and Irene Dunne (who starred with Cary Grant in three other pictures) played the original leads. The same director made both of the earlier films so it stands to reason that they are almost exactly the same. Love Affair is similar to the classics, but with some modern updates and with Warren Beatty and Annette Bening in the lead roles.

RELATED POST: My Journey Into Old Movies: An Affair to Remember -Fate’s Fickle Hand

#2 The Women (1939)/The Opposite Sex (1956)/The Women (2008)

Photo Credits (in order): Metro-Goldwyn-Mayer; Inferno Distribution/Double-Edged Entertainment/Jagged Films/Shukovsky/English Entertainment

An all-female cast that focuses on the relationships of a group of women.

The original film was certainly original in its’ time as it was an all-female cast (no men ever appear) even down to the animals filmed on screen. It also starred a large number of very famous actresses, including Norma Shearer and Joan Crawford who were rumored to be engaged in a long-standing feud. I honestly can’t say much for the two remakes as neither one touches on the brittle comedic genius of the first.

#3 Seven Chances(1925)/The Bachelor(1999)

A bachelor learns he will inherit a fortune if he marries before his next birthday.

Buster Keaton was a silent film comedian legend. The Bachelor borrows from one of his silent comedies, Seven Chances, and updates if for modern audiences. Both films show an iconic sequence of a horde of brides chasing the wannabe groom through the streets. The Bachelor stars Chris O’Donnell and Rene Zellwegger.

#4 Father of the Bride (1950) & (1991)

Photo Credits (in order): Metro-Goldwyn-Mayer; Touchstone Pictures/Sandollar Productions

Father of the Bride tells the trials and travails of the man of the house when his daughter decides to get married.

Both versions of this film go by the same title. The first one stars film legends, Spencer Tracy and Elizabeth Taylor. The second version stays fairly close to the original with some necessary modernization and stars Steve Martin and Diane Keaton.

#5 The Shop Around the Corner(1940)/In the Good Old Summertime(1949)/You’ve Got Mail (1998)
Photo Credits (in order): Metro-Goldwyn-Mayer/Warner Bros

The familiar story of two anonymous pen pals who dislike each other in real life.

Almost everyone has seen You’ve Got Mail with Meg Ryan and Tom Hanks. While neither of the later films is a close remake, they are both inspired by the original version starring James Stewart. In the Good Old Summertime is the odd duck as it has been transformed into a Judy Garland musical.

#6 Mr. Blandings Build His Dream House (1948)/The Money Pit (1986)

Image Credits (in order): RKO Pictures/Universal Pictures

A couple struggles with house problems, dumping money into never-ending home projects.

While not a remake of the original, The Money Pit was inspired by Mr. Blandings Builds His Dream House. In the first, screen legends Cary Grant and Myrna Loy are building her dream house in the country. In the second, Tom Hanks and his wife purchase a stately fixer upper.

#7 Mr. Deeds Goes to Town (1936)/Mr. Deeds (2002)

Photo Credits (in order): Columbia Pictures/New Line Cinema

A simple, countryman inherits a lot of money, moves to the big city and must fend off fortune hunters and reporters while defending his claim to his inheritance.

Mr. Deeds‘ story line stays fairly close to the original film. However, although both are comedies, the first Mr. Deeds (with popular actors Gary Cooper and Jean Arthur) has a bit more class. Both films are humorous, but the original has more respect for the character of Mr. Deeds. The remake showcases the talents of Adam Sandler and Wynona Ryder and is still entertaining.

#8 The Bishop’s Wife (1947)/The Preacher’s Wife (1994)

Photo Credits (in order): RKO Pictures; Touchstone Pictures/Samuel Goldwyn Company

A minister prays for help in building a new church and an angel arrives as the answer to his prayer.

Denzel Washington and Whitney Houston play the leads in The Preacher’s WifeThe Bishop’s Wife has an all-star classic film cast which includes Cary Grant. Both films pretty much stick to the same story line, but I’m slightly more partial to the original portrayal of Dudley the angel by Grant. Either film is a great choice to enjoy during the holidays.

#9 Sabrina (1954) & (1995)

Photos: Paramount Pictures

A chauffeur’s reserved daughter goes to Paris and transforms herself. Upon her return, she is engaged in a love triangle with the two sons of her father’s wealthy employer.

Sabrina is a Cinderella type of story and one of my favorite imaginings of it. Though the original stars film icons Audrey Hepburn and Humphrey Bogart, I must admit to preferring the remake with Harrison Ford and Julia Ormond. Though I usually like original films better, I just have a difficult time believing a romance between Hepburn and Bogart. Despite that, both films are lovable classics.

RELATED POST: Vintage Film Review: Sabrina (1956) -A Must Watch for Every Hopeless Romantic

#10 Anna and the King of Siam (1946)/The King and I (1956)/Anna and the King (1999)

Photo Credits (in order): 20th Century Fox/Lawrence Bender Productions

Based on a true story, Anna Leonowens takes her son to Siam where she has been hired to tutor the king’s children. Anna slowly develops an unusual relationship with her employer, the King.

I have seen all three versions of this film and enjoy each for different reasons. The most recent film stars Jodie Foster as Anna and is probably the most realistically filmed. Not to mention the cinematography is gorgeous. The original stars Irene Dunne and Rex Harrison (who played Henry Higgins in the film version of My Fair Lady) and is the only one filmed in black and white. Of course, The King and I may be the best-known version as it is a famous musical starring Deborah Kerr and Yul Brynner which originally premiered on Broadway before becoming a film.

RELATED POST: Vintage Film Review: Anna and the King -A Sweeping Old Fashioned Epic

#11 Little Women (1933), (1949) & (1994)

Photo Credits (in order): RKO Pictures/Mervyn LeRoy Production Produced by Loew’s Incorporated/Columbia Pictures

Based on the classic Louisa May Alcott book about four sisters’ special bond and the friendship they form with the boy next door.

Each one of these films has something to recommend and I can’t choose a favorite. The original stars Katharine Hepburn as the independent Jo and I love her portrayal. The 1949 film uses the unusual casting choice of Elizabeth Taylor as the blonde Amy. And of course, the most recent version is absolutely charming with Wynona Ryder, Kirsten Dunst, Claire Danes, Susan Sarandon and Christian Bale all starring.

RELATED POST: Louisa May Alcott: The Woman Behind Little Women -A Documentary Masterpiece

#11 The Great Gatsby (1974) & (2013)
Photo Credits (in order): Warner Bros Pictures/Paramount Pictures

Another film based on a classic novel by F. Scott Fitzgerald. You know the story. It’s about Jay Gatsby’s obsession with lost love Daisy and his attempts to win her back.

The original film of this famous novel was first released in 1926 with another version following in 1949. Having neither seen or even heard of these in classic film circles, I cannot comment on them. However, the 1974 film starring Robert Redford and Mia Farrow (former wife of Woody Allen) was the gold standard until the most recent release. Obviously, everyone is familiar with Baz Luhrmann’s version and Leonard DiCaprio’s portrayal of the tragic Jay Gatsby. Overall, I prefer the newest film, but in comparing Redford’s portrayal of Gatsby with DiCaprio’s, I think they both come out as winners.

Have you seen any of these classic films or classic remakes? Do you have a favorite classic or remake film?

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By on April 27th, 2017

About Brittaney B.

Brittaney has had her head in the clouds ever since she first fell in love with books and film as a young child. She's a firm believer in the power of story to transport us to new places while also transforming our hearts. She tends to favor historical fiction and classic films since they also allow her to feel like a time traveler. Brittaney is a native resident of Texas and has been honing her own ability to write and tell stories for many years now. You can find more of her wordsmith skills at her website www.storyenthusiast.com.

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4 thoughts on “11 Enjoyable Classic Films and their Modern Remakes”

  1. I never realised that “The Bachelor” was a remake, admittedly I never got into silent films. The 30’s is where I drew the line. My favourite silent movie was the one on Sabrina the Teenage Witch 😉
    The scene with a hoard of women running after one man never stops being funny! I also love how they turned this type of scene on its head in “Love Potion No. 9” where it was half a town running after the girl who unwittingly overdosed on the love potion instead.
    Most of the time I’m against remakes, but there will inevitably be one in every 10 or 20 where the remake turns out to be better and then it’s back to ground zero. For instance, the modern remake of “Father of the Bride” was all I could hope for and more. Despite a star studded cast in the original, it failed to make me invest in it emotionally like the Steve Martin version did.
    Great list! It was a trip down memory lane 🙂

    • I was hesitant to give silent films a chance myself. But I decided to take a chance with Buster Keaton and now his are some of my favorite comedies. Some of them are shorts, so if you want to give silent film a try, it’s not a huge time commitment. Plus, many of his films are available on YouTube.
      I totally agree with you on remakes!


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