Fall is one of the best times of year to play with fashion in New York City.
The variety of events and activities happening around town means you get to style looks for work, weekends, date nights, and everything in between.
This season, be inspired by the colors of the changing leaves, cozy textures, and fun layers that are perfect for fall in the city.
The Modern Power Suit
Nothing says fall workwear quite like a pantsuit.
opt for one in a rich fall hue like burgundy, forest green, or navy.
Choose a slightly cropped wide-leg pant and pair it with a fitted blazer in a coordinating color or fun pattern like houndstooth or herringbone.
Underneath, wear a silky camisole in a neutral tone like black or tan.
Finish the look with pointy-toed flats or short block-heel booties.
Accessorize with a large-faced watch and structured tote bag.
This modern power suit projects confidence and polish at the office.
Effortlessly Chic in Neutrals
Create a casually elegant fall look with an oversized sweater in a neutral shade like tan, gray, or oatmeal.
Pair with slim-fitting trousers or dark wash skinny jeans.
Sleek ankle booties add a little polish.
Drape a long tie-silk scarf around your neck in a contrasting neutral color.
Carry a hobo bag in a rich fall tone like merlot.
Throw on a long wispy cardigan and oversized sunglasses as you stroll through Central Park or sip a PSL while people watching in Bryant Park.
The neutral color palette keeps the look calm and chic.
Leather Weather
As soon as the temperature dips, it’s time to break out your leather jacket.
Go for a classic moto style in black or opt for a rich oxblood hue.
Pair it with everything from graphic t-shirts and jeans to floral midi dresses or skirt suits.
For a night out, don a slinky black mock neck top and black leather leggings with chunky heeled booties.
During the day, pair leather leggings with an oversized sweater and booties for weekend errands.
A leather jacket instantly amps up any fall outfit.
All Business
If you have important meetings or events coming up, opt for a professional yet stylish look.
A pleated midi skirt with a silky blouse or sweater set creates a look that’s both feminine and powerful.
Pair the skirt with pointy-toed pumps that have a walkable mid-height heel.
Carry a leather tote bag and throw on gold hoop earrings and a linked bracelet.
A smartwatch and glasses add professional touches.
Keep makeup natural but polished.
This outfit means business.
Casual Friday
For a Friday at the office when the dress code is relaxed, try high-waisted black jeans with a silky camisole or sleeveless blouse tucked in.
Add an oversized menswear-inspired blazer on top.
Finish with booties or loafers.
Accessorize with a circle scarf and crossbody bag.
This look balances casual jeans with smart blazer and shoes.
It’s perfect for a casual day at the office or post-work happy hour.
Date Night Glam
When you have an evening out planned, get glam in an LBD.
Opt for a silky spaghetti-strap midi dress or an off-the-shoulder wrap dress in black.
Pair with strappy heels and a metallic clutch.
Drape a faux fur jacket over your shoulders and throw on statement earrings.
Swipe on red lipstick and cat eyeliner for a touch of night-out glamour.
Spritz on your favorite perfume before heading out for cocktails or dinner.
You’ll look and feel fabulous.
Fashionable Floral Dress
Fall is the perfect time to wear fun, flowing floral dresses with boots before the really cold weather hits.
Opt for long-sleeve, midi-length dresses in dark fall hues like burgundy, hunter green, or navy.
Pair with rugged boots like Doc Martens or platform Chelsea boots.
Add layers up top with a denim or leather jacket.
Carry a large tote bag.
Floral dresses paired with edgy boots create fun contrast for a festival, dinner out, or weekend walks.
Enjoy the versatile style before winter weather arrives.
Biker Chic
Tap into the biker chic trend with an edgy moto jacket, dark skinny jeans, boots, and sleek black accessories.
Choose a fitted moto jacket in black, gray, or oxblood.
Pair with black skinny jeans, over-the-knee boots, and a drapey tank or tee.
Accessories like a quilted bag, aviator sunglasses, and beanie pull the biker look together.
This outfit works for weekends out or strolling through trendy neighborhoods like the Meatpacking District.
The head-to-toe black creates an edgy vibe.
Weekend Warrior
For busy weekends running errands and meeting friends, try an effortless weekend outfit formula.
Start with dark, straight leg jeans.
Pair with white leather sneakers and a Breton stripe tee.
Add an oversized denim jacket on top and a large leather tote bag.
Minimal jewelry like hoops, a pendant necklace, and stackable bracelets complete the look.
It’s casual yet pulled together enough for a coffee date or lunch outing.
A classic weekend outfit you can wear again and again.
Bohemian in the City
Bring a boho vibe to your weekend wardrobe with a flowy maxi dress or skirt paired with tall boots.
Opt for a paisley print maxi dress in rich fall hues.
Cinch the waist with a belt.
Then layer on a cozy oversized cardigan and boots.
Or pair a long flowy skirt in a fall floral print with a delicate turtleneck top.
Add boots, a fringe bag, and pile on earthy jewelry.
Keep makeup natural and toss your hair in breezy waves.
A touch of bohemian flair is perfect for long walks in the park sipping PSLs.
Sleek Sporty Style
For taking on a busy day running around town, try a sporty, athleisure-inspired look.
Wear a fitted performance long sleeve with leggings or joggers in black, gray, or mauve.
Add white or neon sneakers and a baseball cap for a sporty vibe.
Carry a small crossbody or backpack to stay hands-free.
Finish with a puffer coat in a fun color like olive green or burgundy.
This sporty look can take you from the gym to brunch.
It works for a day of walking around the city sightseeing or tackling a long to-do list.
Artsy in the City
If you’re hitting museum exhibits or gallery openings, dress the part with an artsy inspired outfit.
Try a black turtleneck tucked into a plaid mini skirt or wide leg trousers.
Top with a bespeckled blazer and loafers.
Accessorize with a petite beret and crossbody bag.
Or opt for palazzo pants with a silky tank layered under an oversized cardigan.
Carry a large leather tote and style your hair in a neat updo.
This artsy smart look works perfectly for openings, shows, exhibits, or just exploring artsy neighborhoods like Chelsea.
Game Day Style
Football season means plenty of sports bars and tailgates to attend.
For game day style, pair a sporty long sleeve graphic tee or jersey with distressed jeans or leggings.
Add statement sneakers and a puffer coat or leather jacket.
Don a baseball cap instead of dealing with game day hair.
Carry a large tote bag to hold your essentials.
This sporty look is perfect for bars, parties, or wandering to catch the game on various big screens around the neighborhood.
Layer up, grab some snacks, and cheer on your team in style.
With so many activities happening in the cooler weather, fall is one of the best times to have fun with fashion in the city.
Mix and match trends like leather, plaids, florals and neutrals to create different looks.
Fall is fleeting in NYC, so take advantage and enjoy expressing your personal style this season.
Stay cozy yet chic with these outfit ideas perfect for fall in the city.
