Summer is full of pool days, popsicles and playdates…and then just like that, it’s time to swap swimsuits for sweaters. Back-to-school season means fresh starts for everyone—yes, that includes your wardrobe. With packed calendars and busy schedules, Stitch Fix Stylists are here to help make fall dressing feel effortless—for moms and kids alike. Get all the expert tips and tricks for how to transition into this new exciting season seamlessly. Let’s do it!
For Moms On the Move
From drop-off to meetings to dinner duty, your fall schedule is likely nonstop. “The key to feeling pulled-together through it all? Stylish, versatile staples that keep up with you,” says Stylist Erin.
- Polished but comfy: “Try monochrome dressing for easy polish,” advises Stylist Michelle, “A camel sweater with tan jeans or a navy sweater set makes getting dressed in the morning a no-brainer—and looks effortlessly put together.”
- Fall casual made easy: “Swap your regular hoodie for a structured jacket or shacket,” says Stylist Erin. Pair with a knit sweater and slip-on shoes or boots for an easy upgrade.
- Dressed-up days: A wrap dress or midi skirt with a cozy cardigan nails the “I-got-this” vibe—whether you’re on a Zoom call or running the PTA.
“The key to feeling pulled-together through it all? Stylish, versatile staples that keep up with you.”
-Erin, Stylist
Picture Day? Picture Perfect.
Family photos coming up? You plan the outfits, the location, the snacks…but don’t forget to plan for your look.
- Stick to timeless pieces: Think dark denim, structured cardigans or a flattering midi dress + denim jacket combo.
- “Coordinate, don’t match,” says Michelle. She continues, “Pick a fall color palette—like burgundy, olive or cream—and let everyone’s look reflect their own personality. Textures like knit, corduroy and denim bring warmth and interest to group photos.”
- Pro tip: Comfort is key. If you feel good, you’ll look good—that confidence will show through the lens.
“Pick a fall color palette—like burgundy, olive or cream—and let everyone’s look reflect their own personality.”
-Michelle, Stylist
Kids’ Fall Outfit Ideas
A new grade means fresh new looks. Whether it’s their first day back or just a cooler morning on the playground, kids’ school outfits should be stylish, durable and easy to move in.
“Choose layers they can take off themselves. Zip-up fleeces, thermal tees under button-ups, and vests make getting dressed—and undressed!—easier during school and play,” says Michelle.
For Boys:
- Pull-on stretch chinos or denim with reinforced knees for all-day play
- Flannel shirts, zip-ups or hoodie layers for warmth and style
- Leather sneakers or boots for a polished, picture-ready finish
For Girls:
- Stretchy denim in new colors and silhouettes (yes to comfort!)
- Playground-friendly shoes with grip—like skater-style sneakers or sweet Mary Janes
- Let her personality shine through with accessories like headbands or fun clips
“Choose layers they can take off themselves. Zip-up fleeces, thermal tees under button-ups, and vests make getting dressed easier during school and play.”
-Michelle, Stylist
Get the Kids Photoshoot Ready
Let your kids express themselves while still getting a cohesive look. “Start with pieces they already love—hoodies, crewnecks, their favorite dresses—then find elevated versions for photo day,” says Stylist Erin.
- Try a cozy knit instead of a sweatshirt, or dressy denim instead of play jeans
- Keep things coordinated with warm, muted tones across everyone’s outfits
- Let them choose something to make the look feel personal—whether that’s a cool jacket or a superhero pin (yes, really!)
“Start with pieces they already love, then find elevated versions for photo day.”
-Erin, Stylist
Growth Spurts? We’ve Got You.
We get it—kids grow fast. That’s why Stitch Fix makes it easy to stay one step ahead. Whether their favorite hoodie is suddenly a crop top, or their best-fitting jeans are getting snug, you can always find a fresh size in Freestyle. Grab their go-to pieces without any guesswork or shopping meltdowns. It’s their style, just in the size for when they need it now.
Find the perfect fit, right from home! Use this handy shoe sizing guide to measure your kid’s feet—just print it out, have them stand on it and follow the easy steps. Because comfy kicks start with the right size!
Make the Switch to Fall the Easy Way
Ready to refresh your family’s fall wardrobe without the stress? Partner with your very own Stylist who can help you conquer the new school year with ease. Take your style quiz, order a Fix and let your Stylist do the work for you. They’ll choose just-for-you pieces to save you time (and a trip to the mall). Keep what works, and return the rest—or keep 5+ pieces and get 20% off your entire order. Shipping and returns are always free—no subscription required. It’s as easy as 1, 2, 3.
