Sweetest Day: A Holiday for Sweeties

cookie dough heart shaped rolling pin
Photo: iStock
Valentine’s Day in October? Sounds pretty sweet to us. Here are some great, inexpensive ideas for celebrating Sweetest Day.

Some traditions are just too sweet to resist. Such is the case with Sweetest Day, a love-centric holiday that -- despite relative obscurity -- has actually been around since 1921. When is Sweetest Day? It's traditionally observed on the third Saturday of October.

Here at The Nest, we'll accept any excuse to celebrate our sweeties, so we're hopping on the Sweetest Day bandwagon and kicking up our feet. “Made-up holiday," you say? Well, every holiday is made up by someone, isn't it? (That's our stance and we're sticking to it!)

So what is Sweetest Day, anyway? Reportedly, it's the brainchild of a team of Cleveland-based candy makers who were looking for a new way to promote their product. On the first Sweetest Day, lots of candies were distributed -- and movie stars even got into the act. It was meant as a holiday not just for lovers, but to recognize “friends, relatives and associates." Somehow, though, the holiday never gained the traction the confectioners had hoped for (and it even experienced a bit of backlash from would-be consumers).

Like true love itself, though, Sweetest Day has endured. So whether it's a gift or simply a romantic gesture, celebrating love is definitely on our fall to-do list. (Hey, we're romantic like that.) Here are some of our favorite ideas for celebrating Sweetest Day.

  1. Sweetest Day Dinner Ideas

    Photo by David Loftus / The Nest

    Think about it: What does your man really enjoy getting for Valentine’s Day or his birthday? No, we’re not talking about that (although it couldn’t hurt). We mean dinner. From pork loins to red velvet brownies, check out these scrumptiously sexy menu ideas for a Sweetest Day dinner date. Don’t forget the wine: Nothing says romance like a bottle of red.

    Having mom, dad or in-laws over on Sweetest Day? Go ahead, make it an all-out dinner party!

  2. Sweetest Day Gift Ideas

    Remember when your BFF was there to listen to you bitch for an hour about your annoying coworker? Or all those times when Mom somehow was there at exactly the right moment to give you just the advice you needed to hear? Imagine how adorable it would be to send them a Sweetest Day floral bouquet. Even a hardened cynic would be bound to let out an “aww” at the fact that you used a largely unknown holiday as a reason to have a little lovefest.

    And for your sweetheart? If he’s got a sweet tooth, how about making his favorite devilish dessert instead? Or try a Sweetest Day candy and cookie bouquet. Do those original Sweetest Day candy peddlers proud.

  3. Free Sweetest Day Cards and E-Cards

    Something as simple as a card goes a long way in the thoughtfulness department, so it's a good thing that free Sweetest Day cards -- both e-cards and printable cards -- are readily available online. Whether silly or sentimental, the message will get across: I'm thinking of you today -- and every day! This Sweetest Day “candy hunt" card is particularly cute -- and particularly fat-free.

  4. Sweetest Day Poems

    How much do you love him? Let us count the ways: 1-2-3. That's how easy it is to send a Sweetest Day poem. Yes, a poem! It's possible to send one without being corny. In fact, we think poems are cute, quaint and uber-romantic. If you think a poem's a bit much, though, try sending a profound love quote for Sweetest Day instead.