31 items are currently available with your filters selected

Sweetest Day

The first ever Sweetest Day was October 10, 1921, organized by a committee of candymakers in Cleveland, Ohio, so it has a long, rich history. It's now observed on the third Saturday in October, and most often celebrated in the Midwestern United States, as a reminder that caring words, thoughtful actions or small gifts enrich the lives of both the giver and the recipient. It's expanded beyond just romantic relationships and offers a great opportunity to tell dear family members how much they mean. 

Share your caring words with a loved one this Sweetest Day, celebrated in 2023 on October 21 and in 2024 on October 19. Browse Hallmark's wide selection of Sweetest Day cards to help say "I love you." Most of the collection focuses on romantic love, and includes cards for wives, cards for husbands, and cards for boyfriends and various other significant-other relationships.

Card messages range from sentimental and sincere to funny and suggestive, and many feature hearts in the designs. If the Sweetest Day messages aren't quite what you're after, you can create your own one-of-a-kind personalized photo card or shop all our love cards to find the way to best express your relationship to the one you love.

For another tangible way to express your love, Hallmark also offers a selection of candy and chocolate as well as other Sweetest Day tokens of affection. Pull together the ultimate surprise, and wrap up your gift and card in Hallmark gift wrap.