How to Dress Like a Cool Mom
If you’ve ever wondered how to dress like a cool mom, the answer is simpler than you think. It’s all about finding stylish pieces that work for your real life. From sporty-chic errand runs to elevated school event outfits, our stylists have put together looks that prove you can be both practical and fashionable, no matter what your week holds.
Sporty Chic Errand Outfit: Cool Mom Style in Motion
Katie – For a sporty-chic errand look, I love pairing ankle-length jeans with a classic white tee. Layering a neutral sweater over your shoulders instantly looks effortless and put-together. Add neutral sneakers, a baseball cap, and a few playful accessories, and you’re ready to run errands in style. Why it works: Comfortable pieces combined with intentional layering make the outfit look polished without feeling overdone.
Oversized T-Shirt | Oversized V-Neck Sweater | Straight Leg Jeans | Slimline Riviera Sneaker | Black Leather Shoulder Bag | London Baseball Cap | Gold Hoop Earrings
How to Dress Like a Cool Mom for School Events
Katey – The finishing touches and accessories can take an outfit to the next level. This outfit is the perfect choice for back to school nights and open houses. Chocolate and ivory are a great transition into early fall.
Polka Dot Chiffon Top | High Rise Ankle Straight Jeans | Mary Jane Flats | Brown Leather Belt | Gold Chain Bracelet | Gold Daybreak Earrings
Effortless Weekend Brunch & Shopping Outfit Inspiration
Dana – A bubble skirt is a great option for an afternoon adventure. Keep it casual by pairing it with a cropped denim shirt and a cute sneaker. Add some cool sunglasses and a tote bag and you have a casual yet chic daytime look.
Comfy Waist Denim Shirt | Bubble Mini Skirt | Onitsuka Tiger Mexico Sneaker | Black Leather Shoulder Bag | Black Sunglasses | Clear Thin Hoops
Date Night Style: How to Dress Like a Cool Mom After Dark
Dana – The key to styling track pants for a night out is choosing a pair in a more refined material rather than a basic athletic material. Pair with a silky cami and a kitten heel for an unexpected, cool date night look.
Silk Lace Top | Tie-Front Track Pants | Thong Kitten Heels | Black Leather Tooth Bag | Gold Lariat Necklace
Sideline Style: Fashion-Forward Looks for the Sports Mom
Katey – There are days or weekends where you feel like you spend hours on the sideline, and sometimes starting very early in the morning! Layers is key, and I love this lightweight jacket from lululemon. It comes in a variety of colors but olive is a great neutral that looks great with black and white.
Hooded Relaxed Fit Jacket | Stripe Slim Fit Tank | High Rise Jogger | New Balance 327 Sneaker | Woven Checker Fanny | Oui Baseball Hat | Gold Huggie Hoops | Yeti Rambler Mug
Learning how to dress like a cool mom doesn’t require a whole new wardrobe. It just takes the right mix of versatile pieces and styling ideas. Whether you’re brunching, cheering from the sidelines, or heading out for date night, our curated looks show that “mom style” can be effortlessly chic. Ready to take the guesswork out of getting dressed? Our personal shopping services are here to help you create outfits you’ll actually love wearing.
