September in New York City is a magical time. The summer heat begins to fade, and the crisp, early hints of fall arrive. With changing weather and a vibrant cultural calendar—Fashion Week, U.S. Open, Broadway premieres—figuring out what to wear in New York City in September can feel overwhelming.
Whether you’re exploring Central Park, heading downtown for brunch, or gallery-hopping in Chelsea, your wardrobe needs to be versatile, weather-appropriate, and stylish. So, this guide breaks down what to wear in New York City in September, with a 13 curated outfit ideas that balance fashion and function!

What to Wear in New York City in September: NYC Outfit Ideas for Your Fall Trip
Weather in NYC in September: What to Expect
Before diving into wardrobe planning, it’s helpful to understand the climate:
- Early September: Highs in the mid-70s to low 80s°F (24–27°C), with warm days and mild evenings.
- Late September: Cooler, with highs in the upper 60s to mid-70s°F (20–24°C), and cooler nights.
- Rain: Occasional showers are common, so waterproof layers are a plus.
Versatility is key. Layers allow you to transition from warm afternoons to cooler evenings with ease.

Essential Tips: What to Wear in New York City in September
Layers Are Your Best Friend: Think cardigans, lightweight jackets, and scarves.
Stick With Transitional Fabrics: Cotton, denim, light knits, and breathable blends.
Accessorize Smartly: Sunglasses for sunny days, an umbrella for unexpected showers, and a bag big enough to carry layers.
Footwear Should Be Stylish but Walkable: NYC is a walking city—comfort is as crucial as aesthetics.

Footwear in NYC in September: Being Walkable and Chic
When deciding what to wear in New York City in September, your shoes can make or break your day. With so much to explore on foot, your footwear needs to balance function with flair. Some top footwear options include:
White Sneakers: Classic, clean, and versatile. Great for walking tours, brunch, or casual outings.
Ankle Boots: A must for cooler evenings or dressier outings. Opt for block heels for comfort.
Loafers or Mules: Ideal for workwear or a smart-casual look.
Flat Sandals: Still wearable early in the month, especially during warmer afternoons.
Waterproof Options: A sleek pair of rain boots or water-resistant sneakers for rainy days.
Tip: Break in new shoes before your trip and consider cushioned insoles for all-day city adventures.

13 Outfit Ideas: What to Wear in New York City in September
1. Chick Street Style
Top: Oversized graphic tee shirt (extra style points for references to the city, music, and more!)
Bottom: Black biker shorts (we love a good pair with pockets too for extra storage as needed)
Outwear: Denim jacket— the more worn the better! And easy to take on and off.
Shoes: Chunky sneakers
Accessories: Mini crossbody bag, sunglasses, and gold hoops
Why it Works: Trendy and functional, this look is perfect for exploring SoHo or Williamsburg. Shoes are great for walking, and you can take off your jacket if you get hot or not!

2. Uptown Brunch
Top: Silk Blouse
Bottoms: High-waisted jeans (either ripped or not! Depends on the vibe of the brunch place you’re going to)
Outwear: Cropped Blazer
Shoes: Nude loafers
Accessories: Pearl studs, structured tote, fashion watch
Why it Works: Polished and brunch ready, this outfit transitions well from day time to evening, so even if you want to go out after eating, you can!

3. Rainy Day Ready
Top: Striped long-sleeve tee
Bottoms: Waterproof joggers or cropped trousers
Outwear: Lightweight trench coat
Shoes: Chelsea-style rain boots
Accessories: Compact umbrella, crossbody bag
Why it Works: Rain can come out of anywhere! Stay dry, and stylish! You can look put together even in a downpour. And once it stops, latch your umbrella and coat across your crossbody and you’ll be good to keep exploring.

4. Art Gallery Cool
Top: Mock-neck tank
Bottoms: Wide-legged trousers
Outerwear: Leather moto jacket
Shoes: Platform loafers
Accessories: Bold sunglasses (make a statement!), cute clutch
Why it Works: This outfit is minimalistic, artistic, and effortlessly fashionable. It is perfect for gallery hopping in Chelsea, but careful! You may be mistaken for a piece of art!

5. Evening Rooftop Drinks
Top: Off-the-shoulder top
Bottoms: A-line midi skirt
Outwear: Light duster
Shoes: Heeled mules
Accessories: Statement earrings, clutch bag
Why it Works: Romantic yet comfortable, this look works well for cooler September nights and matches the vibe of the city that you’ll see from those iconic rooftop bars!

6. Central Park Picnic
Top: Ruffled Blouse
Bottoms: Linen shorts
Outwear: Light knit cardigan (as needed)
Shoes: White canvas sneakers
Accessories: Bucket hat, picnic tote, dainty layered necklaces (thin strands!)
Why it Works: This outfit is breezy and sweet! Perfect for a daytime outing under the trees, and ideal for cute photo ops in the perfect Central Park. Also cute for a date!

7. Workwear Chic
Top: Button-up shirt (with rolled sleeves)
Bottoms: Tailored cigarette pants
Outerwear: Sleek blazer in neutral colors
Shoes: Pointed toe-flats or low heels (kitten?)
Accessories: Leather briefcase, classic watch
Why it Works: Sometimes you’re in the city for work! And you want to dress professional, or you may want that city, business look even. This fit is breathable and ideal for September’s transitional weather as you navigate the city in a work setting.

8. Museum Day
Top: Fitted Turtleneck
Bottom: Midi slip skirt (satin?)
Outerwear: Cropped trench coat or utility jacket
Shoes: Ballet flats or ankle boots (waterproof if it’s rainy!)
Accessories: Leather crossbody bag, and simple (gold) rings!
Why it works: This is beyond artsy– you’ll fit right in at any museum! This is also comfortable for long walks through different museums and those longer exhibits.

9. Fashion Week Fit
Top: Corset top or a statement blouse
Bottoms: High-waisted, wide-leg pants
Outwear: Oversized blazer
Shoes: Fashion-forward heels or boots (think sling backs with a pointed toe!)
Accessories: Designer shades, statement clutch, and layered chains
Why it Works: Bold and trendy– this is perfect for catching eyes at Lincoln Center or Tribeca. You’ll be fitting right in!

10. Brooklyn’s Farmers Market
Top: Knit tank or Henley
Bottoms: Denim skirt
Outerwear: Oversized utility jacket
Shoes: Comfortable sandals
Accessories: Canvas tote, sunglasses, minimal jewelry
Why it Works: Easy, local, and functional! Stop and stroll through farmers markets in the city (we recommend the Brooklyn one!), really channeling that inner fall feel in the city.

11. Sunset Ferry Ride
Top: Striped boatneck top
Bottoms: Ankle-cropped jeans
Outwear: Lightweight windbreaker
Shoes: Slip-on espadrilles
Accessories: Tote bag, scarf (as needed), hoop earrings (gold!)
Why it Works: This outfit channels that nautical, breezy look perfect for a sunset ferry ride! It is layered well for waterfront breezes and you’ll be photo ready. These ferry experiences are so fun, so document everything and fit right in!

12. Night on Broadway
Bottoms: Sheer black stockings/tights
Outwear: Dress wrap or shawl
Shoes: Block-heel pumps
Accessories: Clutch, chandelier earrings
Why it Works: Sleek and refined- this outfit is elevated for a theatre night out! And if you remove the earrings and shawl, you can also go out to explore night clubs and some high-end bars too!

13. Downtown Coffee and Food Run
Top: Cropped hoodie
Bottoms: High-waisted “mom” jeans
Outwear: Bomber jacket (if needed. Depends on temperature!)
Shoes: Retro sneakers or chunky sneakers
Accessories: Baseball cap, canvas tote, gold studs
Why it Works: Casual and cozy– this is great for mornings on the go, especially if you’re traveling to different boroughs or taking the subway to go get coffee, doing food runs, or more! Street casual and cute.

Weather Packing Tips for NYC in September
If It’s Clear and Cool
Early fall in NYC can bring crisp, sunny days with temperatures ranging from the upper 50s to mid-70s°F (15–24°C). Pack light layers like long-sleeve shirts, a medium-weight jacket or cardigan, and closed-toe shoes. Sunglasses and a light scarf can be great for both style and comfort.
If It’s Rainy
Sudden showers are common, so a compact umbrella or a packable waterproof rain jacket is essential. Waterproof shoes or quick-drying sneakers will keep your feet comfortable. Avoid heavy fabrics that stay wet—opt for synthetic or quick-drying materials.
If It’s Windy
Wind can make temps feel colder, especially near the rivers or in open spaces like Central Park. A wind-resistant jacket or shell layered over a sweater works well. Add a beanie or headband and secure any loose accessories like scarves or hats.
If The Weather is All Over the Place
NYC in September can swing from hot afternoons to chilly evenings. Dress in layers—think t-shirts, cardigans, and a light jacket—and carry a tote or backpack for stashing extras. Versatile shoes, a travel-size umbrella, and a neutral-toned wardrobe make it easy to adapt on the go.

New York City Packing List for September: Beyond the Fit
Visiting New York City in September requires careful packing since the weather is transitional: some days its hot, other others its cold! Plus, what else do you bring beyond the fit? Here’s a generic packing list with additional items you may have not considered to help you stay comfortable and stylish while exploring. Also check out our list of things to buy before visiting!
- Extra socks
- Sunglasses
- Bandaids for uncomfortable shoes/blisters
- Crossbody bag
- Umbrella
- Portable charger
- Lip balm
- Moisturizer
- Sunscreen
- Reusable Water Bottle
- Guide Book

Final Thoughts: What to Wear in New York City in September
Knowing what to wear in New York City in September can take your travel experience from stressful to seamless. With the right outfits, you’ll feel confident navigating subway stations, sipping cocktails on rooftops, or taking in the city’s iconic sights. September is a transitional month, offering the best of both summer and fall fashion—use it as an opportunity to showcase your style while staying practical and comfortable.
Whether your style is classic, edgy, minimalist, or maximalist, there’s no wrong way to dress in New York—so long as you walk comfortably, layer smartly, and dress with intention.