Checkout the Kenner from Matt & Nat. It is a great bag that serves as my more stylish weekender or gym back.

http://www.mattandnat.com/product/display/844/1/KENNER_

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I've tried crumpler bags (which are great) and various backpacks and duffle bags from REI, but my current bag of choice is the Sunwashed Canvas Bag from LL Bean. It's durable, stylish, and will be converted in to a diaper bag shortly as we are expecting our first child. It has enough room to use for a weekend trip and the outer pockets are useful for storing things like a water bottle or other commonly accessed items.

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Two ways to Go. The Weekender by E Bags is incredibly versatile - Ive used it as my main carry on to Europe a few times (http://www.ebags.com/ebags/weekender_convertible/product_detail/index.cfm?modelid=15026)

Also, the Guy Stuff Weekender (http://www.territoryahead.com/jump.jsp?itemID=8709&itemType=PRODUCT&path=1%2C2%2C4%2C192&iProductID=8709&sortBy=Sort by&page=1&onePage=) from the Territory Ahead is very stylish in a southwestern sort of look.

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Saddleback Leather Co. makes a couple of messenger bags, duffles, and backpacks that could all work, and look amazing. The Large Satchel converts to a backpack, which is convenient.

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I would go for any of the Wm. J. Mills & Co. duffel bags. http://shop.millscanvas.com/DuckDuffelBags.html They have a huge color pallet available in Cotton duck (preferred) or patterns in acrylic. Simple in construction and very sturdy. Beyond the duffels is an assortment of canvas briefcases and large tote bags to make a stylish, yet understated set that holds a bunch and travels well. Even if you are last on the airplane, you can always find a spot to cram these carry-ons. If they get dirty you can machine wash them. The workmanship is superb and they last forever.

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Best bag I've ever owned is the Venezia Grande:http://www.flotoimports.com/VenGrandeDuffle-luggage.html from Floto.

Not cheap but worth every penny I spent on it.

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Best bag I've ever owned is the Venezia Grande from Floto.

Not cheap but worth every penny I spent on it.

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Tom Bihn Aeronaut is my preferred bag.
http://www.tombihn.com/page/001/PROD/500/TB0906

Airline carry on size and the packing cubes for it allow you to pack more than I would have ever expected.

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I'm partial to a generic roll-on gym bag. Goes from camping to road trip to the airport.

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Get yourself a RedOxx Air Boss, and you can take it with you on your last journey off this planet.

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I feel it depends on what you are planning for the weekend. If it is all casual, I will typically just throw everything in to my backpack.

Osprey Stratos 24

If I am bringing nicer clothes, I will use a MLC (maximum legal carry-on) Burrito by Patagonia.

MLC Burrito

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how much crap you gonna pack? when its fully packed can you lift it? If you can't lift it you have too large a bag and way too much shit. See your therapist. Now how much money do you want to spend? You can go couture and spend hundreds if not thousands and people will know you are a poser. Or you can go to the local ArmyNavy store and get some knockoff knapsack. And everyone will know you wish you had enough money to be a poser.
Or you could actually do some research on this new thing called the internet? and there's this thingy called Google? plug in weekend bag start your own research.
Duluth has some nice stuff so does Louis Vitton somewhere in between is the perfect bag for you enjoy the hunt

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featured on Uncrate a few months ago:

fossil-redmond-duffle-bag

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featured on Uncrate a few months ago:

fossil-redmond-duffle-bag

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This is a pretty nice weekender canvas bag I bought (sage color) a couple weeks ago. It's well made and looks nice, on sale for under $100.

http://www.ebags.com/ebags/colorado_duffel_bag/product_detail/index.cfm?modelid=117535

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My lifelong companion is a Filson.

"Filson Small Duffel"http://www.filson.com/product/index.jsp?productId=2092382&cp=2065001.2075128 → Filson: Small Duffel

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My lifelong companion is a Filson.

http://www.filson.com/product/index.jsp?productId=2092382&cp=2065001.2075128

stupid freaking code.

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The Coach Men's Transatlantic Cabin Bag.

"Coach Transatlantic Cabin Bag":
http://www.coach.com/online/handbags/-men-10551-10051-82-en?viewType=viewall&t1Id=82&t2Id=82

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My mother and I make some pretty awesome duffel bags out of laminate sailcloth material, including our new Carbon Fiber Airstream

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You can't go wrong with something that is understated, functional, waterproof and large enough for your laptop and all the other tech stuff you probably can't live without (or at least I can't live without out). This Jack Spade Industrial Field Bag also has uses space like none other, with a front flap pocket that is totally hidden from view and organizational pockets on all sides of the inner lining surrounding the main inner chamber.

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