What To Buy on Cyber Monday

I’m doing something a little different this year. I still updated my Black Friday Sale Guide, as there are LOTS of updates and a few new sales for Cyber Monday.

But for this post, I rounded up the items that I believe are most worth buying on Cyber Monday, organized by topic. I hope it’s helpful!

In general, when retailers are offering their deepest discounts, you want to use the opportunity to purchase those investment pieces and the higher ticket items that rarely go on sale, because your savings will be far more significant it you purchase items at a higher price point.

Of course, it’s also a great time to finish up your holiday shopping because it all adds up, and if you’re getting the best deals, you might as well knock it out all at once!

But if you’re shopping to get the most bang fr your buck, these are the items I would focus on.

Boots

If you live in an area with much of a winter, quality boots are a must, and they don’t come cheap, so this is a great time to make that investment.

Sorel has one of the best sales going this weekend, with 40% off throughout the site, and a 50% off special deal each day.

I have several pairs of Sorel boots, and you just can’t find boots that are a better marriage of style and quality. If you’re looking for practical, stylish winter boots, this is a sale you will not want to miss!

Sorel Slimpack II Lace Duck Boots // My most worn pair is definitely these duck boots. I keep them in my mudroom and pull them on to go to my fall/winter workouts (I change into sneakers once I get there) and they also look great with jeans and leggings outfits.

I also have and love the Joan of Arctic wedges and the Joan of Arctic snow boots, and I recently ordered the Explorer Joan Boots to try.

Sporto Minor Waterproof Suede Mid-Calf Boot with Faux Fur Trim // For a lower priced boot that is still on trend and very practical, check out the Sporto Minor from HSN.

I ordered a pair when they were on a special sale last week, and I really like them. They’re super warm and comfortable, and the styling is on point. While the special deal is over, they’re still a great price at $67.40.

For fashion boots, Nordstrom has a great sale going right now on popular styles.

Vince Henderson Chelsea Boots // As you know, I’ve struggled a bit with styling these, but they are gorgeous boots — waterproof, super comfortable, and very high quality. The price right now is amazing for this brand.

Cashmere

Cyber Monday is a great time to snag luxury designer cashmere like Vince, Equipment, and Theory; and the store brands like Halogen, Aqua, and Nordstrom Signature are also on deep discounts. This is pretty much as good as it ever gets!

I took a bunch of pictures yesterday, and I want to write a post to compare the different cashmere brands, but for now, here are my favorites:

Vince Cashmere Weekend V-Neck // This cashmere v-neck is by Vince, and it’s one of my go-to fall/winter wardrobe staples. It has a relaxed fit, generous sleeve length and overall body length, and you can wear it either half-tucked or untucked.

It’s currently 30% off at the Vince website, and it’s also included in the Bloomingdale’s Cyber Sale. This sweater comes in other colors too, and it’s TTS; I have the small.

Equipment Turtleneck // Speaking of luxury cashmere, this Equipment turtleneck is another one of those luxury purchases I snagged on an end of season sale, and I’m so glad I did because it’s such a great winter wardrobe staple.

The one I have was the Oscar, and this year’s version is the Delafine, which is currently 30% off at Bloomindale’s and 20% off at Shopbop. I assume they’re the same or very similar. It has a more relaxed fit, and mine is definitely longer than most, so I always give it a front-tuck, as shown above.

Naadam Cashmere Scoop Sweater // I also want to call out Naadam in the luxury cashmere category because their Cyber Monday Sale is seriously insane. Don’t let this one pass you by. They are truly the softest, thickest, most sumptuous cashmere sweaters I’ve tried.

My favorite is no longer available, but the is scoop sweater (above) is a nice one too. It’s just a tad low-cut for my comfort level, so I don’t wear it a lot. I’ve ordered a few more to try, but they aren’t in yet.

Halogen V-Neck Cashmere Sweater // For under-$100 cashmere, Halogen is one of my favorites.

It’s thinner and less dense than the higher end luxury brands, but it’s still super soft and comfortable. Plus, they usually have some nice details that make them a little more special than your most basic sweater styles.

Right now, they are all 41% off at Nordstrom!

Halogen Crewneck Cashmere Sweater

I have this v-neck in the black and the oatmeal, and this crewneck in the grey (shown above). I’ve had the turtleneck, as well, and it’s very nice with a relaxed fit.

Aqua Cashmere Cashmere Turtleneck Sweater // The Bloomingdale’s Aqua brand is also really good for a store-brand cashmere. It’s a little more dense than the Halogen, but not quite as soft. I like the details on this turtleneck — the extra long ribbed cuffs and exposed side seams. It also has a seam up the back for added interest.

These do fit a little more snugly than the Halogen brand, and you may want to size up for some extra wiggle room. I’m wearing a small here, but I’ve purchased mediums in the past. I’m wearing the wheat color above.

Everlane The Cashmere V-Neck // Another good under-$100 option for cashmere is Everlane.  Their Cashmere Crew is on sale for $75 today. I don’t find their cashmere to be as soft as Halogen, but it’s nice and dense and fairly thick, and it doesn’t pill quickly.

Coats

Coats are another item worth buying on Cyber Monday, as they tend to be higher ticket items that don’t go on sale all that often. See my Winter Coat Guide for lots of suggestions. Here are a few of my top picks from this year’s Cyber Monday sales.

The North Face Westborough Insulated Quilted Jacket // I picked up this quilted jacket a few weeks ago, and I’ve been wearing it a lot lately, especially since we’re having such a mild fall. I can’t believe it is still in stock, especially now that it’s 30% off!

It also comes in black and navy, but I’ve been surprised by how much I’m enjoying the white. I especially love the yellow and black accents.

Ralph Lauren Wool Blend Reefer // A classic wool blend coat in grey, camel, or black is another winter wardrobe essential that you can score for a great deal on Cyber Monday sales.

I have this Ralph Lauren Reefer Coat in black, and it’s my go-to for dressy outfits this time of year. It’s also a great way to level up more casual looks. It’s currently 35% off and fully stocked! (I have the 6.)

AllSaints Dalby Biker Jacket // If a high quality leather moto jacket has been on your wish list, AllSaints is the gold standard, and this weekend they’re 30% off!

They have other styles too, but the Dalby is one of their most popular. My oxblood color is almost sold out, but they have sizes from 00 – 10 in the black. (For size reference, I take an 8 in this jacket; and I recommend sizing up if in between.)

Nordstrom also has a lot of choices for quality leather jackets on sale this weekend. You can drill down by color and size after you click on THIS LINK to see all the options.

Halogen Drape Collar Faux Leather Jacket // And if you’d rather not make a huge investment in genuine leather, take a look at these faux leather options.

The one I’m wearing above is NOT on sale, but it is under $100 and looks really good on. It comes in coffee brown (shown above) as well as black.

Holiday Photo Cards

Minted Holiday Photo Cards // Minted always has their best sale of the year on Cyber Monday, and this is when I order my holiday photo cards. They just went 25% off everything, plus, FREE shipping! (The code is CM2020.)

Pajamas

Okay, admittedly not a big ticket item, but good quality pajamas still aren’t cheap, and they’re popular for gift-giving at Christmastime, so this is a good day to buy them!

Soma just went 40% off for Cyber Monday, and some select styles of their Cool Nights Pajama Sets are marked $29. They also have their Embraceable Pajamas for more options.

Nordstrom also has some good Cyber Monday deals on quality pajamas today, and I’m sure there are others. Chime in if you have a favorite brand!

Denim

You can find good prices on denim all year ’round if you pay attention, but this is still a good day to find good deals.

One of the best denim sales I’ve found is at Bloomingdale’s — save up to 50% off premium denim, and select styles are $99!!!

AG Farrah

There is lots of AG on sale, Paige, rag & bone, and more. Nordstrom has some good prices on denim as well.

rag & bone Cate ankle skinny jeans

Also, if you go right to the designer websites, you can often find good deals. Like, Rag & Bone has 25% off a lot of their jeans, prices as marked. The Cate is one of my favorite skinny styles, and their Dre is good for a straight boyfriend, but size down at least one in the Dre.

And Paige is doing 30% off with Promo Code: Cyber30. Shop their denim here.

Skincare

Skincare can be pricey, and the major brands rarely go on sale. I’ve actually bought quite a bit of skincare this weekend!

Elemis has 35% off, which again, is kind of unheard of! I know I keep saying this, but it is Cyber Monday, after all.

Their cleansing balm is amazing, and I’ve been wanting to try some of their skincare, but I have other products I’m enjoying right now so I haven’t invested in those. I hear great things, though!

Colleen Rothschild Beauty is another skincare brand I use a lot, and she has 30% off this weekend.

It’s a great time to stock up on any of your favorites. I love her Face Oil N°9 and Retinol Supreme Eye Serum. Also, her hand cream is really good and makes a nice gift.

Timeless Skin Care has 50% off a $75 purchase with code BLACKFRIDAY50, and shipping is always free. I just started using their Coenzyme Q10 Serum and Vitamin C + E Ferulic Acid Serum every morning, and I love the results. I also just ordered the Matrixyl Synthe’6 to add to my nighttime regimen.

At 50% off, it pays to get the larger sizes, and that will easily get you to the $75 minimum purchase to enjoy the savings.

Also, Tarte Cosmetics is doing 40% off and my new favorite eye shadow palette is included!

Winter Workout Gear

If you exercise outside in cold winter climates, winter workout great can be quite an expense, so I always ask for winter running gear for Christmas.

Jo-Lynne Shane wearing a stylish all-black workout outfit with Sweaty Betty merino hoodie and 7/8 technical leggings, Nike Air Zoom Pegasus 36 running shoes, and Adidas Trefoil Baseball Cap.

Sweaty Betty All Sport Backpack // Sweaty Betty 7/8 Power Workout Leggings

Sweaty Betty is doing up to 70% off select items, and 30% off everything else. I discovered this brand last spring, when lockdown went into effect, and they make some really nice quality and extremely flattering workout wear. Their leggings are uber flattering, and they have some really cute tops/sweatshirts as well.

I have and love these Zero Gravity Cropped Running Leggings and these 7/8 Power Workout Leggings — both are 30% off, but these Power Mesh 7/8 Leggings are similar and currently 50% off!

I also have this Luxe Fleece Hoodie, but only small sizes are currently available, and I just ordered this running tank and warmup hoodie.

Athleta almost never runs a site-wide sale, but they have 20% off for Cyber Monday, and I asked Santa for these Polartec Power Tights, Balaclava, and Insulated Primaloft Jacket.

Good deals on workout wear can also be found right now at Lululemon and Nike.

Electronics

I know I usually focus on fashion, but this is also a great time to purchase hot electronic items, so I rounded up a few of those here too.

Apple AirPods are at their lowest price ever at Amazon for $109. (The lowest price elsewhere seems to be $119.) My kids and I all got these last year for Christmas, and we all use them daily. One of the best $120 investments ever!

This year a few of us are jonesing for an Apple Watch. Good deals can be had on those at Amazon and Target.

I’m sure there are so many more I could mention, but these are the ones on my radar at the moment.

What I’m Buying on Cyber Monday

People always want to know what I’m buying! Well, I ordered the Soma Embraceable Long Sleeve Notch Collar Pajama Top and Embraceable Pajama Pants in Soft Snowfall Grand Black. At 40% off, I couldn’t resist!

I splurged on the Elemis cleansing balm since my Colleen Rothschild cleansing balm is almost gone. Both are really good, and I can never decide which I like better so I kind of go back and forth.

I also went ahead and got the larger sizes of the Coenzyme Q10 Serum and Vitamin C + E Ferulic Acid Serum at Timeless Skincare, since I know I love them. And I ordered the Matrixyl Synthe’6 in the smaller size to try out.

I’m intrigued by cashmere sweatpants, so I ordered the Quince cashmere sweatpants for $89.90 to try. And I just ordered this running tank and warmup hoodie from Sweaty Betty.

And I will definitely be ordering my holiday photo cards today from Minted!

Oh, and I snagged the Nordstrom Signature v-neck in the olive a few days ago. It’s such a classic and such good quality, and for $97, it seemed wrong not to get another color.

And I almost forgot Sorel!!!

I ordered the Lennox Shearling Booties in Sandy Tan at Bloomies (it won’t link directly to them.) I really wanted the Lennox version (no shearling) at Evereve, but they sold out in my size and they are not included in the sale at Sorel.

I like them, but they’re a tad small so I’m exchanging for the 8.5. I also ordered the Explorer Joan Boots in Ash Brown directly from Sorel for 40% off, but I don’t have them yet. I won’t keep both pairs — I will have to choose one.

That’s enough for me. Now I need to finish up my Christmas shopping!

Let me know what good deals you scored this weekend. I love to hear!

Get Email Updates

If you liked this post, be sure you’re signed up for my email updates. In addition to my most recent blog posts, you’ll receive exclusive newsletter content like special sales, my newest favorite finds, and an occasional peek behind the scenes — all delivered right to your inbox.

This post contains affiliate links. When you shop through my links, it helps support my business (at no additional cost to you) so thank you!