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9 of the Best Chocolate Advent Calendars (Starting at Only 99¢!)

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2020 Chocolate Advent Calendar at Trader Joe's

Treat yourself this Christmas. 🎄

While we may share many different types of Advent Calendars on Hip2Save, we also love the traditional way of eating your way through the holidays. 🍫 We’ve gathered a list of the best 2020 chocolate advent calendars so you can countdown to Christmas and satisfy your tastebuds.

With every budget in mind, you won’t have any guilt splurging on one of these trendy countdowns (although we can’t say the same for the treats inside 😉).

After the year we’ve all had, you deserve to treat yourself to one of these delicious chocolate advent calendars: 


Trader Joe's Advent Calendars with chocolate available in-stores

1. Trader Joe’s 99 cent Advent Calendars –  JUST 99¢

Just in and while supplies last, you can score the most affordable advent calendars we could get our hands on over at Trader Joe’s! If you’re lucky enough to live by this popular grocer, you can pick between four different kinds or just one of each, because they’re that affordable!


hand holding gold advent calendar in store

2. World Market Divine Dark Chocolate Advent Calendar – $7.99

If you’re on a mission to find a delicious advent calendar, then you’re going to love this set of dark chocolates, which is pretty uncommon for an advent calendar!

Even more special, behind each door are some fun animal facts that reviewers themselves loved reading each day. Perfect for you and affordable enough for gifting – even your vegan friends can enjoy these sweet treats!

Score a deal on this calendar when you do Curbside Pick-up:

Divine Dark Advent Chocolate Advent Calendar $7.99 (+ tax)
Get 10% OFF when you choose Curbside Pick-Up
Final cost JUST $7.63


hand holding a chocolate advent calendar in front of store shelf

3. World Market Ickx Belgian Chocolate Advent Calendar – $14.99

Fancy decorated chocolates at an amazing price! Each door holds a beautiful piece of decorated Belgian chocolate and according to readers, these treats will even impress your teenagers! Sweet! 

Score a deal on this calendar when you do Curbside Pick-up:

Ickx Belgian Chocolate Advent Calendar $14.99 (+ tax)
Get 10% OFF when you choose Curbside Pick-Up
Final cost JUST $14.30


chocolate advent calendar on table

4. Oh! Nuts 2020 Milk Chocolate Advent Calendar – $19.99

Rather than counting down the days, you’ll be counting down the seconds to break open your next chocolate treat! We’re big fans of the brand Oh! Nuts and even more excited that they have a calendar stocked full of dreamy chocolates. Each sleeve contains one foil-wrapped chocolate square, big enough to satisfy even adults’ sweet tooths.


harry and david advent calendars with presents inside

5. Harry & David Chocolate Advent Calendar Duo – $34.99 (for 2 pack!)

Talk about an advent calendar that’s perfect for gifting! Not only will all your sweet milk chocolate treats be hidden behind a door of its own, but each one is perfectly wrapped, making it such a great advent calendar for gifting. Speaking of gifts, this price actually includes two advent calendars so you and a friend can countdown together.


box of peppermint bark advent calendar

6. Williams Sonoma Peppermint Bark Advent Calendar – $29.95

Whether you’re unveiling a snowman, toy soldier, Christmas tree, or Santa during your 24 days of this delicious countdown, each peppermint bark chocolate will be just as cute as it is delicious!


two godiva advent calendars with chocolate truffles on white plate

7. GODIVA 2020 Holiday Luxury Chocolate Advent Calendar – $39.95

Countdown to Christmas with some luxury chocolate with this gourmet advent calendar. From traditional GODIVA truffles & caramels to festive-shaped holiday treats, this box of goodness will impress anyone with champagne taste. Even sweeter, since you’re spending over $25, you’ll even qualify for free shipping!


advent calendar with numbered boxes with gold and chocolate

8. Charbonnel et Walker Chocolate and Truffles Advent Calendar – $95

If GODIVA wasn’t luxurious enough to satisfy your taste buds, then feast your eyes on this extravagant box of handmade chocolate and truffles! Each handcrafted box is inspired by Victorian-era crystal displays in England and will ship directly from London.

While there aren’t any reviews yet for this year’s advent calendar, the brand holds an unparalleled nod of approval. As a holder of the Royal Warrant of Appointment, Charbonnel et Walker is one of only 800 retailers and companies that provide goods and services to Queen Elizabeth II, Prince Charles, and Prince Philip. It truly doesn’t get any more magical than that besides the fact it’ll ship free, too!


harry and david advent calendar with truffles on plate

9. Harry & David TK Advent Calendar Deluxe – $99.99

If you’re not after some luxury chocolate straight from London, fit for a Queen, we also have luxury options stateside… but it’s going to cost you a pretty penny! This luxury box of truffles has been revamped to boast a seriously gorgeous box that is sturdy enough to be used year after year.

Inside, you’ll find an assortment of crafted holiday truffles such as white chocolate coffee, dark chocolate raspberry, and so much more! This popular treat delivery company holds a great reputation, so we expect nothing short of deliciousness for this year’s calendar.


Start shopping for Christmas – we’ve got some great deals for you!

Join The Discussion

Comments 13

  1. Sara

    Does anyone happen to know if the Trader Joe’s chocolate calendar is Gluten Free? We typically get these for our 4 kids from our Elf on the Shelf but our oldest was diagnosed with Celiac since last Christmas so that makes it a little challenging.

    • Kathleen

      You might want to contact Trader Joe’s to inquire about their manufacturing and if they are made on shared lines with Any gluten, not just wheat!

    • becca

      Sara – we only have 2 children but one has a severe peanut and tree nut allergy and the other does not. So many years ago when we started getting Advent Calendars we got our son one that was not candy (since it used to be harder to find save ones for him) and would buy him a lego one, matchbox car, etc. He never minded and felt like he got an extra special calendar and my daughter would make a big deal about his “special” calendar for him. Just an idea if you end up not being able to find a gluten free option. Hopefully, you can find a safe chocolate one though.

    • Jessica Lodge

      I have one in front of me and it doesn’t say gluten free. I’m not gluten free so I don’t know what to look for but these are the ingredients: Milk chocolate (sugar, cocoa butter, cocoa mass, whole milk powder, nonfat dry milk, soy Lecithin[emulsifier], vanilla extract[water, ethyl alcohol, vanilla bean extractives]) Hope that helps!

    • Tac

      You might want to look at No Whey chocolate. Their chocolate is gluten free, and even though it’s dairy free, my kids who can have dairy liked it as well. They have an advent calendar with small chocolates. More expensive, of course, but as my husband says, we can’t put a price on keeping our allergy kids safe and helping them feel more mainstream!

  2. Toni

    According to this post here:

    http://www.glutenfreeislife.com/?p=2026

    One of the most important thing on my list was Advent Calendars for the kids. The calendars only cost $.99 and they have a gluten-free milk chocolate candy behind each door! Truly an unbeatable deal.

    • Kathleen

      The article you reference is from ‘2009’. Everyone, please take with a grain of salt, up to date manufacturing information is important for Celiac

  3. Nyela2885

    Don’t forget Aldi…. European chocolate for cheap! Can’t go wrong 🙂

    • Amber (Hip Sidekick)

      Oh yes! We have enjoyed those too! Thanks for the suggestion!

  4. Paisley

    You forgot about Aldi! Besides yummy German Chocolate calendars, they also have advent Calendars for dogs & cats! I picked up one yesterday for my furry family member. The price was around $6.00.

    • Amber (Hip Sidekick)

      Thanks for the heads up, Paisley! We should be posting about those real soon!

  5. Becca

    Fannie May’s is my daughter’s favorite every year. In fact, they are supposed to be in the stores today (I checked last week) so Im stopping there today when I run an errand.

  6. Katie

    The boxes for #8 and #9 are SO pretty!! 😍 Is it strange that I want the boxes more than I want the chocolates? Lol.

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