10 Classic Bags That Are Worth the Investment
Sierra Mayhew
Whether you’re looking to make your first big fashion investment, add a covetable purse to a growing collection, or simply need an everyday bag to go with all your outfits, it’s always safe to go with a classic. What exactly does that mean? Think something that feels timeless enough to stand the test of time yet chic enough that you’ll actually want to wear it season after season (and, hopefully, year after year). The good and bad news is that the fashion sphere is rife with them—good because there are abundant options to choose from and bad because so many choices can feel overwhelming for a shopper. Not to worry, though, because as usual, we’re here to help you cut through the clutter by sharing our editors’ all-time favorites.
Scroll through to read about and shop the classic bags we love, ranging from the $200s to the $4000s, so you can invest as you please. Happy shopping!
“Mark Cross’s Grace Box bag may never change in shape, but the size, material, and colors update every season, making it feel both timeless and forward with every new iteration. Plus, it’s inspired by a bag Grace Kelly actually wore, so I’m sold either way.” — Nicole Eshaghpour
Shop Nicole's classic bag pick:
“I carry my bucket bag so much that I bought it in another color last season. The price point is so good for such a well-made, timeless bag, and I love anything that you can get away with carrying any season of the year, both day and night.” — Allyson Payer
Shop Allyson's classic bag pick:
“For me, this is the perfect statement handbag—not for being ostentatious or bold (not that there’s anything wrong with that), but for its subtle detailing, unique shape, and elegant-meets-edgy vibe. If you couldn’t tell, I’ve been thinking about this purchase for a while now, and considering how wearable this bag is for everyday styling, it’s worth every hard-earned penny.” — Gina Marinelli
Shop Gina's classic bag pick:
“The subtle bucket shape of this go-anywhere bag will always be in style. I think the snake-embossed leather is as versatile as a simple black leather but feels a tad more unexpected.” — Kat Collings
Shop Kat's classic bag pick:
“I love how this vintage handbag has been past down through generations, making it the type of timeless piece you’ll wear for years to come.” — Anna LaPlaca
Shop Anna's classic bag pick:
“You just can’t go wrong with Gucci. I’ve used a Gucci travel tote for years, and I can’t wait to refresh my current style with one of the new iterations, like this beauty here with the two-tone straps.” — Bobby Schuessler
Shop Bobby's classic bag pick:
“Though it definitely had a moment of ultra popularity, I still think Mansur Gavriel’s bags will stand the test of time. Mine is four years old now and still looks beautiful.” — Aemilia Madden
Shop Aemilia's classic bag pick:
“You can’t go wrong with a classic LV bag. I recently just started wearing mine again, and I receive compliments daily.” — Michelle Scanga
Shop Michelle's classic bag pick:
“The Robinson Crescent Shoulder Bag bag from Tory Burch made it onto my radar a few months ago, and I’ve been eyeing it since. It’s a true classic and the perfect day-to-night bag.” — Kristen Nichols
Shop Kristen's classic bag pick:
“I think structured bags are so timeless, and I love this version by Bulgari. You can use it as a top-handle bag or a crossbody, so it’s super versatile. Plus, the iconic serpent closure takes it to the next level.” — Erin Fitzpatrick
Shop Erin's classic bag pick:
This post was published at an earlier date and has since been updated.
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
- Sierra MayhewFashion Editor
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