Which is better for travel?

The Nylon Small Crossbody. It is lightweight, easy to clean, and its adjustable, detachable strap lets you wear it across the body with your hands free.

The nylon crossbody has more pockets: an outside zip pocket, an inside zip pocket, a slip pocket, and a cell phone pocket. The hobo is a compact shoulder bag with one inside pocket and one inside zip pocket.

Is the leather hobo worth the extra money?

It is not extra money right now. The hobo is $99.00 at ILoveDooney and the nylon crossbody is $92.00 at Amazon, both as of November 4, 2026. Pay the $7 more only if you want leather.

Can I wear the hobo as a crossbody?

No. Its strap drop is 9 inches, so it sits on the shoulder. Reviewers also report the strap is extremely hard to adjust.

Leather usually ages better than nylon, but the hobo's strap is a known weak point because reviewers say it is very hard to adjust. Nylon resists wear and cleans up easily.

Which is cheaper right now?

The Nylon Small Crossbody at $92.00 at Amazon as of November 4, 2026. The Pebble Grain Hobo is $99.00 at ILoveDooney as of the same date.

Dooney & Bourke Pebble Grain Hobo Leather Shoulder Bag vs Dooney & Bourke Nylon Small Crossbody

Buy the Nylon Small Crossbody if you want a light, hands-free bag for travel or daily errands. Buy the Pebble Grain Hobo if you want a leather shoulder bag and can live with a fixed 9-inch drop. The hobo is $99.00 at ILoveDooney as of November 4, 2026, and the nylon crossbody is $92.00 at Amazon as of the same date, so the nylon bag is $7 cheaper.

Today the Dooney & Bourke Nylon Small Crossbody costs $7.00 less at its best price.

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