Hobo Bags You’ll Love

woman posing with frye hobo handbag

There are handbags and purses for every occasion, style preference and personality, and understandably so. Handbags are not just a functional item but rather an expression of who I am.

I may want to rock a vintage look in a T shirt and jeans, a tote bag for a weekend getaway, a satchel bag for work, or a small adorable clutch for the evening.

But the hobo bag may potentially be a good combination of many bags as they tend to be pretty roomy, come in many different styles and large enough to carry all of my essential items for the day.

Hobo bags have certainly been around for awhile, but they are making a strong comeback of late.

If you’re like me, you don’t want to spend thousands of dollars on a designer hobo bag. Therefore, I’ve focused this list on high quality hobo bags that are stylish and built to last, and are highly rated by editors and users across the interwebs.

The below hobo bags are the right combination of space (for all your books, accessories, digital goodies, and mini bags), slouch, design and price.

Frye Melissa Leather Hobo

Frye Melissa Leather Hobo

Frye Melissa bags are classy and luxurious without breaking the bank. This bag is made of high quality leather with a smooth finish, and a dark brown interior.

Though it’s made of high quality material with plenty of room inside to fit a 13” MacBook for example, it’s actually light enough to prevent from being cumbersome, as noted by many users.

The only knock is the lack of enough pockets, which will help keep you organized.

For dimensions, additional colors and current pricing, click below:

Vintage Leather Hobo Bag

kattee brown leather tote bag

I.Love.This.Bag. The leather is really smooth and soft to the touch, while still being sturdy enough to retain the bag’s shape.

The hardware and adjustable strap are high quality as well, but some people may not like the fact that the strap is extra long so you may prefer to carry it by the handles.

This bag is perfect for everyday use and can be used for work as it is really large.

The inside is dark brown with a nice satin lining material, and there’s a divider that runs the length of the bag to keep your stuff well separated.

Pockets: There’s a divided

For dimensions, additional colors and current pricing, click below:

Black Pebbled Leather Hobo

allsaints kita pellbled leather black crossbody bag

This is a traditional slouchy hobo bag, but the kicker is that it is actually made to stand.

So it will retain its form because it’s beautifully crafted, and more importantly it has enough room to carry several items, while being simultaneously light enough to not weigh you down.

For dimensions, additional colors and current pricing, click below:

Luxurious Rebecca Minkoff Leather Hobo Handbag

rebecca minkoff michelle hobo white

This hobo bag is from the famous Minkoff collection. It is a classic hobo bag with a vintage look and feel.

It’s a bit pricey so you may have to wait a bit before buying the matching shoes.

For dimensions, additional colors and current pricing, click below:

Black (Affordable) Leather Hobo Handbag

bostanten black leather purse with brown strap

This is a classic (and affordable) hobo bag available in many colors, but I’m partial to the brown and light blue versions.

I’ve been known to not fully close my water at times so it’s good to know the inside is waterproof.

There are two straps/handles that can be used interchangeably depending on your preference. And it has enough capacity to carry my tablet, wallet, makeup and glasses.

Pockets: main zipper pocket divides the bag in half, two slip pockets, an inner zipper pocket and plenty of outside zipper pockets as well. Perfect!

For dimensions, additional colors and current pricing, click below:

The Sak Kendra Hobo (Affordable) Handbag

the sak brown leather hobo


Ok, users seem to love this bag on Amazon. One went so far as to say this is the only bag she has ever owned! While I won’t go that far, there’s a lot to love about this hobo bag from Sak Kendra and it’s a great addition to any collection.

It’s made of a soft (yet durable) supple leather that comes in a variety of different colors, with a print-lined interior that is held together by a strudy top zipper.

Pockets: It has plenty of pockets and room for a whole host of items. Specifically, two on either end, a back zipper pocket, and small inside pockets will help keep you super organized with easy access to everything.

For dimensions, additional colors and current pricing, click below:

See Also
michael kors bag

Fossil Small Hobo Purse Handbag

fossil maya hobo handbag in brown

This is a stylish hobo handbag that has a great looking exterior made of synthetic leather that is absolutely beautiful and soft to the touch, giving it that classic hobo slouch.

It’s spacious enough to fit a lot of items without being annoyingly bulky. For example, you can fit a book (or to), a mini bag, makeup bag, small iPad and the essentials.

It has a really nice shoulder strap so you can wear the bag crossbody style and is accented by brass hardware.

Pockets: the main zipper pocket, two slide pockets.

For dimensions, additional colors and current pricing, click below:

Small Black Sak Huntley Hobo Bag

black sak huntley hobo handbag

This small Hobo is surprisingly roomy given how lightweight it is. It is simple yet elegant with strong stitching and zippers that blend in with the color of the bag.

Pockets: separation pockets (which I love) via the center zipper, a back wall zipper pocket and two front pockets. Easy access to everything.

For dimensions, additional colors and current pricing, click below:

Frye Melissa Hobo Handbag

light brown frye melissa leather hobo bag

This is a Frye Melissa Leather Hobo Bag that is on the pricier side of this list, but I had to include it because it looks absolutely gorgeous.

I like the brown with the adjustable strap but there are several other colors from which to choose, and it has a number of inner pockets as well as a side pocket for my keys.

For dimensions, additional colors and current pricing, click below:

FRYE Demi Drawstring Leather Hobo Bag

FRYE is one of my favorite brands as these handbags are a good combination of luxury and affordability. You will pay a bit more than the average bag, but the investment will be well worth it for a bag that can last you many years (and get better with age).

This antiquated leather hobo bag has a polished leather exterior,  with cotton interior lining. I like that it can be used as a crossbody or over the shoulder bag as well with its adjustable leather strap.

Pockets: outside magnetic snap pocket, one inside zip pocket and two additional interior pockets.

For dimensions, additional colors and current pricing, click below:

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