Best Hobo-style Bags

A lot of new bag styles today are structured and pared-back, because most modern people nowadays prefer the modern form. But sometimes, the flexibility that a hobo bag can provide is still welcome and still preferable. If you are not familiar with what a hobo bag is, it’s a type of bag that is made of soft materials and features a carefree crescent shape, curvy, expandable and sometimes with a bit of a slouch. This style of bag or purse is named “hobo bag” because it looks like the shape of the bundle on a stick that hobos used to carry over their shoulders in cartoons.

If you want to revamp the hobo style, here are some of the best items to consider:

Where to Buy
LeSportsac Classic Hobo
Fossil Maya Small Hobo Handbag
Coach Park Pebble Leather 23293 Hobo Shoulder Bag
Angel Barcelo Roomy Fashion Hobo Womens Handbag
Coach Park Signature Hobo, Khaki/Mahogany
Fossil Corey Hobo
Winkine Women Retro Canvas Hobo Bag
The Sak Kendra Hobo Shoulder Bag
ITSCOSY Women Tote Bag Handbags PU Leather Fashion Hobo Shoulder Bags
Anne Klein Maddie Medium Zip Hobo


1. LeSportsac Classic Hobo

Perhaps you’ve seen or owned a LeSportsac hobo bag before, and this item will let you know it’s never going out of fashion. This classic hobo bag features the LeSportsac brand all throughout its strap. It’s made of 100% polyester with a polyester lining. It comes with two zipped pockets: one on the front and one on the back.

As an elongated bag measuring 8” high and 12” wide, this can fit most of your essentials, even an umbrella and a bottle of water. It also comes with an additional small bag great for storing coins or makeup.

2. Fossil Maya Small Hobo Handbag

This handbag from Fossil is made of leather that looks beautiful and feels soft. It has a natural hobo slouch out from the softness of the material. It comes with a polyester lining inside, plus two slip pockets and one zip pocket inside. It also has one exterior zip pocket.

Measuring 11.5” x 11.25”, it’s a roomy bag that can carry all your everyday essentials without needing a big bag. It’s a bit pricey, but it assures authenticity and quality. This bag comes in 16 beautiful patterns and colors.

3. Coach Park Pebble Leather 23293 Hobo Shoulder Bag

If you’re bored with your neutral shoulder bags, try this hobo bag in a hot pink color to add a splash of color to your wardrobe. This is made of pebbled leather and comes with a zip-top closure. Inside, it comes with a fabric lining and a multi-function pockets inside.

It measures 14.75” x 13” x 3”, which is enough to pack essentials like smartphone, wallet, keys and the like. It comes with a detachable shoulder strap and features a decorative strap for design.

4. Angel Barcelo Roomy Fashion Hobo Womens Handbag

This checkered hobo-style bag is a casual addition to your bag collection. You’d love it as an accent to your plain outfit. It’s made of soft-washed PU leather and comes with a removable shoulder strap. It’s a water-resistant bag, so it’s okay to bring out when it rains. It comes with side pockets, an inside zipper pockets, two zipper compartments and another zipper pocket at the back. It allows for more organized handling of your belongings.

This bag is roomy and spacious – measuring 13.8” x 11.8” x 4.7” – it can fit a lot of your essentials so you can also use it for school, shopping or office. The crossbody strap will make you feel like you’re not bringing anything.

5. Coach Park Signature Hobo, Khaki/Mahogany

Wrapped in Coach’s signature “C” print in dual tone, this hobo bag can be your next go-to purse. It is lined with fabric that features a zippered pocket and two multi-function slip pockets. The top is fully zippered so all your belongings are secure. This bag measures approximately 14.75” long, 13” high and 3” wide.

The bag comes with a mahogany brown leather trim on the bottom to add style, support, and reinforcement as well. It comes with a handle, but it also has a removable shoulder/crossbody strap. The strap may be narrow but it is very sturdy. The zippers and hardware are in silver tone.

6. Fossil Corey Hobo

If you’re looking for a casual hobo bag that feels luxurious and looks stylish, get this one from Fossil. It can be a handbag, a shoulder bag or a crossbody bag, as it comes with two straps as handles. It’s all zipped-up and is made with vintage glazed leather. It measures 13” high and 13” wide, just enough to fit in your everyday essentials. Besides its main zipped pocket, it has 1 interior zip pocket, 2 interior slip pockets, and 2 exterior zip pockets.

What you’ll love about this bag are the style and color. It looks unique and stylish and can go with any outfit you wear. The brown leather trim complements the woven gray fabric, which both adds interest to the black fabric.

7. Winkine Women Retro Canvas Hobo Bag

This retro hobo bag is eco-friendly, as it’s made of durable cotton canvas. It features retro color stripes and faux leather trims that add to its fashionable appeal. It’s pretty cute, and it fits seamlessly with casual jeans to sundresses. While the canvas material is made of cotton, this bag is lined with a polyester inner lining. It’s well-sewn and well-constructed.

This bag measures 15.8” x 13.4” x 2.5”, making it appropriate for use for school, office, shopping or travel. You can fit in here a laptop, camera, iPad, books, notebooks, supplies, extra clothes, and other day-to-day items. It comes with 1 main compartment, 1 back exterior zipper pocket, 1 interior zipper pocket, and a multi-function, interior open pocket. This comes with a purse organizer inside.

8. The Sak Kendra Hobo Shoulder Bag

Looking for a pretty little cute bag? This leather hobo shoulder bag might catch your eye! This is made of imported leather and comes with a synthetic printed lining that features colorful leaves. It has a zipper closure on top and a zipped interior pocket. It also comes with two interior slip pockets and 4 exterior slip pockets.

Measuring 7.5” high and 12” wide, it can fit your travel essentials like umbrella, wallet, phone, makeup and more. It comes with beige color with dark brown leather detailing.

9. ITSCOSY Women Tote Bag Handbags PU Leather Fashion Hobo Shoulder Bags

If you are looking for a hobo bag you can use for business, work or travel, this anti-scratch leather bag is for you. It comes with a zipped main compartment and an adjustable and removable shoulder/crossbody strap. This brown PU leather handbag has a mild antique finish, offering a luxe feel.

This bag comes with a divided main compartment with an inner pocket for organizing, a big zipper pocket in the middle, two interior open pockets and one zipped interior pocket. It has two sizes: medium and large, and both can handle everyday office essentials. It even comes with a free, matching wallet clutch that measures 7.1” x 5”.

10. Anne Klein Maddie Medium Zip Hobo

This hobo bag from Anne Klein is a chic statement to your outfit as it offers understated details and modern shape. It has a natural hobo shape, a 3D iconic lion detail, embossed Anne Klein detail and brass gold hardware.

Inside, it has an interior slip pocket and a red fabric lining. You’d love its luxurious leather feel. You can buy it in black, fire read and lead.