Your Sanity-Saving Shopping Guide to the Holiday Season

When's the best time to do holiday shopping?

The best time to do holiday shopping really all depends on your personal shopping goals. Do you want to get a jump on items you know will sell out soon? Do you want to save the most money possible? Do you want to focus on handmade, personalized gifts? These factors will undoubtedly influence your holiday shopping schedule.

Shopping early can be advantageous for all of the aforementioned goals. A lot of retailers start promoting their holiday products early on, giving you ample time to snatch up that limited-time lip kit or fancy water bottle you’ve been eyeing way before the holidays.

Plus, some of the best deals for holiday shopping happen ahead of Black Friday and Cyber Monday – in 2023, Experian observed a surge in early spending in October, thanks to early discounts, a trend likely to continue in 2024.

Finally, shopping early can be especially helpful if your plan is to focus on handmade or personalized gifts, giving the artisan you buy from (or yourself, if you’re DIY-ing your gifts) plenty of time to craft the item with love and care.

Gallup reported in 2023 that one in four shoppers start shopping as early as September, a trend likely to continue in 2024 – so you might already be embarking on your shopping spree!

If right now is just still too darn early for you to start holiday shopping, Black Friday and Cyber Monday are some of the best times to shop since so many retailers offer their largest discounts of the entire year. Plus, the late November-early December timeline can feel a bit more appropriate for the gifting season opposed to late October-early November, when everyone’s still recovering from Halloween.

The only thing to consider during this time is the shipping timelines for the items you purchase – but most retailers will typically advise their specific shipping schedules, so you don’t risk your goodies arriving late.

Where should I shop for gifts?

You have three main options when it comes to where to shop for holiday gifts: online, in-store, and via our amazing gift guides. Of course, each method has its advantages and disadvantages.

Shopping in-store offers a tangible experience: the opportunity to hold specific items in your hands and gauge exactly what they’ll be like when you give them as a gift. The pitfall with shopping in-person is that it typically requires a commute and journeys through potentially very busy malls and shopping strips, which can add to the already-stressful holiday experience.

In-store shopping can be more physically exhausting, but it’s all about preference! Sometimes strolling through the stores that get all dolled up for Christmas is the best part of the season.

Per Google, 65% of those planning to shop for the holidays say they will shop online more. Shopping for gifts online can be super helpful since you can centralize your findings in your browser’s bookmark tab or via virtual cart(s). Plus, shopping online can pose more opportunities for saving some money: lots of retailers typically offer discount codes for online users, especially if you sign up for their digital marketing channels (like email and text) and make a purchase.

Shopping online isn’t just shopping, either. The internet can be a stellar research tool to help you vet whether certain products are worth it, where they can be bought, and when they’ll be available. In fact, Google reported that more than half of U.S. holiday shoppers who went into a store last year say they looked up product reviews online and/or located an item in-store by checking it online.

Last but not least, scrolling gift guides has to be our favorite place to shop for gifts – and not just because we write and publish them.

At their very core, gift guides help streamline the holiday shopping process, alleviating the stress that bubbles up when you’re wondering what the heck to shop for in the first place. Our gift guides are backed by real people, real experiences, and real opinions from our editorial team. We only promote products that we really love and believe in, oftentimes ones we’ve tested and reviewed ourselves.

We have gift guides for just about everyone on your list, with more on the way! Check ‘em out:

• Gifts for Him
• Gifts for Her
• Gifts for Foodies
• DIY + Handmade Gifts
• White Elephant Gifts
• Gift Sets

What are the best kinds of gifts to give?

The best kinds of gifts to give are thoughtful gifts that consider the giftee’s interests, wants, and needs. These gifts can be sentimental, practical, or both simultaneously. What matters most in a gift is that it’ll be meaningful to them past just the holiday season, whether it’s helping them get through daily tasks, reminding them of a memorable trip or event, or giving them small doses of joy.

“Shoppers are increasingly looking for personalized and unique gifts that reflect the recipient's personality and interests,” says Mia Anderson, Owner of ChicSew. “With the rise of online shopping, many consumers are opting for curated gift boxes or experiences that add a special touch.”

Gift boxes, personalized items, books of interest, self-care goodies, and even gift cards can all be thoughtful gifts depending on the recipient. If you have no clue what your giftee is into, it’s not a bad idea to ask them what they want the most!

“My idea of a great gift is something that is in tandem with the recipient's interest and offers something new to the person, be it learning a new skill, enjoying a calming activity, or simply spending quality time with the family,” says Alfred Christ, Sales Manager & Marketer at Robotime. “This season, we encourage shoppers to shift their focus on quality and the memories their gifts will create and not just merely material aspects.”

When is Black Friday?

Black Friday is always the Friday after Thanksgiving. This year, Black Friday lands on November 29.

When is Cyber Monday?

Cyber Monday is typcally the Monday after Thanksgiving. This year, Cyber Monday will land on December 2. Oftentimes, retailers and brands extend their online offers through the week (coined Cyber Week) after the event. Salesforce reported that 67% of shoppers in 2024 plan on shopping during Cyber Week!

What Are Boo Baskets?

Boo baskets are Halloween or fall-themed gift baskets typically filled with candy, seasonal decorations, and fun crafts that you can surprise your significant other with to celebrate the season. While videos of this trend usually show people giving their baskets to their “boo” (pun intended), it’s not limited to just your partner. You can also make one for your friends, your parents, your kids, or even your pets if you wanted to!

What Do You Put In a Boo Basket?

Just about anything can go in a boo basket! If you’re creating a basket that’s specific to your loved one’s interests, the possibilities of what you can include are endless. But based on countless TikTok videos and Instagram reels posted about this trend, the general formula for a basket that I’ve noticed includes a cozy item, a mug, a fall-themed drink mix, snacks or candy, a stuffed animal, and (of course) a basket big enough to fit everything!

First, The Basket

Technically, any big basket or container could be used to hold your boo basket items. However, if you’re the kind of person that likes to go all out when gift-giving, I would recommend a Halloween-themed basket like the Andemie Halloween Collapsible Organizer from Amazon. Not only does this basket come in multiple colors and patterns, you can easily flatten the basket and store it anywhere you want, so you can reuse it next fall.

Candles, Body Care, Sweaters & More … A Cozy Girl’s Galore!

Everyone has their own preferences when it comes to getting all relaxed and comfortable, especially on a chilly, rainy fall day. Personally, there are three essential elements to my lazy days – an oversized sweater, some gourmand scented body care, and a candle that makes my entire apartment smell like walking into a bakery. If this sounds like you, here are some of my favorites.

This sweater from the LoveStitchesCo shop on Etsy has quickly become a staple to my “lounging around” outfits this season, and for a good reason. For only $26, this sweater is made out of 100 percent cotton, has a wide size range available (S to 3XL), and can be customized to whatever color you’d like. Plus, the embroidered design is absolutely adorable; who doesn’t love ghost kittens?

As the weather gets colder, many people (like myself) opt to swap their perfumes and scented lotions from fruity and tropical notes to warm and edible notes like vanilla, caramel, honey and chocolate. If you’re looking to spoil your boo basket recipient who likes these kinds of scents, Sol de Janeiro recently released a limited edition body cream in one of their best-sellers, Cheirosa 71. Fragrance notes of caramelized vanilla, white chocolate and toasted macadamia nut will have you smelling like a snack (literally), while moisturizing ingredients like macadamia seed oil and tucumã butter will keep your skin feeling silky smooth.

If you’re a candle lover, then you already know that the best place to find candles for every season is at none other than Bath & Body Works. Sure, there are plenty of pumpkin scented candles to try, but if you’re looking to include something in a boo basket that screams fall, Autumn Chai is the perfect option. This three-wick candle has notes of cinnamon chai, French vanilla, and caramel – a great combination if you’re looking for something cozy, but not too overwhelming.

Drink Mixes

Hot chocolate is one of the quintessential cold weather beverages, but if you want to be more creative with your drink choice, Target’s Favorite Day brand has a spooky-themed hot cocoa mix that would be a great addition to your boo basket. One box comes with two cocoa mixes and a marshmallow confetti mix shaped like beakers you can find in a science laboratory, and when combined with warm milk, changes to an orange or green color. How cool is that?

And Of Course, A Mug To Match

You got the perfect fall drink for your boo, but what mug would go with it the best? At this stage, I think this is where you get something that is the most personable to your boo basket recipient. You could include a mug that matches their career or their favorite hobbies and interests. If you want to play it safe and stick with a Halloween theme, this 15 oz ghost mug from Target is spook-tacular!

Plushies Make Everything Better

Who says that stuffed animals are just for kids? Not only are they fluffy and come in all shapes and sizes, giving a stuffed animal to your loved one is one of the best ways to show that you care about them. As a plushie connoisseur, my go-to pick for a boo basket would be any plush, like this pink llama from Warmies. Each cuddly buddy is lavender-scented and also serves as a microwaveable heating pad that can be used to relieve stress or soothe muscle aches and pains.

Don’t Forget the Candy

No Halloween basket would be complete without candy! From chocolates to gummy worms and sour WarHeads, there are so many options to choose from that it can seem overwhelming to pick just one. And if your boo basket recipient has any dietary restrictions, it can be even more difficult to find something that fits that person’s needs. My twin sister has been vegan for almost five years, and before we both moved out from our parents’ house, these dark chocolate coconut bars from Unreal were a staple snack for the whole family. Not only are these bars certified vegan and gluten-free, each bar only contains three grams of sugar and three ingredients – coconut, cassava syrup and dark chocolate. As someone who isn’t vegan, trust me when I say that when you try these, you won’t want to go back to the name-brand chocolate.

What is Red Cup Day?

Red Cup Day is Starbucks’ highly-awaited annual event that marks the start of holiday beverage season at the coffee chain. For one day only (and while supplies last), customers who order any of Starbucks’ holiday drinks will receive a reusable red cup that features a bespoke design for the respective year.

Here’s a list of all the drinks rumored to be available on the Starbucks holiday menu starting November 7:

• Peppermint Mocha
• Peppermint White Chocolate Mocha
• Caramel Brûlée Latte
• Sugar Cookie Almondmilk Latte
• Chestnut Praline Latte
• Salted Pecan Crunch Cold Brew
• Iced Gingerbread Oatmilk Chai

What do the red cups look like for 2024?

Starbucks hasn’t officially announced when Red Cup Day will be for 2024, let alone what the famed red cups will look like this go-around. The one obvious point is that the cups will be red! They’ll also likely feature some festive motifs that echo the holiday season. Last year’s red cups boasted playful white and green stars and ornament-like shapes.

Why should I participate in Red Cup Day?

Red Cup Day = freebies, which can feel really rewarding if you’re really into receiving free goodies. Plus, it’s just a fun way to lean into the holiday spirit. The red reusable cup keeps giving beyond Red Cup Day, though! Every time you use the reusable cup for future Starbucks orders, you get a 10-cent discount as well as 25 bonus stars toward your Starbucks Rewards account to save up for more discounts on drinks, food, and merchandise.

When is Starbucks' Red Cup Day 2024?

Again, Starbucks hasn’t alerted us on when Red Cup Day will be for 2024, but based on previous Red Cup Days, we can infer it’ll land on the third Thursday of November. In 2022, Red Cup Day happened on November 17, and for 2023, it was November 16. The third Thursday of November in 2024 hits on November 21, so mark your calendars, everyone!

Additionally, check back here for official info as Red Cup Day approaches.