The Best Length for Shorts Over 50: Finding a Flattering Fit

Let’s talk about shorts, gurls! Yep, we’re going there. I know shorts can be a bit of a sore subject for many of us over 50, but I’m here to say that you absolutely can wear them (and wear them well!). You don’t have to give up comfort just because the birthdays keep coming. The key is finding the right shorts that flatter your shape, feel comfortable, and help you walk out that door with confidence.

Today, we’re going to talk all about the best length for shorts over 50. We’ll go over inseam lengths, styles that work, and how to pick a pair that makes you feel like a million bucks. Because, let’s face it, if you’re constantly tugging at your hem or worried about showing too much skin, you’re not going to enjoy your day. Life is too short for that, so let’s chat about how you can find the most flattering pair of shorts for your body!

Why Shorts Are Tricky After 50 (But Don’t Have to Be)

Our bodies change over time. Gravity happens. Life happens. And all of that is perfectly normal. But it can make shopping for shorts a little more… complicated. What worked in our 30s might not work anymore, and that’s okay.

A lot of women tell me they’ve just sworn off shorts entirely, but I say don’t give up on them so fast. You just need to find styles that work with your current shape, not against it. And that starts with the length.

If you want to read more about my thoughts on shorts, check out: The Best Shorts For Women Over 50

What’s the Best Inseam Length for Women Over 50?

Shorts come in all different lengths, from teeny-tiny cutoffs to Bermuda styles that go past the knee. Somewhere in the middle is the sweet spot for most women over 50.

Here’s a breakdown of common inseam lengths and how to decide which one’s right for you:

3- to 4-Inch Inseam

This is what I call the “short short.” If you’ve got great legs and you’re confident about showing them off, this length can still work! But for most women over 50, this can feel a little too revealing. It also tends to ride up, and nobody has time for that. I usually skip this length unless I’m wearing them as swim coverups or beachwear.

I do find a lot of athletic shorts fall into this inseam range! You can find some of my favorite athletic shorts (including some longer options) in this post.

5- to 7-Inch Inseam

This length is the Goldilocks zone. A 5- or 6-inch inseam is short enough to show some leg but long enough to cover the upper thigh, which is where most of us feel self-conscious. A 7-inch inseam provides a bit more coverage while still keeping things casual and cool.

If you’re new to shorts or feel hesitant about wearing them, this is the length I’d recommend starting with. You’ll feel polished but not matronly—and that’s the goal, right?

Some of My Favorite 5- to 7-Inch Inseam Shorts:

It is that time of year! The time when we allow our pasty white legs to once again see the sunshine. Lol! I just got in the Waterford 4.5″ Walking Short by Frank & Eileen. These shorts are much more expensive than the clothing I’ve been styling, but I like mixing my price points to create interesting outfits. You can get 15% off the F&E website with the code LOVE. 

These shorts are a game-changer if you like a little extra tummy support without feeling squeezed in. Whether you’re running errands or heading to lunch with friends, these shorts keep you feeling good and looking polished. You can also grab them in khaki or olive green!

If you love a good pair of denim shorts, these from Talbots are a solid pick! The patch pockets give them a fun, vintage feel, and the medium wash has that perfect lived-in look. They’re not too short, not too long—just right for feeling stylish but still covered!

These cuffed shorts have an effortless, laid-back vibe that’s perfect for warm days! The relaxed fit means they’re not clinging to your legs, and NYDJ’s signature “Lift Tuck technology” gives a little extra confidence boost. Throw them on with a tee and sandals, and you’re good to go!

Isn’t this pink color fun? These “Perfect Shorts” hit just above the knee, so you get good coverage without feeling frumpy. They’re perfect for casual outings, and the tailored fit makes them easy to dress up a bit if needed.

A true summer staple! These chino shorts go with everything. Dress them up with a blouse or keep it casual with a tank and sneakers. You might even want them in more than one color!

9- to 11-Inch Inseam (Bermuda Shorts)

These 9″ shorts are a perfect length! These shorts look great, and I like them so much that I also have them in hot pink and white. They will go with anything this summer, and I paired them with a navy & white Striped Puff-Sleeve Ruffle-Collar Top.

These are the long-line shorts that typically hit right above or at the knee. If you like coverage, they’re a solid choice. The trick here is all about the cut. Look for slim or straight-leg Bermudas that skim the thigh instead of flaring out. Otherwise, they can make your legs look wider than they are.

Cuffed styles and a little stretch in the fabric can help these feel more modern and less “grandma on vacation”—unless that’s the look you’re going for, in which case, you do you!

I share some great pairs of Bermuda shorts over in this post, but I’m also sharing some of my favorites below.

Some of My Favorite Bermuda Shorts:

Easy, comfy, and practically stain-proof? Yes, please! These pull-on denim shorts are perfect for days when you want to look put-together without dealing with buttons or zippers. Plus, the no-stain technology means spills don’t stand a chance—perfect for coffee runs or summer BBQs!

If you love a little extra coverage but still want a flattering fit, these Bermuda shorts are a great option. They have NYDJ’s signature slimming panel to smooth things out and a longer length that keeps you covered without looking too boxy. A go-to for vacation, errands, or just an easy everyday look.

These Brigitte shorts are one of the first pairs of Bermuda shorts I owned! The stretch fabric makes them super comfortable, and the pull-on style means no fussing with buttons. They’re polished enough to dress up with a cute blouse but just as easy to pair with a tee and sandals.

Linen shorts that are lined? A dream come true! These have a relaxed fit with just enough structure from the pleats to make them feel polished. Whether you’re strolling through a farmers’ market or heading to brunch, these will keep you cool and looking effortlessly chic!

The Magic of Fit: It’s Not Just About Length

Length matters, but so does fit. Even the perfect inseam won’t work if the waist digs in or the thighs feel too tight.

Here are a few things to look for:

• Mid-rise or high-rise styles give your tummy a little support and help avoid the dreaded muffin top.
• Flat front shorts tend to be more flattering than pleats, which can add volume.
• A little stretch goes a long way. Look for shorts with at least 2-3% spandex or elastane for comfort and ease of movement.
• Pockets that lie flat—bulky pockets can add bulk in places we don’t want it.

How to Try Shorts On (Without Losing Your Mind)

Trying on shorts in a fitting room is enough to test anyone’s patience. I always recommend bringing multiple sizes into the dressing room, even if you think you know your size. Shorts can vary wildly from brand to brand.

Try them on and do a little test walk around. Sit down. Bend over. If they ride up or you feel the need to adjust constantly, put them back on the rack.

You want a pair that stays put and moves with you. Comfort is queen.

My Go-To Shorts Brands for Women Over 50

I’ve tried a lot of shorts over the years. Here are a few brands I know that I can consistently turn to when I need to find a flattering, age-appropriate style:

• J.Crew – Their 5″ and 7″ chino shorts are classics for a reason.
• Talbots – A great source for Bermuda shorts with a tailored feel.
• Old Navy – Surprisingly good for budget-friendly options with stretch.
• NYDJ (Not Your Daughter’s Jeans) – Known for their slimming fit and higher rise.
• Loft – They always have cute patterns and breezy fabrics for summer.

Shop More Shorts of All Lengths for Women Over 50: