Looking for preppy outfits to wear this season? Check out 15 Cute Fall Preppy Outfits to Channel Your Inner Blair Waldorf.
I remember watching the series ‘Gossip Girl’ and being blown away by the girls’ outfits . Especially Blair Waldorf’s. Her outfits were to die for.
With the fall season here, I wanted to bring some of her style into my own closet. I kept asking myself, ‘What would Blair Waldorf wear in autumn?’ I pictured rich fabrics, sharp lines, and of course, a headband. Her polished preppy outfits are perfect for this season. Well, in my opinion anyway.
If you want to key into your inner Blair Waldorf this autumn, you don’t need a big budget to pull it off.
Start with layers, and finish with a few key details. Picture blazers, pleats, pearls, and loafers in rich textures and deep colors.
We’ve put together 15 cute preppy outfits that are simple to recreate. They combine classic pieces with cozy layers, so you look stylish without much effort.
So let’s get inspired by Blair’s style and make it your own.
What Are The Preppy Pieces You Need This Fall?
Some wardrobe pieces you will need are :
- a tailored blazer,
- a pleated skirt,
- a cable-knit jumper,
- loafers
- a headband .
Choose wool, tweed, or corduroy for warmth, and pick fall colours like navy, burgundy, camel, and olive.
You can pair a plaid blazer with a white shirt and jeans for a sharp look. Or wear a cable-knit with a check skirt to look neat while staying cosy.
. You also can’t go wrong with layering, especially this season. I always wear a collared shirt under a jumper, a cardigan over a blouse, and tights under a skirt. Easy Peasy.
I also opt for quality fabrics like tweed. It looks glam, even if it is from the high street. Try Roselinni, H&M, Mango, Uniqlo, and & Other Stories for budget-friendly finds. Vintage shops are great for finding tweed blazers and silk scarves. I wear it with straight-leg jeans or a chunky sock with loafers.
The fabrics you choose this season are crucial for staying warm but chic. You can pair a trench or pea coat layer over blazers. Add a cherry headband or a printed scarf to make it pop.
Blazers and Cardigans
A plaid or navy blazer is a hallmark of the preppy look. A soft cardigan is also cosy and stylish. I just layer them over my collared shirts for that neat, schoolgirl Blair look. You can choose autumn shades like burgundy, camel, and olive for a rich look.
Two easy combos:
- Navy blazer, striped shirt, black trousers, and loafers, topped with a pearl clip.
- Camel cardigan, white blouse, tartan skirt, tights, and ankle boots, finished with a slim belt.
Skirts and Trousers
Go for a cute preppy look in a wool pleated skirt, even on windy days. Also, opt for slim trousers or tapered chinos for a modern preppy aesthetic.
I also add tights on chilly fall days. Try opaque black, ribbed brown, or textured tights for an eye-catching ensemble. I also add leather loafers and ankle boots for that preppy aesthetic and finish with pearl earrings, a silk scarf, and a watch.
A headband is Blair’s signature. Padded styles work. A thin velvet band often looks cleaner. Add personal flair with colours or monograms. I love adding them to my outfits, especially when I am wearing my pleated skirts.
15 Cute Fall Outfits to Channel Your Inner Blair
Outfits 1 to 5: Classic Schoolgirl
- Plaid blazer, white blouse, pleated skirt, knee socks, loafers. Finish off with a silk scarf to stay warm and have a very Blair Waldorf look.
- Cable jumper, tartan skirt, opaque tights, ballet flats. Sweet and tidy, try deep green. Shop H&M or M&S for budget knits.
- Button-down shirt, wool blazer, chinos, brogues. Clean lines, strong shoulders, perfect for office days and long lunches. I found my perfect semi-formal blazer at Rosellini, and it’s become my fall staple.
- Polo neck, A-line skirt, soft cardigan, ankle boots. Warm layers, nipped waist, easy to mix with burgundy or navy.
- Try rocking a Collared dress with a trench coat, pearls, and Mary Janes for a classic, ladylike outfit. Add a belt to accentuate your waist.
Outfits 6 to 10: Layered Outfits
- V-neck jumper, button-front skirt, fair isle vest, riding boots. This jumper outfit is easy to put together and is perfect for the weekend.
- Oxford shirt, pea coat, Bermuda shorts, wool tights. This is a smart twist on shorts and looks great with loafers. Choose navy and grey.
- Peter Pan collar blouse, knit dress, slim belt, low heels, and finish off with a headband.
- Sporty meets prep in this Rugby shirt, pleated trousers, blazer, and scarf. Try rust and navy. Go to Uniqlo if you’re on a budget.
- For that quiet luxury look, opt for a Cashmere jumper, midi skirt, headband, and suede loafers. This outfit is ideal for meetings or dinner.
Outfits 11 to 15: Playful Twists on Preppy
- If you want to rock textures, try a Striped shirt, a corduroy skirt, argyle socks, and derbies. You also lean into camel or chocolate brown this season.
- Add a feminine touch to your ensemble with a lace blouse. Layer on a tweed jacket paired with culottes, and complete with booties, a berry lip, and pearls.
- Bow-tie top, puffer vest, straight jeans, wellies. Add a tartan umbrella and a tidy bun for that classic fall ensemble.
- Seersucker blouse, long coat, gloves, pumps. Mix light fabric tops with a heavy coat. This is perfect for a night at the theatre.
- Monogrammed jumper, wrap skirt, beret, flats. I love this Parisian preppy look with strong Blair energy. Just choose simple colours for this outfit.
Tips to Rock the Blair Style All Season
Think of Blair’s wardrobe like a playlist. You can remix every piece to suit the mood, weather, and plans. For work, choose clean and sharp outfits and add details, like a bow hair clip or argyle socks.
On weekends, I swap tailored trousers for straight jeans, but keep a blazer on cooler days. You will turn heads in these ensembles.
Conclusion
We all love Blair Waldorf’s style because it is cute and fun to wear. With the 15 outfits listed above, you can make her look your own all season.
Try one outfit this week and share your favourite outfit in the comments below.
