• Menu
  • Skip to right header navigation
  • Skip to main content
  • Skip to primary sidebar

Follow Me Away

Couples Travel & Travel Photography Blog

  • Destinations
    • Asia
    • Caribbean
    • Europe
    • Middle East
    • North America
    • South America
  • Photography
  • About
    • Work With Us
    • In The Press
  • Contact Us
  • Search
  • Home
  • Destinations
    • Asia
    • Caribbean
    • Europe
    • Middle East
    • North America
    • South America
  • Photography
  • Travel Tips
  • Contact Us

Mobile Menu

A woman overlooks the water on the Brooklyn bridge with a backpack on while wearing a denim jacket: she is well prepared to enjoy the city as she knew what to wear in New York City in September.

What to Wear in New York City in September: NYC Outfit Ideas for Your Fall Trip

July 19, 2025 //  by Follow Me Away

  • Share
  • Tweet
Affiliate Links

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!

A woman in a jean jacket throws up her hand in the middle of time square because she knew what to wear in New York City in September.

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.

A blonde woman in a sweater, skirt, and crossbody bag stands in the middle of the mirrored buildings in NYC.

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.

A woman knows what to wear in New York City in September with her black dress and leather jacket as she crosses a street.

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.

A close up of a woman in a blazer and white skirt with a clutch shows her heeled sandals, cute and comfortable laced up!

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!

A woman leans against the edge of a bridge, comfortable in knowing what to wear in New York City in September in her blazer, silk blouse and sunglasses.

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!

A girl channels her inner hipster and artsy style with round wire glasses, a button up blouse and a leather jacket as she walks through a busy intersection in NYC.

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.

A woman overlooks the water on the Brooklyn bridge with a backpack on while wearing a denim jacket.

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!

From behind, a woman stands on the corner of a rooftop bar in a sweater dress, arms spread as she looks down at the city, well prepared with what to wear in New York City in September.

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!

An African American woman in a yellow shirt and denim jacket smiles at the subway as it passes by her.

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!

An African American woman waves down a taxi in the middle of the street in a knit sweater and orange jacket: she knew what to wear in New York City in September.

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.

A woman sits on the edge of a rock in a yellow jacket and jeans as the trees around her turn yellow and gold.

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.

A woman in a midi dress, ball cap, and jean jacket throws a peace sign, knowing what to wear in New York City in September, with the city as a back drop behind her.

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!

A young woman with her hair up walks by a busy street while wearing a leather skirt, an off the shoulder blouse and a yellow crossbody.

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.

A woman with dark hair smiles for a selfie on a bridge with her dark blazer and black shirt underneath it, prepared and knowing what to wear in New York City in September.

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!

A woman in a long dress, a denim jacket, and mirrored sunglasses walks down a busy street by times square.

12. Night on Broadway

Top: Black satin cami-dress

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!

A woman smiles at the camera while tipping her hat and wearing a leather jacket, knowing what to wear in New York City in September.

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.

A woman crosses a crosswalk in the middle of the city in dark tones: she wears a leather jacket, a skirt, a dark purse, and grey knee high  boots.

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.

A woman smiles as she runs her hand through her hair during a warmer day in fall: she knew what to wear in New York City in September in her light blouse and jeans.

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
A woman in a wool sweater faces a street from a vantage point with her clutch over her shoulder as she enjoys the city.

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.



Category: Destinations, New York, Travel Tips, Uncategorized, United States

Previous Post: «Chiang Mai festival in Thailand, a traditional festival, Yi Peng Lantern. You can see lots of lanterns in the dark sky. the lanterns are glowing with a candle underneath of them and they are orange against the black night sky 15 Fairytale Destinations You Must See Before You Die

Primary Sidebar

About Us

Hi!

We are Victoria and Terrence, a traveling couple on a mission to inspire others to see the world!

Whether that is relaxing at a resort, road tripping through Iceland, photographing in a forest, or exploring a new city, we are thrilled to have you along for the journey and can’t wait for you to create your own memories.

Search Follow Me Away

Site Footer

Follow Me Away Privacy Policy

Copyright © 2025 Follow Me Away · All Rights Reserved

As an Amazon Associate, we earn from Qualifying Purchases.