Best Weekender Bags for Autumn 2020

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I love a good weekender bag – something that makes me feel like I’m escaping on a whim, as though my life is so care-free (it’s not!) that I can throw a few essentials in an easy to carry bag and venture off into the great unknown. With current travel restrictions in place, many of us are staying closer to home, taking driving trips instead of extravagant international adventures, and the weekender bag is the perfect accessory.

Autumn is the perfect season for road trips and weekend get-aways. Take a road trip to see the fall colors, smell the fresh crisp air of higher elevations, enjoy the clifftop views of waves crashing below, or spend a day exploring a cozy town with all of it’s rustic charm.

If you’re looking for the perfect weekender bag, check out this list of some of my favorites. All of these bags are great for packing everything you need for a long weekend get-away, and most of them will transition smoothly to the perfect carry-on bag when we start flying regularly again.

All of the weekender bags below are stylish and full of convenient features, and most are quite practically priced. If you are looking for a more economical bag, check out the Travelpro Maxlite 5, the S-Zone Canvas Weekender Bag, the oversized canvas duffel by Newhey, and the Coolife Spinner Trolley Weekender Bag. All of these pieces are under $100, yet good quality and packed with features.

If you are looking to make an investment in a piece of luggage to last through years of traveling, then take a look at the Polare leather travel bag or the Delsey Paris Chatelet Hard+ Spinner Wheel 20″ suitcase. Both of these bags will cost a little more, but are well worth the investment as they are made with extremely durable and light weight materials. The extra features of these weekender bags means you will be traveling in comfortable, as well as impeccable style. If you prefer to spend your money on something that will last for years and provide you every dolllar’s worth of value, these are the bags for you.

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Travelpro Maxlite 5

Travelpro Maxlite 5
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I love this bag because not only is it great for a quick getaway, but when air travel is back in style, it will transition easily to to the perfect carry-on. This bag has lots of pockets and compartments for stowing your make-up bag, accessories, passport (for all those future adventures when the pandemic is a thing of the past), and a good book, along with your clothes and anything else you need to make your weekend perfect.

The Travelpro Maxlite 5 comes in great colors, is water and stain resistant, and durable. It includes a strap on the back to fit over the handle of a roller-bag, making it perfect for packing everything you need to make your flight comfortable.

S-ZONE Women Canvas Weekender Bag

S-ZONE Women’s Canvas Weekender Bag
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This is my go-to bag for a long weekend when I want something stylish and convenient. The separate compartment at the bottom of the bag is great for shoes, make-up bag, wet or dirtied clothing, or anything else that doesn’t pack easily with the rest of your things.

Like the Travelpro Maxlite 5, this bag also includes a strap across the back to fit over the handle of a roller-bag, making it a great extra bag for longer trips as well.

Oversized Travel Duffel by Newhey

Oversized Canvas Duffel by Newhey
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This duffel is my husband’s favorite weekender bag. If you are looking for quality bag that’s more economical than the leather duffels, this bag is for you. Made of water-proof canvas, it’s still soft to the touch and stylish. Everything you need for the weekend will fit in this bag, with inner pockets to keep your smaller items organized.

This duffel bag comes with a shoulder strap for easy carrying, zip pockets on the inside and an extra pocket on the front, as well as a padded pocket inside for a tablet or small laptop. It’s rugged look is perfect for my husband, but it’s stylish enough that I sometimes borrow it from him!

Polare Full Grain Leather Travel Duffel Weekender Bag

Polare Full Grain Leather Travel Duffel
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This luxurious leather duffel is durable, useful, and classy. The bag is built to last with heavy duty zippers and soft, durable cotton lining. The bag includes a laptop compartment as well as pockets for a wallet and phone.

This duffel is the right size for a weekender bag at over 22″ long, 10″ wide and 12.5″ tall, making it large enough to carry several changes of clothing, shoes, accessories, and any thing else you might need for a few days away.

COOLIFE Spinner Trolley Weekender Bag

COOLIFE Spinner Trolley Weekender Bag
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If you prefer a more traditional suitcase style weekender bag, then the COOLIFE Spinner Trolley is a great option. With wheels that rotate 360 degrees and an adjustable handle for easy transporting, this bag is practical and stylish. The 20″ carry-on size of this suitcase includes an easy-access front compartment perfect for your laptop, phone, documents, and anything else you want immediately available.

The Coolife 20″ bag includes compartments inside for organizing your items, mesh separators, and straps for holding everything in place. When the outer panel is opened, you have easy access to lots of pockets and sleeves for your smaller items and documents, as well as a pocket for your laptop.

Delsey Paris Chatelet Hard+ Hardside Luggage with Spinner Wheels

Delsey Paris Chatelet Hard+
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Even if you can’t travel to Europe right now, you can still feel like a world traveler with this gorgeous carry-on size luggage with old world styling as your go-to weekender bag. This luxurious bag contains two large compartments lined with webbing and straps to keep all of your items organized and secured. The shell is polycarbonate, making it extremely durable and lightweight, while the multi-directional wheels make it easy to move.

There are several features which set this bag apart from its competitors. It comes with foldable hanger separate bags for laundry and shoes, making it easy to keep the rest of your luggage clean and fresh. There is a one-button locking system near the handle to keep the bag from rolling away when stopped, even on an incline. The suitcase even comes with a built in tracking device and a 10 year warranty. This bag may be more expensive than some of the other options available, but it is packed with amenities and style and made of high-quality materials, making it worth the investment.

Bonus! This bag is one of a set, so if you really like to make a stylish statement while you travel (which I must admit is one of my secret pleasures!), then check out the matching suitcases, laptop computer bag (I’m asking for this for Christmas!), duffel bag and the entire line of the Delsey Paris Chatelet Hard+ Luggage. This luggage set is gorgeous and could be my new obsession!

I’m wishing you happy and safe travels this fall. Even with the restrictions, it’s possible to get out and see those destinations closer to you while still respecting the people and places your encounter and keeping everyone safe. Don’t forget to pack your mask!

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