17 Fall Outfit Ideas Perfect for Exploring New York City (Wait Until You See #10!)

When I planned my trip, I had no idea how magical New York feels in autumn—the golden leaves, crisp air, and endless photo ops. 🍂✨

If you’re searching for fall outfit ideas perfect for exploring New York City, I’ll share the looks that kept me stylish, cozy, and ready for every iconic NYC moment.

Trust me, the right outfit makes fall in the city unforgettable. 🗽💕

1. Cozy Knit Sweater & Tailored Trousers

There’s something magical about a soft, oversized knit sweater when the temperature drops. Pairing it with tailored trousers not only keeps you warm but also introduces a polished edge to your look.

Opt for earthy tones like burnt sienna or forest green, which complement the fall scenery beautifully.

Accessorizing with ankle boots and a crossbody bag adds to the urban vibe, making it practical for a day out.

Don’t forget a stylish scarf; it not only adds warmth but also serves as a chic accent to your outfit. This combo is great for a stroll along the High Line or a visit to a local art gallery.

Product Recommendations:

• Oversized knit sweater in earthy tones

• tailored high-waisted trousers

• stylish ankle boots with a block heel.

Last update on 2025-09-23 / Affiliate links / Images from Amazon Product Advertising API

Also Read: 20 NYC Fall Fashion Hacks That Will Make You the Trendsetter 

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2. Layered Dresses with Denim Jackets

As the fall sun shines, layering becomes your best friend. A flowy dress topped with a classic denim jacket strikes the perfect balance between comfort and style.

Choose floral or plaid patterns that reflect the season’s colors. Pair it with knee-high boots for that adventurous edge.

The denim jacket not only adds warmth but also a cool, laid-back feel. This outfit transitions smoothly from brunch in the West Village to a visit to the iconic Brooklyn Bridge.

Accessorize with long necklaces or stud earrings for that extra sparkle without overwhelming the outfit.

Product Recommendations:

• Flowy floral dress

• Classic denim jacket

• Knee-high boots

Last update on 2025-09-22 / Affiliate links / Images from Amazon Product Advertising API

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3. Classic Trench Coat & Chunky Boots

Nothing screams sophistication like a classic trench coat, especially when the streets of NYC glisten after a light rain.

This timeless piece can elevate any outfit, whether you’re in casual wear or dressed for a night out.

Pair it with high-waisted jeans and chunky combat boots for a trendy appeal.

A turtleneck or a fitted sweater underneath keeps you cozy while adding layers of texture.

Look for coats in classic colors like camel or navy, which are versatile enough to match with almost anything in your wardrobe.

This outfit is an ideal choice for a day spent exploring the city’s museums or catching a Broadway show.

Product Recommendations:

• Classic khaki trench coat

• high-waisted distressed jeans

• chunky combat boots

Last update on 2025-09-22 / Affiliate links / Images from Amazon Product Advertising API

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4. Oversized Scarf & Statement Hat

Wrap yourself in warmth and style with an oversized scarf that adds a dramatic flair to any outfit. Choose a scarf in a plaid or vibrant color that pops against a neutral base.

Layer it over a simple sweater and skinny jeans for a chic look that’s perfect for walking around Central Park.

Adding a statement hat, be it a wide-brimmed fedora or a cozy beanie, takes your outfit to the next level.

Accessorizing with a pair of stylish sunglasses not only protects your eyes but also adds a fabulous touch.

This look is perfect for those crisp fall afternoons spent sipping cider at an outdoor café.

Product Recommendations:

• Oversized plaid scarf

• Wide-brimmed felt fedora

• Polarized sunglasses

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5. Faux Leather Jacket & Midi Skirt

Faux leather jackets bring an edgy vibe to your fall wardrobe. Pairing one with a flowy midi skirt creates an intriguing contrast that’s both fierce and feminine.

Choose a neutral jacket and a patterned skirt for a memorable look. This combination is versatile enough for a gallery opening or a casual night out with friends.

Accessorize with ankle boots and bold earrings to enhance the look. A crossbody bag can keep your essentials close while you navigate the city’s lively streets. Don’t shy away from mixing textures, as this outfit is all about balance.

Product Recommendations:

• Faux leather jacket

• flowy midi skirt

• ankle boots

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6. Denim on Denim – The Double Denim Trend

Denim is timeless, and the double denim trend is making a serious comeback this fall. Mixing shades of denim creates a trendy and cohesive look that is perfect for urban adventures.

Go for a darker denim jacket with light-wash jeans, or vice versa. Layering a cozy turtleneck underneath adds warmth and sophistication.

Accessorize with a belt bag and slip-on sneakers to keep things casual yet chic. This outfit is ideal for a day spent exploring SoHo shops or discovering hidden gems in the East Village.

Don’t forget to play with accessories like layered necklaces to add a bit of sparkle!

Product Recommendations:

• High-waisted light-wash jeans

• Dark denim jacket

• Casual slip-on sneakers

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7. Puffer Jacket & Athleisure

Comfort meets style with the puffer jacket, a must-have for cooler fall days. Pairing it with athleisure wear creates a chic yet relaxed vibe, perfect for running errands or a casual meet-up.

Opt for high-waisted leggings and a cropped hoodie or a fitted tank top. Choose a bold-colored puffer jacket to make a statement while keeping warm.

Complete this outfit with trendy sneakers for a sporty touch. The versatility of this ensemble allows you to transition easily from the gym to lunch in the city. Pack a light tote bag for convenience and style.

Product Recommendations:

• High-Waisted Leggings

• Cropped Hoodie

• Trendy Sneakers

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8. Bohemian Layers with a Twist

Bring a boho flair to your fall wardrobe with layered outfits that showcase your personality. Start with a basic tunic and add a long cardigan or kimono, letting textures and prints shine.

A pair of bell-bottom jeans can be the perfect base, while knee-high boots add a stylish touch.

Accentuate your look with unique jewelry, such as layered necklaces or oversized earrings.

This bohemian vibe is ideal for leisurely strolls through the artsy streets of Williamsburg or sipping tea at a quaint café.

Don’t forget a floppy hat to round off your boho-chic look!

Product Recommendations:

• Bohemian Tunic Top

• Long Knitted Cardigan

• Bell-Bottom Jeans

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9. Chic Jumpsuit & Ankle Booties

Jumpsuits are versatile outfits that can be dressed up or down, making them perfect for fall explorations. Opt for one in a rich hue like burgundy or forest green to keep in sync with fall’s palette.

Pair it with stylish ankle booties for a chic finish. A long cardigan can be added for warmth and style, especially on cooler days.

Accessorizing with a statement belt can accentuate your waist, giving you a defined silhouette that flatters your outfit.

This look is perfect for enjoying a day at a favorite museum or indulging in an afternoon of shopping on Fifth Avenue.

Product Recommendations:

• Chic burgundy jumpsuit

• stylish ankle booties

• statement belt

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10. Earthy Tones & Textures (The Showstopper!)

Earthy tones are all the rage this fall. Think warm browns, rich olives, and rust reds that harmonize with the vibrant fall leaves.

You can mix textures, incorporating materials like suede, wool, and cotton to create depth in your outfit. A rust-colored sweater paired with olive green wide-leg trousers is a stunning combination.

Add suede ankle boots and a matching handbag for a cohesive look that’s both trendy and sophisticated.

This outfit is perfect for capturing those Instagram-worthy moments at iconic NYC spots like the High Line or Central Park.

Don’t forget to layer with a stylish trench coat if it gets chilly!

Product Recommendations:

• Rust-colored sweater

• Olive green wide-leg trousers

• Suede ankle boots

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11. Tailored Blazer & Casual Tee

For a look that effortlessly blends smart and casual, consider a tailored blazer over a simple tee. This look is perfect for navigating meetings or lunch dates in the city.

Pair a fitted blazer with a graphic or plain tee, and finish with sleek trousers or dark jeans. The sharp lines of the blazer combined with a relaxed tee create an appealing juxtaposition.

Accessorize with loafers or block heels for a polished touch, and don’t forget a crossbody bag for practicality. This ensemble is ideal for professionals who still want to look stylish while exploring the city’s vibrant neighborhoods.

Product Recommendations:

• Tailored blazer

• block heels

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12. Relaxed Fit Pants & Chunky Knit

Relaxed fit pants are a fantastic option for an easy-going day in the city, providing both comfort and style. Pair them with a chunky knit sweater in a contrasting color for a cozy yet trendy look.

Choose neutral or pastel shades for a softer vibe, and let the pattern of your knitwear pop. Finish the outfit with fashionable flats or sneakers, making it perfect for exploring local markets or parks.

Throw on a lightweight jacket for added warmth, and you’re ready for anything the city throws your way. This outfit strikes the right balance of casual and chic for urban adventures.

Product Recommendations:

• Relaxed fit pants

• chunky knit sweater

• fashionable flats or sneakers

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13. Vintage-inspired Cardigans & High-Waisted Jeans

Vintage-inspired fashion is making waves, especially with cardigans that can be layered over various tops. A classic cardigan paired with high-waisted jeans creates a nostalgic yet fashionable silhouette.

Opt for cozy materials in warm colors like mustard yellow or deep burgundy. High-waisted jeans not only add structure but also elongate the legs.

Throw on some delicate rings or a statement necklace for flair. This outfit is perfect for catching up with friends at a coffee shop or wandering through artisan markets.

Vintage style is all about expressing individuality while keeping it chic.

Product Recommendations:

• Vintage-inspired cardigan

• high-waisted jeans

• statement necklace

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14. Stylish Tracksuits for Street Fashion

Tracksuits aren’t just for lounging anymore; they’ve made their way into street fashion as a trendy outfit choice. Look for stylish designs that incorporate bold colors or unique patterns.

A fitted tracksuit can be paired with sleek sneakers for that sporty vibe. Opt for accessories like a bucket hat or oversized sunglasses to elevate the look and add that extra edge.

This outfit is perfect for a day of exploring Brooklyn’s street art or enjoying a leisurely day at a trendy café. It’s all about comfort without sacrificing style.

Product Recommendations:

• Fitted tracksuit set

• Stylish bucket hat

• Oversized sunglasses

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15. High-Quality Wool Coats & Elegant Scarves

As the temperature drops, a high-quality wool coat becomes your best friend. Look for coats in classic silhouettes that never go out of style. Pair it with an elegant scarf to add a touch of sophistication.

A monochrome outfit beneath your coat can make the scarf stand out beautifully.

Choose rich colors or intricate patterns for the scarf to create a focal point in your look.

Complete the ensemble with leather gloves and chic ankle boots. This outfit is perfect for those upscale dinners in the city or a posh evening at the theater.

Product Recommendations:

• Wool Blend Overcoat

• Cashmere Feel Scarf

• Leather Touch Gloves

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16. Graphic Tees & Distressed Denim

Graphic tees can add a fun element to your outfit, making them perfect for a casual day in NYC. Pairing them with distressed denim creates a relaxed vibe that’s both comfortable and chic.

Choose tees with bold prints or messages that resonate with your style. This outfit can be paired with sneakers or combat boots for a laid-back look. Layer with a leather jacket or oversized cardigan for warmth. It’s the perfect choice for casual outings or exploring the city’s diverse cultural scene. Let your tee do the talking while you strut the streets in style.

Product Recommendations:

• Graphic Tee

• Distressed Denim Jeans

• Leather Jacket

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17. Statement Footwear & Simplistic Outfits

When in doubt, let your shoes do the talking! Statement footwear can elevate even the simplest outfits. Whether it’s bright sneakers, patterned boots, or chic heels, bold shoes can be the focal point of your ensemble.

Pair them with a simple dress or basic jeans and a top, allowing your shoes to shine. This approach keeps your look fresh and trendy while ensuring that you stand out in a sea of basic outfits. Perfect for a day of gallery hopping or a night out with friends, let your footwear reflect your personality!

Product Recommendations:

• Colorful high-top sneakers

• patterned ankle boots

• chic pointed-toe heels

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Conclusion

With these 17 fall outfit ideas, you’re ready to conquer the streets of New York City in style!

Embrace the rich textures, vibrant colors, and diverse trends that autumn brings.

Whether you lean towards casual or chic, there’s an outfit inspiration here for every adventurer. So grab your favorite looks and make unforgettable memories this fall!

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