Up until a few months ago, I carried my trusty Vera Bradley bag from high school on weekend getaways. Anyone else with me on this?? I recently came across this tidbit on Filson’s website:

Pity the man who carries a gym bag on weekend getaways. Not only because he looks like a kid packing for a sleepover, but also because it says something about him: he doesn’t get away much. But, even if the trip is rare, these canvas bags project the right mix of well-travelled sophistication, casual irresponsibility and, of course, style. Not quite as stuffy as a leather bag, but still refined. The way a weekend should be. 

With weekend getaway season right around the corner, below are my top luggage picks:

Cuyana Weekender Bag:

 

 Mark & Graham Canvas with Leather Weekender Bag:

Hudson Sutler Weekender Duffle:

Lo & Sons The Catalina:

 

L.L. Bean Hunter’s Tote (my friend and I just purchased the Large version of this tote):

 

Clare Vivier Weekender Bag:

 

Filson Medium Duffle:

 

 

 

Longchamp Le Pilage Travel Bag:

Forever 21 No-Fuss Weekender Tote:

Baggu Canvas Duffel Bag:

PS: I ordered these custom leather luggage tags; they’d also make a great gift!