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Photo:

The Style Stalker

It seems like a lifetime since I picked up any of my structured handbags now gathering dust in my closet. Ever since working from home back in March, my bag choices have been akin to my clothing—soft, slouchy, easy, and unstructured silhouettes in lieu of office-ready polish.

Curvy and carefree bohemian-inspired bags have been having a major moment this season. On the unways, hobo bags were given a modern twist—from Bottega Veneta’s chic woven leather iterations to Brandon Maxwell’s combination of sumptuous suede and jewel-tones—a far cry from Sienna Miller’s hobo bags that may come to mind when we think of the name. Fashion girls have been quick to take on the relaxed and carefree trend—a natural extension to their more relaxed attire of the past.

If you’re looking to sling the cool-girl bag over your shoulders this season, then take a peek at some of our absolute favorites below that are fresh, modern, effortless, and unabashedly cool—perfect to pair with every ensemble this season.

On the Runway:

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Photo:

Bottega Veneta, Pietro d’Aprano/Getty Images

Hobo silhouettes came in chic woven leather fabric at Bottega Veneta.

Shop Our Favorite Hobo Bags:

Mango Leather Shopper Bag

Mango

Leather Shopper Bag

$99

I’m obsessed with this colorway.

J.Crew Berkeley suede and leather shoulder bag

J.Crew

Berkeley suede and leather shoulder bag

$148

This bag is winning anti-hobo bag wearers over.

Rouje Big Bag

Rouje

Big Bag

$495

I tried this on the other day and can’t stop thinking about it.

Hobo Joni Leather Shoulder Bag

Hobo

Joni Leather Shoulder Bag

$268

The quality of this leather is so good.

Longchamp Le Foulonné Leather Hobo

Longchamp

Le Foulonné Leather Hobo

$560

This bold shade of red has won me over.

Jimmy Choo Ana Hobo Bag

Jimmy Choo

Ana Hobo Bag

$1450

Clay is my new favorite colorway.

Bottega Veneta Bv Jodie Leather Hobo Bag

Bottega Veneta

Bv Jodie Leather Hobo Bag

$4100

The BV Jodie started the madness.

Mango Quilted Short Handle Bag

Mango

Quilted Short Handle Bag

$79

The perfect size.

Saint Laurent Small Le 5 À 7 Leather Hobo

Saint Laurent

Small Le 5 À 7 Leather Hobo

$2650

One of my favorites from Saint Laurent.

Khaite Clara Chain-Embellished Leather Shoulder Bag

Khaite

Clara Chain-Embellished Leather Shoulder Bag

$2400

This one is pretty cool.

Bottega Veneta Mini Jodie Leather Hobo

Bottega Veneta

Mini Jodie Leather Hobo

$2650

I’m loving this colorway.

Free People Leigh Distressed Tote

Free People

Leigh Distressed Tote

$168

I love to see extra pockets.

Mansur Gavriel Mini Candy Leather Hobo Bag

Mansur Gavriel

Mini Candy Leather Hobo Bag

$495

So classic.

A.P.C. Sac Sarah Shoulder

A.P.C.

Sac Sarah Shoulder

$745

I’m so into this saddle bag.

Tom Ford Mini Bianca Croc Embossed Leather Hobo

Tom Ford

Mini Bianca Croc Embossed Leather Hobo

$3290

I’m obsessed.

Jw Anderson Twister Hobo Bag

Jw Anderson

Twister Hobo Bag

$990

Army green is a winner in my book.

Givenchy Mini G-Lock Leather Hobo

Givenchy

Mini G-Lock Leather Hobo

$1650

The perfect every day bag.

Cos Crescent Bag

Cos

Crescent Bag

$250

Big enough to fit everything that you’/ll need all day.

Jacquemus Le Petit Regalo Leather Shoulder Bag

Jacquemus

Le Petit Regalo Leather Shoulder Bag

$1175

People will give you many compliments for this one.

The Reformation Medium Vittoria Tote Bag

The Reformation

Medium Vittoria Tote Bag

$0

I can’t stop telling people that I want this.

Tom Ford Mini Croc Embossed Leather Hobo

Tom Ford

Mini Croc Embossed Leather Hobo

$2190

Pretty in pink.

Savette Tondo Large Textured-Leather Shoulder Bag

Savette

Tondo Large Textured-Leather Shoulder Bag

$1750

This colorway is amazing.

Polo Ralph Lauren Leather Shoulder Bag

Polo Ralph Lauren

Leather Shoulder Bag

$500

Currently viral on TikTok.

Prada Arqué Leather Shoulder Bag

Prada

Arqué Leather Shoulder Bag

$2700

An it-bag in the making.

Bottega Veneta Small Intecciato Leather Hobo Bag

Bottega Veneta

Small Intecciato Leather Hobo Bag

$3100

Now, this one is good.

Free People Roma Suede Tote Bag

Free People

Roma Suede Tote Bag

$98

Ready for a beach day?



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