Style

The 7 Fall 2025 Fashion Trends Everyone Will Be Wearing By October

It’s officially “throw on a trench and pretend you own a manor” season.

By Anna Hartman3 min read

Fall ’25 is serving old-money countryside meets downtown chic. Think: riding boots, chocolate browns that look far pricier than they are, and jewelry that whispers “heirloom” (even if it arrived yesterday). Here’s your cheat sheet to looking like you spend weekends in the Cotswolds, even if you spend them at Trader Joe’s.

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1) Stable-to-Street

Equestrian energy is the mood: tweed, quilted toppers, tattersall checks, and saddle-adjacent details. Tall riding boots (yes, over leggings and skinny jeans again) make everything feel polished in two seconds. Bonus points for Hunter-style wellies in black, red, or olive when the forecast misbehaves.

How to try it: Black leggings + cream cable-knit + longline tweed blazer + knee-high riding boots. Toss a silk scarf through your ponytail and call it “weekend hack.”

Aritzia Heritage Knit Merino Wool Crew Sweater, $138

Belle & Bloom Women's Big Brother Talk Blazer, $184

Futario Retro Olive Green Diamond-Quilted Padded Jacket, $130

Ariat Tack Room Belt, $85

Ralph Lauren Belting-Print Wool-Silk Square Scarf, $55

Old Navy High-Waisted Jersey Fashion Layering Leggings, $12

Levis 311 Shaping Skinny Women's Jeans, $60

Girotti Stamped Boots, $321

Hunter Women's Refined Tall Rain Boots, $205

2) Hot Chocolate (Brown Is the It Color)

Chocolate brown is eclipsing black for fall/winter. It's richer, softer, and instantly luxe. Go tonal from head to toe or anchor brights with a cocoa trench. Suede reads especially elevated in this shade. The boho maxi skirt is making a big comeback this season, too. Style a rich brown skirt with an oversized leather jacket and boots to channel Chloé runway 2025.

How to try it: Cocoa turtleneck + espresso midi skirt + brown knee boots + milk-chocolate suede bag. Delicious.

Intimissimi Modal Cashmere Ultralight High-Neck Top, $65

Abercrombie & Fitch Short Wool-Blend Coat, $128

Boden Military Cord Jacket Espresso, $199

Zara Belted Faux Suede Effect Pleated Midi Skirt, $70

Lauren Ralph Lauren Women's Floral Print Tiered Maxi Skirt, $295

Polene Paris Numero Dix Edition Smooth Camel, $660

Paris64 Mini Lumière Ante Cacao & Brown, $520

Valentina Rangoni Fanny Pump, $239

3) The Trench, Two Ways

Long, sweeping trenches for drama; cropped trenches for that brisk, boxy, modern layer. Belt it over knits, shrug it over hoodies, or let it flap open with tall boots and skinnies.

How to try it: Cropped trench + striped knit + straight mini + tights + loafers for weekday chic; swap to a full-length trench and boots for instant evening.

Tuckernuck Khaki Drew Short Trench Coat, $168

Abercrombie & Fitch Relaxed Short Trench Coat, $63

Paris64 Alessandra Trench Coat, $500

Abercrombie & Fitch Classic Trench Coat, $120

4) Faux-Fur Everywhere (Not Just Coats)

Faux-fur is moving beyond outerwear and into plush collars, cuffed sleeves, fuzzy vests, and even fur-trim minis and handbags. It’s texture, not bulk; a dash of glam that plays well with denim and tweed.

How to try it: Minimal knit dress + fur-trim cardigan + tall boots. Or clip a faux-fur collar onto your trench and pretend it came that way.

Michael Kors Hamilton Moderne Small Faux Shearling Satchel, $358

JW PEI Hana Medium Faux Shearling Trim Tote Bag Brown, $169

Bloomingdale's Apparis Rowen Faux Fur Scarf, $175

Aritzia Chamonix Coat Arctic Faux Fur, $198

Show Me Your Mumu Fran Top, $128

Superdown Amy Faux Fur Bolero, $24

5) Proper Shoes, Please

Preppy footwear is back with a bite: oxfords and Mary Janes in forest green, oxblood, and high-shine black. Wear with socks (ribbed, sheer, or ruffled).

How to try it: Oxblood Mary Janes + sheer socks + pleated mini + oversized sweater. Cozy, but make it polished.

Chinese Laundry Samra Loafer, $90

Paris64 Mary Jane Daphne Ante Burdeos, $310

Dolce Vita Baylee Ballet Flats Onyx Perforated Suede, $120

Girotti Women's Luxury Loafers, $299

Free People High Heel Jungle Ava Lace Socks, $30

Urban Outfitters Ellie Lace Scrunch Crew Sock, $15

Urban Outfitters Lettuce-Edge Polka Dot Sock, $15

6) Heirloom-Vibe Jewelry

Go bold and “inherited”: architectural cuffs, brooches that look pilfered from Granny’s jewel box, long necklaces layered over knits, pearls done playfully (yes, with denim). Pin a brooch to your lapel, your scarf, or even your shoe strap for extra personality. Also, try your hand at maximalist, statement belts worn over outwear pieces like trench coats.

How to try it: Sleek turtleneck + wide tailored trousers + one serious cuff + a long pendant. Effortless authority.

Joanna Buchanan Sparkle Bee Brooch Topaz, $148

Dean Davidson Mini Plaza Ring, $250

Olive & Piper Nara Cuff, $68

Wolf & Badger Liquid Gold Cuff, $164

12th Tribe Suncrest Gold and Brown Statement Belt, $88

7) Patina > Perfect (Bags With a Life)

The new flex is a bag that looks loved. Lived-in leather, softened corners, slouchy shapes, and suede that doesn’t flinch at a drizzle. It’s “I don’t baby my expensive bag” energy, and it makes everything else feel cooler. Bonus points if the bag has a belt. Why? We're not sure, but it's so in right now.

How to try it: Oversized trench + vintage-wash denim + black boots + slouchy chocolate hobo. Done.

Target Universal Thread Slouchy Faux Suede Tote Handbag, $35

Rebecca Minkoff Crosby Shoulder Bag, $278

Dolce Vita Oakley Tote Chocolate Suede, $398

Rebecca Minkoff M.A.B. Hobo, $378

Styling Tips

  • Mix your countryside prints: tweed + stripes + tattersall = surprisingly chic when the palette stays neutral.

  • Let boots lead: build outfits from the shoes up: tall riding boots or Hunters first, then leggings/skinny jeans, then layers.

  • Choose one star texture: trench + faux-fur trim or suede bag or pearl stacks. Pick a hero and let it sing.

  • Keep a cocoa core: when in doubt, add one chocolate piece (belt, knit, or bag). It warms everything.

Now go forth and look impossibly expensive at the pumpkin patch.