Plus-Size Fall Fashion for Every NYC Adventure
Hey there, curvy queens! Fall in New York City is a magical time, and we’re here to make sure you look and feel amazing while living your best life. Whether you’re sipping pumpkin spice lattes in Central Park or hitting the hottest rooftop bars, we’ve covered you with 60 fabulous plus-size women’s fall outfits that’ll turn heads and keep you comfy. So grab your MetroCard, and let’s dive into NYC autumn fashion!
Why NYC is the Ultimate Fall Fashion Playground
New York City in autumn is like stepping into a movie set. The leaves are changing, the air is crisp, and everyone’s breaking out their cosiest threads. But here’s the thing – you might’ve felt left out of the fashion fun as a plus-size babe. Well, not anymore!
This city is about expressing yourself, including rocking those curves in style. From the artsy vibes of Brooklyn to the glam of Manhattan, there’s a look for every mood and every adventure. And the best part? In New York, confidence is the hottest accessory, regardless of size.
Your Fall Fashion Checklist
Before we jump into the outfits, let’s talk essentials. Every NYC girl needs these in her closet:
- A killer jacket (or three)
- Comfy-but-cute shoes (your feet will thank you)
- Layers, layers, layers
- A go-to bag that fits all your city survival gear
- Accessories that pop
Now, let’s get to the good stuff – 60 plus-size women’s fall outfits that’ll have you owning the streets of New York!
60 Plus-Size Fall Outfits for Every NYC Moment
- Central Park Chic: Picture this – you’re strolling through the falling leaves in a burnt orange sweater that’s as warm as stylish. Pair it with sleek black leggings and ankle boots, and you’re ready for those Insta-worthy park pics. Don’t forget a plaid scarf for when the wind picks up! Outfit: Oversized chunky knit sweater in burnt orange
• High-waisted black leggings
• Brown ankle boots with a low heel
• Plaid blanket scarf in earth tones
• Large tote bag in cognac leather
- Coffee Shop Cutie: Working remotely? Hit up your fave cafe in a burgundy sweater dress that says, “I’m comfy, but I still have my life together.” Add some opaque tights and knee-high boots, and you’re serving looks while serving yourself some caffeine. Outfit: Burgundy turtleneck sweater dress
• Black opaque tights
• Suede knee-high boots in taupe
• Long pendant necklace
• Oversized cardigan in oatmeal - Museum Muse: Channel your inner art critic with a flowy midi skirt covered in autumn leaves. Top it with a fitted black long-sleeve and some comfy flats. You’ll blend right in with the masterpieces at the Met. Outfit: Flowy midi skirt with autumn leaf print
• Fitted black long-sleeve top
• Comfortable walking flats in mustard yellow
• Wide-brim felt hat in camel
• Crossbody bag in deep green - Farmer’s Market Fab: Rock a denim overall dress with a striped tee underneath for a Saturday morning produce run. It’s giving “I woke up like this”, but make it fashionable. Outfit: Denim overall dress
• Long-sleeve striped shirt in navy and white
• Red sneakers
• Denim jacket
• Canvas tote for groceries - Casual Friday Queen: Wrap dresses are your BFF. Choose one with a subtle floral print, throw on a blazer, and you’re boardroom-ready while still comfy enough for after-work drinks. Outfit: Black wrap dress with small floral print
• Burgundy blazer
• Block heel ankle boots in black
• Statement earrings
• Structured handbag in Oxblood - Brunch Babe: Wide-leg, rich, rust-coloured pants paired with a silky cream blouse. That’s a mimosa-worthy outfit if we ever saw one. Add some leopard flats for a walk on the wild side. Outfit: Rust-colored wide-leg pants
• Cream silk blouse
• Leopard print flats
• Gold hoop earrings
• Camel-colored trench coat - Artsy Evening: A black jumpsuit is your canvas. Dress it up with metallic accessories for an art gallery opening in Chelsea. You’ll fit right in with the cool crowd. Outfit: Black jumpsuit with wide legs
• Metallic gold pointed-toe flats
• Statement necklace with geometric shapes
• Cropped leather jacket in deep purple
• Clutch bag with chain strap - Bookworm Beauty: Corduroy pinafore + cable-knit sweater = the cosiest outfit for getting lost in the stacks at the Strand. Don’t forget your cute reading glasses! Outfit: Corduroy pinafore dress in forest green
• Ivory cable-knit sweater
• Brown leather Chelsea boots
• Tortoiseshell glasses
• Messenger bag in tan canvas - Puppy Park Realness: High-waisted joggers and an oversized sweatshirt are perfect for a dog walk in Tompkins Square Park. Add a puffer vest if it’s nippy out. Outfit: High-waisted joggers in charcoal grey
• Oversized graphic sweatshirt with NYC theme
• Comfortable slip-on sneakers
• Puffer vest in olive green
• Baseball cap - Picnic in the Park: Wrap yourself in a polka dot midi dress and denim jacket for an autumn picnic in Bryant Park. White sneakers keep it casual and comfy. Outfit: Midi wrap dress in navy with white polka dots
• Light denim jacket
• White canvas sneakers
• Woven belt in tan
• Straw tote bag - Broadway Baby: Make an entrance at the theatre in an emerald velvet skirt paired with an off-shoulder top. You’ll be giving standing ovations in style. Outfit: Emerald green velvet midi skirt
• Black off-the-shoulder top
• Kitten heel pumps in black patent leather
• Statement cocktail ring
• Faux fur stole in cream - Street Fair Sweetie: Jeans and a plaid flannel are perfect for munching on street food and browsing craft booths. Add a beanie and combat boots for an extra-urban edge. Outfit: Relaxed-fit jeans in dark wash
• Flannel shirt in red and black plaid
• Chunky knit beanie in charcoal
• Combat boots in distressed brown leather
• Crossbody bag with fringe detail - Wine and Dine: Faux leather leggings and an oversized sweater are your go-to for a cosy night at a wine bar in the West Village. Ankle booties add a touch of sass. Outfit: Faux leather leggings
• Oversized cowl neck sweater in plum
• Suede ankle booties with stacked heel
• Long layered necklace
• Slouchy hobo bag in soft leather - Zen and the Art of Yoga: High-waisted leggings in a deep teal paired with a flowy tank will have you namaste-ing in style, even if you can’t touch your toes. Outfit: High-waisted yoga pants in deep teal
• Moisture-wicking tank top in heather gray
• Zip-up hoodie in black
• Slip-on sneakers for easy removal
• Large weekend bag for gear - Bookish Beauty: Channel your inner librarian (but make it fashionable) with a corduroy blazer and straight-leg jeans for a day at the New York Public Library. Outfit: Corduroy blazer in camel
• White t-shirt
• Straight-leg jeans
• Loafers in cognac leather
• Reading glasses on a chain - Bridge and Tunnel: A bright windbreaker and comfy jeans are perfect for a breezy walk across the Brooklyn Bridge. Don’t forget your phone for those skyline selfies! Outfit: Windproof jacket in bright red
• Thermal long-sleeve top in navy
• Stretchy skinny jeans
• Comfortable walking shoes in grey
• Crossbody phone case for hands-free photos - Comedy Club Cutie: Black skinny jeans and a sparkly top are your ticket to laughs at the Comedy Cellar. A leather jacket adds just the right amount of edge. Outfit: Black tunic top with subtle shimmer
• Dark wash skinny jeans
• Metallic flats in pewter
• Leather moto jacket
• Small clutch with wristlet - Foodie Fashionista: A chambray shirt and cargo pants are ideal for sampling through a food festival. Elastic waistbands are your friend here! Outfit: Chambray button-down shirt
• Olive green cargo pants
• Slip-on sneakers in white
• Bandana tied around the neck
• Backpack for hands-free snacking - Rainy Day Radiance: Don’t let a slight drizzle dampen your style. A classic trench and cute rain boots will have you singing in the rain. Outfit: Waterproof trench coat in classic beige
• Striped boatneck top
• Straight-leg black pants
• Rain boots in glossy hunter-green
• Clear bubble umbrella - Rooftop Ready: A floral wrap top and wide-leg trousers are perfect for sipping cocktails with a view. Add some statement earrings, and you’ll be golden (hour). Outfit: Wrap top in deep jewel-tone floral print
• High-waisted wide-leg black trousers
• Block heel sandals in metallic gold
• Oversized hoop earrings
• Faux fur collar coat for warmth - High Line Hottie: A rust-coloured sweater dress over leggings is comfy enough for a long walk and cute enough for all the photos you’ll be taking. Outfit: Rust-colored sweater dress
• Black leggings
• Tan ankle boots with cushioned soles
• Oversized scarf in geometric print
• Crossbody bag in forest green - Vintage Vixen: Channel retro vibes with a high-waisted skirt and bodysuit combo for thrifting in the East Village. A beret adds that extra oomph. Outfit: High-waisted midi skirt in mustard yellow
• Black turtleneck bodysuit
• Chunky platform oxfords in burgundy
• Beret in deep plum
• Vintage-inspired structured handbag - Park Photoshoot: A flowy maxi dress in autumn colours is perfect for those fall photos. Add a leather jacket for some edge – and warmth! Outfit: Flowy maxi dress in burnt orange and brown floral print
• Cognac leather jacket
• Ankle boots with small heel in taupe
• Wide-brim felt hat in chocolate brown
• Statement necklace with autumn-colored stones - Bookstore Babe: Curl up with a good book in an oversized cardigan and soft jersey dress. Don’t forget those cosy socks! Outfit: Oversized cardigan in oatmeal with wooden buttons
• Soft jersey dress in heather gray
• Knee-high socks in forest green
• Suede moccasins in tan
• Reading glasses on a beaded chain - Dinner Date Diva: A wrap blouse and palazzo pants are your secret weapon for feeling fancy but not overdressed at that new fusion restaurant. Outfit: Wrap blouse in deep teal satin
• Black wide-leg palazzo pants
• Pointed-toe flats with ankle strap in black patent
• Statement earrings with green stones
• Clutch bag with gold hardware - Street Style Star: Rock a utility jumpsuit for snapping city pictures. It’s practical and oh-so-cool. Outfit: Utility jumpsuit in olive green
• White crew neck t-shirt layered underneath
• Comfortable sneakers in all white
• Colorful patterned bandana as neckerchief
• Camera bag in distressed leather - Picnic Perfect: A gingham shirt dress and denim jacket give major fall vibes for a day in Prospect Park. Outfit: Gingham shirt dress in navy and white
• Denim jacket with sherpa lining
• White canvas slip-on sneakers
• Woven belt in tan leather
• Large straw tote for picnic supplies - Boss Babe: Mix comfort and class with a blazer over jeans and a silk blouse. Perfect for impressing clients or crushing that job interview. Outfit: Burgundy blazer
• White silk blouse
• Dark wash straight-leg jeans
• Leopard print loafers
• Structured laptop bag in black leather - Crafty Queen: Linen overalls are your best friend for getting messy at a pottery class. Just add a striped tee, and you’re good to go. Outfit: Loose-fitting linen overalls in slate grey
• Long-sleeve striped top in cream and black
• Slip-on clogs in natural wood and black leather
• Bandana for hair protection
• Canvas tote for supplies - Museum Maven: A black midi dress with a colourful scarf is your ticket to looking artsy at MoMA without trying too hard. Outfit: Black midi dress with long sleeves
• Colorful abstract print scarf
• Red ballet flats
• Oversized tortoiseshell glasses
• Minimalist backpack in soft leather - Foodie Adventure: High-waisted pants and a comfy sweater are ideal for a food tour in Chinatown. Stretchy waistbands are key here! Outfit: High-waisted paper bag pants in rust
• Cream-colored sweater with boat neck
• Comfortable walking shoes in taupe
• Long pendant necklace
• Crossbody bag with multiple pockets - Jazz Night Jam: Velvet blazer + cami + jeans = the perfect outfit for grooving to some smooth tunes in a cosy club. Outfit: Velvet blazer in deep purple
• Black camisole
• Dark wash skinny jeans
• Pointed-toe kitten heels in metallic silver
• Statement cocktail ring - Flea Market Find: Boyfriend jeans and a striped top are your go-to for haggling at the Brooklyn Flea. Add some comfy sneakers for all that walking. Outfit: Loose-fitting boyfriend jeans
• Striped boatneck top in navy and white
• Red canvas sneakers
• Denim shirt tied around the waist
• Woven market bag - Nature Lover: Fleece-lined leggings and a plaid shirt are perfect for hiking in Inwood Hill Park. Don’t forget your hiking boots! Outfit: Fleece-lined leggings in dark green
• Oversized flannel shirt in red and black plaid
• Hiking boots in brown leather
• Knit beanie in oatmeal
• Backpack with water bottle holder - Red Carpet Ready: A bold print wrap dress will make you feel like a star at any movie premiere or fancy event. Outfit: Wrap dress in jewel-tone floral print
• Black opaque tights
• Ankle boots with block heel in black suede
• Statement earrings
• Velvet clutch in deep green - Green Thumb Glam: Cargo pants and a comfy tee are ideal for dirtying your hands at a community garden. Add a cute sun hat for extra protection. Outfit: Cargo pants in khaki
• Long-sleeve cotton shirt in sage green
• Waterproof gardening clogs
• Wide-brimmed sun hat
• Gardening gloves and tool belt - Fair Weather Friend: A corduroy pinafore dress over a turtleneck is perfect for browsing street fair booths on a crisp autumn day. Outfit: Corduroy pinafore dress in burnt sienna
• Cream turtleneck sweater
• Ankle boots in cognac leather
• Oversized knit scarf in multicolour autumn tones
• Leather backpack purse - Cruise Control: A chic jumpsuit with a cosy cardigan is your best bet for an evening boat ride around Manhattan. Outfit: Wide-leg jumpsuit in navy
• Chunky knit cardigan in cream
• Metallic flat sandals in rose gold
• Statement necklace with navy stones
• Pashmina wrap in soft grey - Sweet Tooth Chic: An A-line skirt and fitted sweater combo is perfect for a dessert tour of the city’s best bakeries. Outfit: A-line midi skirt in chocolate brown
• Fitted sweater in camel
• Comfortable walking flats in burgundy
• Delicate gold bracelet stack
• Small crossbody bag in cognac leather - Networking Knockout: A wrap top and Ponte knit pants strike the perfect balance between professional and approachable for any mixer. Outfit: Wrap top in emerald green
• Black Ponte knit pants
• Leopard print flats
• Gold hoop earrings
• Structured tote bag in tan - Art Appreciation: A black turtleneck dress with a colourful kimono jacket will have you blending in with the modern art at the Guggenheim. Outfit: Black turtleneck dress
• Colorful printed kimono jacket
• Ankle boots with low heel in taupe
• Artistic statement necklace
• Minimalist clutch in white leather - Leaf Peeper: A quilted vest over a thermal top and hiking pants is ideal for catching those fall colours in Fort Tryon Park. Outfit: Quilted vest in navy
• Long-sleeve thermal top in waffle knit
• High-waisted hiking pants in grey
• Waterproof hiking shoes
• Fleece headband for ear warmth - Wine Not?: An off-shoulder sweater and trousers are classy yet comfy for a wine-tasting event. Cheers to that! Outfit: Off-shoulder sweater in burgundy
• High-waisted black trousers
• Pointed-toe flats in patent black
• Delicate pendant necklace
• Small wristlet clutch - Pub Crawl Pretty: A moto jacket over a graphic tee and jeans is perfect for hopping between gastropubs in the East Village. Outfit: Faux leather moto jacket in Oxblood
• Graphic t-shirt with vintage design
• Dark wash skinny jeans
• Studded ankle boots
• Hoop earrings - Craft Fair Cutie: A denim shirt dress over printed leggings is comfy enough for browsing handmade goods all day long. Outfit: Denim shirt dress
• Leggings with autumn leaf print
• Ankle boots in distressed brown leather
• Long pendant necklace with wooden beads
• Large tote bag for purchases - Cafe Chic: An oversized sweater and leggings are your work-from-cafe uniform. Don’t forget those blue light glasses! Outfit: Oversized chenille sweater in mustard yellow
• Black leggings
• Suede ankle boots in taupe
• Reading glasses
• Leather laptop sleeve - Culinary Queen: A wrap blouse and high-waisted jeans under a cute apron are perfect for showing off your skills in a cooking class. Outfit: Wrap blouse in forest green
• High-waisted jeans
• Comfortable slip-on sneakers
• Apron with autumn motif
• Insulated lunch bag for leftovers - Theatre Darling: A wrap dress with sheer tights and kitten heels will have you ready for a night at the theatre – on or off Broadway. Outfit: Wrap dress in deep plum
• Sheer black tights
• Kitten heel pumps in black suede
• Vintage-inspired brooch
• Velvet clutch bag - Artsy Fartsy: A chambray shirt and stretchy pants are ideal for getting creative on a paint-and-sip night. No worries about paint splatters here! Outfit: Chambray button-down shirt
• Stretchy black pants
• Slip-on sneakers in metallic bronze
• Casual updo with a decorative hair clip
• Canvas tote for art supplies - Pumpkin Spice and Everything Nice: A plaid flannel and jeans are must-haves for a day trip to the pumpkin patch. Don’t forget your boots – it might get muddy! Outfit: Flannel shirt in orange and brown plaid
• High-waisted jeans
• Brown leather boots
• Knit beanie in cream
• Crossbody bag in tan leather - Casual Friday Chic: A long cardigan over a tee and ponte pants is the perfect balance of comfy and put-together for the office. Outfit: Longline cardigan in charcoal grey
• White v-neck t-shirt
• Black Ponte knit pants
• Loafers in burgundy leather
• Delicate layered necklaces - Brunch Bunch: A floral wrap dress with a denim jacket is ideal for sipping mimosas in Brooklyn. Add some sunnies for that “I woke up like this” vibe. Outfit: Printed wrap dress in autumn floral
• Denim jacket
• Ankle boots with stacked heel
• Oversized sunglasses
• Woven clutch bag - Market Maven: A chunky knit sweater and corduroy pants are perfect for filling your tote with fresh fall produce at the farmer’s market. Outfit: Chunky knit sweater in forest green
• High-waisted corduroy pants in camel
• White sneakers
• Patterned silk scarf as a hair accessory
• Large canvas tote for produce - Comedy Queen: An off-shoulder sweater and faux leather leggings will have you looking hot while keeping cool at a comedy club. Outfit: Off-shoulder sweater in charcoal grey
• Faux leather leggings
• Ankle boots with chunky heel
• Statement earrings
• Small crossbody bag with chain strap - Outdoor Concert Cool: A band tee under a leather jacket paired with a midi skirt is edgy and comfy for rocking out in the park. Outfit: Band t-shirt
• High-waisted midi skirt in burgundy
• Combat boots in black
• Leather jacket
• Fringe crossbody bag - Food Truck Fabulous: A henley top and boyfriend jeans are ideal for sampling all the goodies at a food truck festival. An elastic waistband is recommended! Outfit: Henley top in warm rust colour
• Boyfriend jeans
• Comfortable slip-on sneakers
• Baseball cap with NY logo
• Lightweight, packable jacket tied around the waist - Gallery Hopper: A black turtleneck and statement skirt combo will make you fit right in with the art crowd in Chelsea. Outfit: Black turtleneck bodysuit
• Pleated midi skirt in mustard yellow
• Pointed-toe mules in black
• Artistic statement earrings
• Sleek clutch bag - Rooftop Yogi: High-waisted leggings and a longline line sports bra under a loose tank are perfect for sun salutations with a view. Outfit: High-waisted yoga leggings with mesh panelLonglineline sports bra in deep teal
• Loose-fitting tank top for layering
• Zip-up hoodie in heather gray
• Slip-on sandals for after class - Book Club Babe: A cosy sweater dress over tights is the ultimate outfit for discussing this month’s read over a pumpkin spice latte. Outfit: Cowl neck sweater dress in oatmeal
• Opaque tights in burgundy
• Ankle boots in taupe suede
• Delicate wire-rimmed reading glasses
• Tote bag featuring the literary quote - Twilight on the High Line: A belted shirtdress over leggings is perfect for an evening stroll along NYC’s elevated park. Don’t forget a scarf for when the sun goes down! Outfit: Belted shirtdress in olive green
• Black leggings
• Comfortable ankle boots in black
• Oversized scarf in autumn plaid
• Crossbody bag with built-in phone charger
Wrap It Up (In Style)
There you have it, babes – 60 plus-size women’s fall outfits that’ll have you strutting through New York City like it’s your runway. Remember, the key to killer style is confidence, so rock whatever makes you feel like the queen you are.
New York is about expressing yourself, so don’t be afraid to mix and match these ideas to create unique looks. Whether you’re a longtime local or just visiting for the weekend, these outfits will help you blend in with the fashionable crowd while standing out in all the right ways.
So take a bite out of the Big Apple – and look fabulous!
