When I was in grade school, Valentine’s Day was one of my favorite holidays. There were cards. There was the possibility that your crush actually liked you back. And, there was the chocolate — so much chocolate.

Little did I know that the roots of this holiday bore little-to-no resemblance to my childhood experience of it. We were never taught that Valentine’s Day actually originated with an arguably gruesome ancient festival, where there was no chocolate or exchange of cute, red-and-pink cards.

But love it or hate it, those are the types of things we associate with the holiday today. After all, there’s a reason roughly 114 million Valentine’s Day cards are exchanged each year — it’s what’s become expected of us.

So how the heck did we get from an ancient Roman festival to a holiday that compels many of us to spend no less than $147 on celebrating it? That story, it turns out, is thousands of years old — but we’ll try to condense it.

How Valentine’s Day Began and Evolved

Ancient Rome

Circle_of_Adam_Elsheimer_The_Lupercalian_Festival_in_Rome.jpgSource: Christie’s

The roots of Valentine’s Day are cited by some sources to lie in the ancient Roman festival Lupercalia, largely because it took place annually on February 15 — the day after what is today the observed date of Valentine’s Day — and involved some very primitive forms of courtship and matchmaking. But it was also ancient Rome that saw the famous execution of a St. Valentine on February 14, around 278 A.D. According to legend, he wrote a letter on the night before his execution to his jailer’s daughter, whom he had befriended, and signed it, “From Your Valentine.”

Over two centuries later, Pope Gelasius ordered that Lupercalia be replaced with the February 14 observation of St. Valentine’s Day. That set the tone, some believe, for the day’s forthcoming tradition of exchanging “love messages,” perhaps in remembrance of St. Valentine’s farewell letter.

The Romans are also credited with constructing the idea of Cupid — a god of love often depicted with arrows that, as the legend goes, inflict love upon those who are hit by them. The Roman version of Cupid was adapted from Eros, a god of passion and fertility in Greek mythology. It seems that no one is quite sure when cupid became associated with Valentine’s Day, but the fact that both have origins in ancient Roman culture suggests that there may have been some very early overlap between the two.

Shakespeare (and Chaucer) in Love

Screen Shot 2017-01-27 at 11.53.32 AM.pngSource: Internet Archive

When NPR’s Arnie Seipel set out to explore the history of Valentine’s Day, he found that it first became romanticized by classic authors like William Shakespeare in the late 16th century, and Geoffrey Chaucer in the 1300s.


Dartmouth English professor Peter Travis cites Chaucer’s epic poem The Parliament of Fowls, which was one of the first literary references to St. Valentine’s Day, or “Seynt Valentynes day,” as Chaucer spelled it. One such mention is made, Travis explains, alongside the line, “Now welcom somer, with thy sonne sonne, That hast this wintres weders over-shake.” In other words, when we celebrate love in the coldest depths of winter — in February, for instance — it’s so heartwarming that it makes summer feel less far away.


Some literary historians credit Shakespeare for the permeation of love into popular culture with his composition of “Sonnet 18” — said to be written between 1593-1601 — a.k.a., “Shall I compare thee to a summer’s day?” It’s unclear when or how this particular work became associated with Valentine’s Day, but like Chaucer, Shakespeare compares love to the seasons.

“While summer days may fade and fall into” colder months, writes Shakespeare analyst Lee Jamieson, “his love is eternal.”

Of course, Saint Valentine’s day is alluded to outright in Hamletwritten between 1599-1601 — when the character Ophelia recites a song about a young lady’s experience with the holiday, which includes lyrics like, “Tomorrow is Saint Valentine’s day,” and, “To be your Valentine.”

The 17th Century and Beyond

HowlandValentine2.jpgSource: American Antiquarian Society

By the 1700s, it’s said that Valentine’s Day made its way from Europe to the United States, which aligns with the establishment of the North American colonies between 1607-1770. It became traditional, according to HISTORY.com, “for friends and lovers of all social classes to exchange small tokens of affection or handwritten notes.” That was more common in England, however, where the Industrial Revolution began earlier and eventually included the production of “fancy valentines [that] were extremely expensive to import.

It’s said that one American woman, Esther Howland, was so intrigued when she received her first English valentine greeting in 1847, that she became infatuated with the idea of manufacturing them in the U.S. She was an early entrepreneur, and instinctively believed that there could be an American market for these formal, English-style greetings. After procuring materials like high-quality paper and lace from her father, a stationer, she created what many credit as the earliest American Valentine’s Day greeting cards.

Today, Howland is still honored with the nickname “Mother of the American Valentine,” with many citing her work as the start of a multi-million-dollar industry. But it didn’t happen overnight — let’s take a look at how her work paved the way.

A Brief Timeline of Valentine’s Day Marketing


Charles II of Sweden begins communicating with flowers, by assigning a different message to each type. This tradition allegedly assigned love and romance to the red rose, setting the stage for this flower to be exchanged during the later, commercialized era of Valentine’s Day. However, it remains unclear if a specific brand is responsible for first marketing flowers as part of Valentine’s Day gift-giving.


Cadbury-heart-shaped-chocolate-box.jpgSource: The Chocolate Journalist

In England, where Valentine’s Day had by now already been celebrated with the exchange of gifts and cards for many years, the Cadbury chocolate company sells the first heart-shaped box of chocolates.


In Massachusetts, Howland produces a dozen sample Valentine’s Day cards and sends them off with her brother to distribute during a sales trip for their father’s company — S.A. Howland & Sons — hoping to earn $200. Instead, he returns with 25X that amount, indicating a much higher-than-expected demand.

Here’s an example of a card Howland created around this time.

Howland Valentine's Day Card



The first print advertisement for Howland’s cards appears in the Worcester Spy.


Necco-Candy-SweetHearts.jpgSource: Evan Amos

Conversation candies are developed, when Daniel Chase — brother of New England Confectionery Company (NECCO) founder Oliver Chase — uses vegetable dye to print words onto confections.


Howland incorporates her booming card business as the New England Valentine Company, operating out of her home via an assembly line that was largely comprised of her friends.


public-domain-images-ester-howland-new-england-valentine-company.jpgSource: Viintage

The New England Valentine Company moves operations from Howland’s home to a Main Street factory in Worcester, Massachusetts. That same year, the company publishes the Valentine Verse Book, which contained 131 “verses” that people could cut out and paste inside of cards that came without a greeting — or those with a greeting that the buyer didn’t like.

1880 – 1881

Howland sells the New England Valentine Company to the George C. Whitney Company.


George-C.jpgSource: Worcester Historical Museum

Whitney has acquired at least 10 competitors, including Berlin and Jones, which had become New York City’s “largest manufacturer of Valentines.” Ten years later, the company moves to large-scale headquarters on Worcester’s Union Street.


The Hershey Chocolate Company is founded, bringing what was previously “a European luxury product” to the U.S.


Conversation candies become heart-shaped.


American Greetings is founded, eventually becoming one of Whitney’s chief competitors.

American Greetings Ad 001.jpgSource: Vintage Recycling


The Hershey Chocolate Company introduces its Hershey Kisses candy product. Interestingly enough, the product was allegedly named Kisses because whenever a piece of chocolate was dropped on the conveyer belt at the Hershey factory, it sounded like a kiss.

Hershey Kisses



That January, a massive fire destroys much of Whitney’s headquarters. However, most of the Valentine’s Day products had already been shipped for the season, having little impact on that particular holiday.

COLL3_146.jpgSource: Period Paper

That same year, Hallmark is founded. Meanwhile, 1910 also saw the creation of Florists’ Telegraph Delivery — today known as FTD — which pioneered the remote ordering and delivery of flowers, providing a way to send them to far-away loved ones.


Hallmark produces its first Valentine’s Day card.


4b00a8257f35dcada692f79473bf40c6.jpgSource: Vintage Ads

The De Beers diamond company launches its “A Diamond is Forever” campaign, sending the message that gifting high-end jewelry can be used as an expression of love.


In the ’80s companies like Hallmark began launching more Valentine’s Day related commercials. In 1985, one commercial, which dubs Hallmark as “The Valentine’s Store” shows off all of the cards and heart-shaped products you can buy for your loved one in their locations.


As if Kisses weren’t romantic enough based on their name, Hershey’s enforced them as a Valentine’s Day staple with one slight design tweak. The company began packaging Kisses candies in pink and red foil specifically for Valentine’s Day.


As marketers continued to embrace new media, we saw an influx of high-quality and insanely high-budgeted commercials mark the holiday from the ’80s until now. One of the most iconic and beautifully shot commercials was a mini-romance drama, called “Le Film,” promoting Chanel No. 5 perfume.

In the ad, a man falls in love and runs away with a starlet, played by Nicole Kidman. In the end, she returns back to her life of fame. As she walks down the red carpet, he notes all the things he’ll remember about her, including the smell of her Chanel No. 5 perfume.


Valentine’s Day begins to go digital. On February 14, 2005, YouTube — which originated as an online dating site — makes its debut. Co-founder Steve Chen still credits its invention as the brainchild of “three guys on Valentine’s Day that had nothing to do.”

Screen Shot 2017-01-27 at 4.45.48 PM.pngSource: Wayback Machine


Ride sharing company Uber rolls out “Romance On Demand,” allowing users to send flowers on Valentine’s Day via the app. This initiative would continue to progress, with on-demand skywriting becoming available the following year.

valentine_phones2_1501.pngSource: Uber


NetBase, a social media analytics platform, releases a Valentine’s Day Sentiment Analysis, measuring how people engage with and discuss the holiday on social media. In total, it measured nine million mentions of Valentine’s Day, with the vast majority of them mentioning a specific brand — Netflix. The top hashtag was #happyvalentinesday.


In the earlier years of the Google Doodle, Google used Valentine’s Day to spread awareness of a rare species. In 2017, a series of Google Doodles shown in the days leading up to Valentine’s Day highlighted the stories of pangolins, the only mammal species with scales, as they give each other Valentine’s Day gifts or serenade their mates. Here’s one example:

The second Doodle, released Feb. 12, 2017, features the Indian pangolin, a species native to India, Sri Lanka, Pakistan, Bangladesh, Nepal and Bhutan

Source: Time

While, at this point, Google didn’t need to market themselves with Doodles, this shows an early example of a brand that used its platform to creatively market another cause on the holiday.

2018 to Present Day

In recent years, we’ve seen Valentine’s Day marketing go completely digital with an emphasis on social media marketing. With these new opportunities, smaller companies that don’t have Hallmark’s budget can easily spread awareness of their own brands during the holiday. Here’s one example of an Instagram post which highlighted a fine Italian restaurant ahead of Valentine’s Day:

While these real dog’s mimicking Lady and the Tramp grabbed attention, especially from the animal lovers on Instagram, this post’s caption encourages audiences to interact with the brand. To learn more about this marketing campaign and eight others from recent years, check out this blog post. 

What Marketers Can Learn from Valentine’s Day Marketing

Like so many other holidays, Valentine’s Day has experienced a transition into pop culture that has shaped the way it’s perceived, discussed, and celebrated. Sure, it’s often accused of being nothing more than a money-making marketing holiday — just look at these numbers compiled by HISTORY.com. But next time you hear someone label Valentine’s Day as “Hallmark holiday,” you’ll have a wealth of historical information to respond with.

From our hearts to yours, Happy Valentine’s Day. We’ll be keeping an eye on its continued evolution. 

Click here to see more of our favorite modern Valentine’s Day campaigns.

Editor’s Note: This blog post was originally published in February 2017, but was updated in February 2020 for comprehensiveness and freshness.