10 Sweetest Day Gifts Under $25 that Show Just How Much You Care

If you're not celebrating this holiday, you definitely should be!

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October 15, 2019

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If you haven't heard of Sweetest Day — which falls on October 19 this year — let us explain. Occuring on the third Saturday of October, this day is an opportunity to show your loved ones (think: sweethearts, friends and family) how much you care, usually with a small gift or sweet gesture. The day is said to have started in Cleveland in the 1920s, and is still predominately celebrated in the Midwest and Northeast. However, we think an excuse to give (and get!) a sweet gift should be celebrated everywhere. We found 10 gifts all under $25 that make it easy to show all your loved ones just how much they mean to you.

Milk Bar

Milk Bar, $25

Sure, these are called the B'Day truffles, but that doesn't mean the poppable mini cakes should be reserved for just one day a year. Whether Sweetest Day is a holiday you're celebrating with your best friend or significant other, it's certainly an excuse to indulge in Milk Bar's iconic treat.

Cheryl's Cookies and Brownies

Cheryl's Cookies and Brownies, $5.99

Tell your loved one exactly how you feel with Cheryl's iconic cookie cards. A gift under the $10 price point means you can send one to everyone on your list this year.


Etsy, $14

If you're in the market for something truly unique, opt for this chocolate controller for the gamer in your life. Made to order, you have the option of white, dark and milk chocolate — plus, you can add a custom engraving to personalize it.

Stick With Me Sweets

Stick With Me Sweets, $25

Trust us when we say this isn't your average box of chocolates. The intricately decorated bon bons come in a beautiful box designed to look like a small book. But the outside decorations are only part of it — your friend or loved one will be thoroughly impressed with how decadent the treats are. And, if you're lucky, they might even share some with you!


Anthropologie, $14

If your bestie is a coffee lover, spice up their morning Joe with a monogrammed mug decorated with Rifle Paper Co.'s signature patterns.


Sugarfina, $8.50

Toast to your friends or significant other this Sweetest Day with gummy bears made with Dom Pérignon Vintage Champagne. They're the ultimate party candy, and the sweetest way to tell someone how much you love them.


Amazon, $8.48

Take date night to a whole new level by sprucing up homemade pizza with chili-pepper-infused honey. Mike's Hot Honey is a great addition to wings, tea, cheese or cocktails — and it's the perfect little gift for someone extra sweet this Sweetest Day.


UncommonGoods, $16

Add a touch of personalization to your Sweetest Day gift this year with the skyline of your loved one's hometown or favorite city. The intricate map includes sporatic street names and coordinates, making wherever you're drinking feel like home.


Amazon, $8.47

Make sure your friends or significant other don't lose their precious (and easily misplaced) AirPods with a case that shows off their love for food. If bubble tea isn't their jam, there are plenty of other food-inspired cases including popcorn, burgers and avocados.


Sugarwish, $19.50

Have you ever craved candy and wished you could snap your fingers and it would be there? Well, with Sugarwish's deliverable boxes, you can almost give your friends and loved ones that experience. Pick from an assortment of sour, gummy and hard candy or let Sugarwish surprise you!

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