Have a Holiday Idea? Submit and Get It Voted In!
Got an idea for a new holiday? Let us know!
Submit Holiday

Sweetest Day

Show the people you care about some extra love on Sweetest Day with thoughtful gifts and sweet surprises!

Location Icon
Country
United States
Creator
Email Icon
Founded

Introduction

Mark your calendars for Sweetest Day on the third Saturday in October! This special day has been around since 1921, when it was first created to show appreciation and kindness to those in need. It's a great opportunity to spread some joy and happiness by doing something sweet for those you care about. Whether it’s baking cookies, giving flowers, or simply sending a heartfelt message – there is no better way to show someone that you care. So get ready to make this Sweetest Day extra special with some thoughtful gestures!

History of Sweetest Day

Sweetest Day Timeline

<div class='timeline-item'><div class='timeline-left'><div class='timeline-date-text'>1921</div></div><div class='timeline-center'></div><div class='timeline-right'><div class='timeline-text timeline-text-title'>Sweetest Day Inception</div><div class='timeline-text'>Sweetest Day was founded in Cleveland, Ohio by confectioner Herbert Birch Kingston as a way to distribute sweets and bring happiness to the less fortunate.</div></div></div><div class='timeline-item'><div class='timeline-left'><div class='timeline-date-text'>1922</div></div><div class='timeline-center'></div><div class='timeline-right'><div class='timeline-text timeline-text-title'>First Sweetest Day Celebration</div><div class='timeline-text'>The first Sweetest Day was celebrated on October 14, with movie star Ann Pennington gifting candy to 2,200 Cleveland newspaper boys to show appreciation for their service.</div></div></div><div class='timeline-item'><div class='timeline-left'><div class='timeline-date-text'>1937</div></div><div class='timeline-center'></div><div class='timeline-right'><div class='timeline-text timeline-text-title'>Retailers Join In</div><div class='timeline-text'>Sweetest Day gains commercial recognition when retailers and advertisers in Detroit promote it as a "reminder day" of love and affection.</div></div></div><div class='timeline-item'><div class='timeline-left'><div class='timeline-date-text'>1960s</div></div><div class='timeline-center'></div><div class='timeline-right'><div class='timeline-text timeline-text-title'>Holiday Expansion</div><div class='timeline-text'>The celebration of Sweetest Day starts to spread, crossing boundaries from the Midwestern United States and areas of the Northeast United States.</div></div></div><div class='timeline-item'><div class='timeline-left'><div class='timeline-date-text'>1980s</div></div><div class='timeline-center'></div><div class='timeline-right'><div class='timeline-text timeline-text-title'>Broadened Focus</div><div class='timeline-text'>By the 1980s, Sweetest Day has evolved from a day of altruistic charity to a day of sharing romantic deeds and expressions with loved ones.</div></div></div><div class='timeline-item'><div class='timeline-left'><div class='timeline-date-text'>2000s</div></div><div class='timeline-center'></div><div class='timeline-right'><div class='timeline-text timeline-text-title'>Modern Celebration</div><div class='timeline-text'>In the 21st century, Sweetest Day continues to be celebrated largely in the Great Lakes region and continues to grow in popularity across the United States.</div></div></div>

How to Celebrate Sweetest Day

<div id='' class='facts-item'><div id='' class='facts-header'><h3 id='' class='facts-number'>1</h3></div><div id='' class='facts-text-wrapper'><h3 id='' class='facts-title'>Bake a sweet treat</h3><p id='' class='facts-text'>Find a great recipe online or in a cookbook and whip up something special for the one you love. Whether it’s cake, cookies, brownies, or cupcakes, the possibilities are endless.</p></div></div><div id='' class='facts-item'><div id='' class='facts-header'><h3 id='' class='facts-number'>2</h3></div><div id='' class='facts-text-wrapper'><h3 id='' class='facts-title'>Send a sweet card</h3><p id='' class='facts-text'>Make your own card or buy one from the store. Writing down your love and appreciation for them always adds an extra special touch.</p></div></div><div id='' class='facts-item'><div id='' class='facts-header'><h3 id='' class='facts-number'>3</h3></div><div id='' class='facts-text-wrapper'><h3 id='' class='facts-title'>Give a sweet bouquet</h3><p id='' class='facts-text'>Instead of flowers, give your loved one a bouquet of their favorite candy. You can make it yourself or find a pre-made one at the store.</p></div></div><div id='' class='facts-item'><div id='' class='facts-header'><h3 id='' class='facts-number'>4</h3></div><div id='' class='facts-text-wrapper'><h3 id='' class='facts-title'>Share a sweet meal</h3><p id='' class='facts-text'>Make their favorite meal or take them out to dinner. Make sure to include their favorite dessert too!</p></div></div><div id='' class='facts-item'><div id='' class='facts-header'><h3 id='' class='facts-number'>5</h3></div><div id='' class='facts-text-wrapper'><h3 id='' class='facts-title'>Plan a sweet outing</h3><p id='' class='facts-text'>Go to the movies, take a walk in the park, or go on an adventure together. Make sure to plan something special that they will love.</p></div></div>

Why We Love Sweetest Day

<div id='' class='whywelove-item'><div id='' class='whywelove-letter-cont'><div class='whywelove-letter'>A</div></div><div id='why-we-love-main-cont'><h3 id='' class='whywelove-title'>It's a great excuse to show love and appreciation</h3><p id='' class='whywelove-text'>On Sweetest Day, everyone has an opportunity to express their love and appreciation for the special people in their lives. Whether it's a gift of chocolate or a simple thank you card, this is the perfect way to show the people closest to us how much we care.</p></div></div><div id='' class='whywelove-item'><div id='' class='whywelove-letter-cont'><div class='whywelove-letter'>B</div></div><div id='why-we-love-main-cont'><h3 id='' class='whywelove-title'>It brings joy and happiness</h3><p id='' class='whywelove-text'>Nothing puts a bigger smile on someone's face like receiving something sweet from someone they care about. Even the simplest gestures - like baking your favorite dessert or buying flowers - can make a huge difference in their day!</p></div></div><div id='' class='whywelove-item'><div id='' class='whywelove-letter-cont'><div class='whywelove-letter'>C</div></div><div id='why-we-love-main-cont'><h3 id='' class='whywelove-title'>It encourages us to be more thoughtful</h3><p id='' class='whywelove-text'>Sweetest Day reminds us to be more conscious of the kindness and thoughtfulness we can bring into others’ lives. It encourages us to go the extra mile and do something extra special for those who matter most to us. And what better way to show that we care than with a little something sweet?</p></div></div>

5 Sweet Facts for Sweetest Day Celebration

Sweetest Day FAQs

When is Sweetest Day?

Sweetest Day Dates

Year
Date
Day

2023

Oct 21

Saturday

2024

Oct 19

Saturday

2025

Oct 18

Saturday

2026

Oct 17

Saturday

2027

Oct 16

Saturday