Best Oversized bags _ Holding_ Hero Horizontal
Prada Donna FW21

15 Oversized Bags to Invest In—and Fill with Unnecessary Things

They’re bigger and better than ever.

Big bags are a necessary accessory (try and say that after a round of cocktails). Olivia Pope, Mary Poppins, and the Olsen twins are just a few of the names synonymous with extra-large purses. But this shared accessory choice isn’t simply a matter of great taste—these women all have things to do; they need a bag that can pack as much as their calendar. While tiny bag trends imply all we need is a coral lipstick to conquer the world, the reality is much different. SPF moisturizers, hand cream, and natural lip balm have become the everyday essentials we all require to look as good as we feel. And that’s just cosmetics—don’t get us started on luxury fragrance. Thankfully for us never-pack-light-folks, the accessory gods are on our side. The Fall/Winter 2021 shows (see Prada and Proenza Schouler) prove oversized bags have returned, in a big way—pun intended.

But if you, like us, can’t wait to reprise this muscle-building trend, then don’t worry—we’ve got you covered. Below we break down the 15 best-oversized bags so you never have to compromise on space.

Shop Oversized Bags

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Staud: Sasha Large Oversized Bag

The L.A-based brand Staud was founded on the shared vision that fashion should be empowering and accessible, a sentiment that translates into their accessory range. Rendered in a lush brown exterior, the Sasha bag combines the signature shape of Staud’s moon bag and the relaxed silhouette of your everyday hobo bag. The product? A spacious accessory that rests comfortably in the crook of your arm.

Staud Sasha Large Brown Leather Shoulder Bag available at Harvey Nichols for $500.00 BUY NOW
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Vivienne Westwood: Johanna Large Crocodile-Effect Tote

Designer totes are the ultimate oversized bags. However, Vivienne Westwood takes the purse we all know and love and transforms it in a way that only she could. Dyed luxurious red and crafted using vegan leather, this crocodile-effect bag is a call to action to stay fabulous and shop-wisely. Not to mention Westwood’s shimmering golden plaque is a surefire way to show off your fashion prowess.

RELATED: 17 Classic Designer Totes That Will Fit All Your Daily Needs.

VIVIENNE WESTWOOD Johanna Large Crocodile-Effect Faux Leather Tote available at Harvey Nichols for $360.00 BUY NOW
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Fendi: Sunshine Shopper Large Embossed Leather Tote

Fendi knows how to create luxury purses—remember the baguette bag? And this large leather tote is no different. Embossed with the brand’s standout logo (right down to the top handles), and cast in a rich off-white color, you can see the Italian luxury bursting through the top-stitching. But don’t let the sandy color fool you; urbanites can sport this bag as well. With a spacious interior, made to carry a spare pair of pumps and a laptop, you need not look any further for your new work-to-weekend bag.

RELATED: 15 Vegan Handbags That Are As Chic As They Are Cruelty-Free.

Fendi Sunshine Shopper Large Embossed Leather Tote available at Net-a-Porter for $2,790.00 BUY NOW
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Acne Studios: Musubi Maxi Brown Leather

At first glance, this may seem like your standard tote, but we encourage you to look closer. While the smooth chocolate color touches on Acne’s minimalist mindset, the knotted side detailing speaks to the brand’s playful heart. Wide enough to carry all you want and more, this maxi brown leather bag is the must-have accessory for the casual dresser, who appreciates luxury but doesn’t want to shout about it.

Acne Studios Musubi Maxi Brown Leather Tote available at Harvey Nichols for $1,550.00 BUY NOW
Bottega Veneta $6,250.00 BUY NOW
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Bottega Veneta: The Jodie Maxi Bag

Bottega Veneta bags exude the modernity and sophistication we all crave. If this is your first time seeing the Jodie bag (the mini versions are an Instagram favorite), let us introduce you. Hand-woven using Italy’s finest leather, this bag takes the brand’s signature Interecciato pattern (a weaving technique used to ensure durability) and molds it into a seamless curved shape that hugs your body and is roomy enough for all-day use.

Bottega Veneta The Jodie Maxi Bag available at Moda Operandi for $6,250.00 BUY NOW
Proenza Schouler $1,295.00 BUY NOW
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Proenza Schouler: XL Ruched Paneled Leather Tote

Can an oversized carry-on bag be cool? Proenza Schouler says yes. Set in a seductive navy color, this all-leather design is for the high-flyer who doesn’t want her style to be landlocked. Its ruched center adds a touch of character to your regular hold-all and if sported properly, you might just get a first-class upgrade. But while its wide interior and internal zipper pouch make it the perfect travel companion, you could also pair it with a power suit for a business-chic look.

Proenza Schouler XL Ruched Paneled Leather Tote available at MatchesFashion for $1,295.00 BUY NOW
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Kassl Editions: Square Oil Small Padded Coated Tote

Mansur Gavriel may have the cloud clutch, but it’s Kassl Editions who owns the pillow purse. Padded internally, and covered with a dark brown cotton blend, this bag is the comfortable go-to for when you have a lot to carry and you don’t want to feel it. From trips to the grocery store to weekends away in Miami, a padded tote is a fail-safe option for a relaxed, high-fashion, look that says, “I’m not trying too hard.”

KASSL EDITIONS Square Oil Small Padded Coated Tote available at Harvey Nichols for $250.00 BUY NOW
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Burberry: XL Smooth Leather Canvas Tote

The beach is calling, and it wants you to bring your Burberry canvas tote. Mirroring the expansive summer bags trend of last year (calling Saint Laurent’s River Gauche tote), this smooth leather silhouette takes the standard logo-infused style and reimagines it in the iconic Burberry check, for a haute heritage look.

Burberry XL Smooth Leather Canvas Beach Tote available at Luisaviaroma for $1,490.00 BUY NOW
Best Oversized bags _9
Wyld Empyre
Leather Carlyle Tote
$1,800.00 BUY NOW
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Wyld Empyre: Leather Carlyle Tote

Named after the famous New York City hotel, Wyld Empyre’s Carlyle tote is the most versatile bag to have in your accessory arsenal. Its vibrant red leather exterior speaks to the woman who knows what she wants and goes after it. But aside from its luxurious design, which will see you through any occasion, the tote is sized to fit seamlessly underneath an airplane seat so you can land and head to dinner in no time at all.

Wyld Empyre Leather Carlyle Tote available at Wyld Empyre for $1,800.00 BUY NOW
Mansur Gavriel $595.00 BUY NOW
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Mansur Gavriel: Cloud Leather Clutch

Oversized bags aren’t just totes and shoulder bags. No, the extra-large clutch is having a moment, too. With its soft leather structure and metal clasp closure, this clutch is an elegant accomplice for an evening affair. While other envelope clutches tend to weigh you down, residing your belongings in one place, the cloud clutch evenly distributes your necessities for an ultra-chic, cool-girl look.


Mansur Gavriel Cloud Leather Clutch available at Luisaviaroma for $595.00 BUY NOW
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Loro Piana: Sesia Large Textured-Leather and Canvas Tote

Loro Piana’s Sesia leather and canvas tote is one of the most sought-after bags of the season, and these lust-worthy colorways are proof. Available in pastel green, yellow, and rose, the tote is a spring-time palate cleanser for our neutral-hued winter accessories. What’s more, the luxurious canvas and leather combination means this bag isn’t just bound to one setting, you can dress it down beachside or elevate it for the urban jungle.


Loro Piana Sesia Large Textured-Leather And Canvas Tote available at Net-a-Porter for $3,725.00 BUY NOW
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Chanel: 1992 Jumbo Classic Flap Shoulder Bag

Can’t quite give up your classic Chanel bag but you want something a little roomier? The jumbo flap shoulder is the solution. Mirroring the same classic silhouette, this is a bag you’ll come back to time after time—for midday coffee runs and evening dinners. And if that isn’t reason enough, the jumbo bag is one of the rarer Chanel accessories, meaning you’ll most definitely stand out from the crowd.

Chanel 1992 Jumbo Classic Flap Shoulder Bag available at Farfetch for $10,739.00 BUY NOW
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Le Marie: Large Braided-Handle Cotton-Blend Twill Tote Bag

Le Marie offers you a multi-purpose bag. Made by artisans and using soft materials like cotton and linen, this bag speaks to the multifaceted person in all of us. Its wide, hand-braided, vegetable-dyed handles create an open silhouette so you can either carry it from the top or wear it as a backpack. With this bag, the world is your oyster.

Le Maire Large Braided-Handle Cotton-Blend Twill Tote Bag available at MatchesFashion for $980.00 BUY NOW
Stella McCartney $1,100.00 BUY NOW
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Stella McCartney: Large Falabella Raffia Tote Bag

An updated take on the classic, the large Falabella raffia tote is about to become your new go-to transeasonal bag. Combining luxury (faux) leather with relaxed raffia, Stella McCartney’s tote is the accessory equivalent to a spring-time jacket that you can wear again and again.

Stella McCartney Large Falabella Raffia Tote Bag available at Farfetch for $1,100.00 BUY NOW
Prada $2,850.00 BUY NOW
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Prada: Hand-Held Tote

Our on-the-go necessities list is ever growing—but fear not, Prada’s hand-held tote is here to help. Rendered in a gorgeous caramel and white color, this carry-all is made for summer in the city. Its simply cut silhouette and polished aesthetic evoke a feeling of relaxed sophistication—a look that never goes out of style. 

RELATED: The Best Prada Bags to Invest In Now—and Love Forever

Prada Hand-Held Tote Bag available at Farfetch for $2,850.00 BUY NOW
About the Author
Harry Archer is the Assistant Fashion Editor at Editorialist, where he works on all things trends, the latest designer drops, and investigates the relationship between fashion and culture. His work has also been featured in the Gay Times and Attitude. When he's not invested in pop culture, you'll find him engrossed in a book, running, or doing a red wine rendition of “Can't Fight the Moonlight” from the critically acclaimed film Coyote Ugly.
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