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Having a great weekender bag is an essential part of your luggage collection. It's perfect for quick trips and makes for a great personal carry-on item on flights. We like this Open Story Weekender Bag ($80) because it's water resistant, has a pocket for essentials like your laptop and water bottle, and has a convenient snap at the handles so everything will stay together. It also comes in black, and you can read our guide to the best personal item carry on bags.