It's Almost Princess Diana Spring—The Best Sweatshirts to Pair With Bike Shorts and Beyond (2024)

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Material: 55% cotton, 45% polyester | Colors: Blue, cream, green, light heather grey| Care: Machine wash cold | Size Range: XXS–XL

For best overall, Abercrombie & Fitch’s classic logo crewneck ranks high for many reasons. The retailer proves you don’t need to spend much on a long-lasting item that’ll never fail to add a laidback yet polished feel to everyday separates. The reviews continue to pour in for its comfy design—the signature fleece fabric and loose fit will never disappoint.

Material: 100% cotton | Colors: White, Light Pink, Indigo +more | Care: Not listed | Size Range: S–5XL

The famous Gilden sweatshirt is a blank canvas not just for screenprinting funky artwork on but as a basic to wear on its own. For under $10, this sweatshirt offers bang for your buck on the comfort and affordability front. According to happy customers, this sweatshirt truly embodies the classic sweatshirt style and offers a level of versatility that suits various occasions - whether it’s for lounging at home, running errands, or enjoying outdoor activities.

Material: 100% cotton & polyester blend | Colors: Nevis | Care: Machine wash | Size Range: XXS–XXL

If you’re looking for a sweatshirt with a cute design, then you might want to consider investing in Ralph Lauren’s embroidered Polo Bear sweatshirt. The cotton-blend fleece is super comfy and comes adorned with the brand’s iconic polo bear motif. Dress up the $200 shirt over a collared top and jeans for the ultimate quiet luxury outfit.

Material: 80% cotton, 20% polyester | Colors: Gray Heather, Picante Red, Oil Green +more | Care: Machine wash | Size Range: XXS–XXL

The oversized sweatshirt look doesn’t have to be so frumpy, and Nike’s Phoenix crewneck nails the baggy look. Its dropped shoulders and roomy fit bring a throwback feel to any outfit. It also comes in a range of colorways - from vibrant pops to classic neutral hues - so you can go super statement or choose a more neutral everyday option.

Material: 100% cotton | Colors: Lollipop| Care: Machine wash cold | Size Range: XS–2XL

Good American’s Crewneck Sweatshirt is made from a soft-to-the-touch, hot-pink cotton for those days when you, and your outfit, really need a lift. We love the oversized fit that falls right at the hip, making it the best for lounging around the house or with jeans when running errands.

Material: 100% organic cotton | Colors: Artichoke | Care: Machine wash | Size Range: XS–XL

Logomania is bound to stick around but it isn’t always as obnoxious as one might believe. Only a few brands have mastered the casual yet cool logo, and Annie Bing is one of them. The label’s Tyler sweatshirt is a Hailey Bieber-approved classic and her endorsem*nt is with reason. The Annie Bing logo at the front is made with fuzzy letters and the body is a rich green colorway that’ll be in your wardrobe for years to come.

Material: 50% cotton, 50% polyester | Colors: Black, Hot pink, Army Green +more | Care: Machine wash | Size Range: S–XXL

In case you didn’t know, Amazon offers sweatshirts at deals too good to pass on. This half-zip top not only allows for breathing room at the neckline, but its ‘90s-inspired style is simply timeless. No wonder it has so many rave reviews as well as being a Byrdie favorite. We recommend buying your normal size, even if you want an oversized fit as it does run large.

Material: 95% cotton, 5% elastane | Colors: Black, Lapis, Vapor +more | Care: Machine wash cold | Size Range: 4XS–4XL

Style expert Aysia B. suggests Universal Standard for all of your size-inclusive needs. With sizes from 4XS to 4XL, this pullover is lightweight but warm enough to keep you cozy in any season. The Fiona sweatshirt is completed with side slits to add an elevated hint of cool.

Material: 100% cotton and polyester blend | Colors: Pink, Gray, Light Purple +more | Care: Machine wash | Size Range: OS

Urban Outfitters’ Urban Renewal program includes a range of oversized sweatshirts, and this heart tie-dye piece is at the top of our wishlist. It has a relaxed crew neck with long sleeves and a vibrant hot-pink design that we love. Each upcycled item is also one-of-a-kind so no one will have a sweatshirt quite like yours.

Material: 85% organic cotton, 15% polyester | Colors: Light Orange and Sage Green | Care: Machine wash | Size Range: S–XL

Bianca Saunder’s funky mix of orange and green is autumn in a nutshell. Wear it to add a dose of vibrance to the more neutral parts of your wardrobe, or clash it with other bright shades for a real statement. It’s also made from 85% organic cotton which gives it a super-soft feel on the skin.

Material: 100% organic cotton | Colors: Espresso, Dark Olive, Vintage White, and Heather Gray | Care: Machine wash cold | Size Range: XS–XL

Reformation has a slew of timeless and sustainable styles within its collection, and this oversized crewneck is one of our favorite everyday options. The vintage-inspired sweater is baggy and comfy, and for under $100, this is what we imagine an elevated old-school sweatshirt to look and feel like.

Material: 60% cotton, 40% polyester | Colors: Black, Navy, Sage Green +more | Care: Machine wash | Size Range: XS–6XL

Sweatshirts don’t just make for a great top—they work well as dresses, too. This Amazon Essentials knit mini dress is made with a soft, sweatshirt material that checks off all the right boxes (did we mention it also has pockets?) The belted feature in the middle helps give it more shape as it’s cinched at the waist, and it can be worn as loungewear or a cute outfit to wear out during the day.

Material: 90% cotton, 10% polyester | Colors: Espresso, White, Black +more | Care: Machine wash cold | Size Range: XS–4XL

Hoodies are another way to rock the sweatshirt look, and it remains one of our go-to essentials. We trust Old Navy when choosing forever pieces, so it comes as no surprise that the retailer has made “the perfect sweatshirt.” According to online reviews, the cropped pullover has the right oversized fit because it’s soft and not too cropped at the waist.

Material: 60% cotton, 40% polyester | Colors: Black, Blue, Coral Pink +more | Care: Machine wash | Size Range: XS–6XL

For less than $25, Amazon’s fleece crewneck will keep you warm and cozy when the temperature drops. Online reviewers rave about its soft material that’s perfect for lounging at home or staying comfy in the office. We’d advise sizing up, though, as it can run small.

FAQ

• How do you tuck in a sweatshirt?

  Tucking in a sweatshirt all depends on the style and length of your shirt of choice. Once you decide on the right fit for you, the tucking method typically works best with an oversize one as it gives more fabric to work with. Glazer suggests a couple of tricks, like wearing a bralette and tucking it up into it, or making a clean fold and tucking the front of it neatly at the front of the bottoms. “I tend to opt out from tucking in the back of a sweatshirt as the front tuck gives a more off-duty model vibe,” she says.

  Aysia B adds she does a corner French tuck, which is just “picking one side to tuck your sweatshirt into that's close to the side seam of your pants.” She says she also likes to “tie the front with a scrunchie and tuck it under to give a cropped sweatshirt look.”

• What are some different ways to style a sweatshirt?

  We’re not exaggerating when we say that you can rarely go wrong with styling a sweatshirt, no matter the occasion. Aysia B. says her favorite styling tricks with some very wide-leg jeans and a statement earring as it gives her an effortless chic outfit that’s super comfortable. “Another way to style a sweatshirt is by wearing it over a button-up with a tennis skirt,” she adds. “I’m here for the polished and preppy looks always!”

• How do you dress up a sweatshirt?

  Whenever it’s time to dress up a sweatshirt, Aysia B. would grab one that is bold in design and color as the base. She’d then layer a few necklaces, pair them with textured pants similar in color to the sweatshirt, and add a cute loafer. “An edgier way to dress up a sweatshirt would be to pair it with leather shorts or a skirt,” she explains. “I’d also add in some chunky jewelry for more visual interest, and pair the fit with some comfy mule sandals.”