Dressed in a tailored tuxedo jacket by Rag & Bone, Kate Bosworth pulled off one of fall's biggest looks-menswear. Her buttoned-up shirt and black boots completed the masculine look.
Humberto Carreno/Startraks
Jessica Biel is ready for fall in a Chanel dress and jacket. Opaque tights and peep-toe pumps finished off her monochromatic look. She also accessorized with several beaded necklaces.
INFGoff
Wide-leg trousers are fall's antidote to the skinny jeans, and when worn with heels, can makes legs look long and lean. Drew Barrymore matched hers with platform shoes, a skinny scarf, gold hoops and bangles.
INF Goff
This midriff-baring mama covered up on a cool day in Paris, with a belted jacket and dark skinny jeans. On her feet, Gwen Stefani wore a year-round classic-black ballet flats.
BauerGriffin
Pairing an autmnal orange-and-brown shirt with black wide-leg pants, Jennifer Lopez looked casual but chic as summer came to an end. The singer also wore two of her favorite accessories-a bohohemian wide-brimmed hat and an oversize bag.
BauerGriffin
With legs that go for miles, Liv Tyler is the perfect candidate for another of fall's looks-sweater dresses. The actress paired her cozy knit mini-dress with tall boots.
BauerGriffin
Ready for wet weather, Ashley Olsen tucked her jeans into a pair of Hunter wellies and stayed covered up in a black coat with elbow patches. Her pumpkin-orange bag is a surefire accessory for fall.
Fame
A classic trench never goes out of style. Kate Hudson wore her stone, knee-length coat with jeans tucked into a pair of casual flat boots-another must-have item for fall.
Brian Flannery/BauerGriffin
Hilary Duff layered on the accessories at a Chanel event in Beverly Hills. The actress-singer wore tights with her short-sleeve Chanel mini-dress, and topped it off with a beret, a bracelet and multiple necklaces.
Andreas Branch/PMc
Perfectly color coordinated in olive green, Penelope Cruz chose an enturing staple-a woolen turtleneck sweater. Her tall leather boots and a brown leather hobo finished the city-chic outfit.
Eliot Press/BauerGriffin
This British supermodel is known for setting trends-so it's a sure thing that gray is hot this fall. Kate Moss's light gray sweater and tailored blazer matched her skinny jeans, as did her silver flats.
Ken Goff/INF Goff
As the weather cools, celebrities are starting to cover up on the red carpet. At Fashion Rocks, Mary J. Blige wore a sophisticated statement coat-dress with a black beret and patent leather shoes.
Kevin Mazur/WireImage
Amanda Peet strikes a pose in an outfit that's perfect for work or a night out on the town-a dress and trench coat, heels and opaque black tights.
Matt Baron/BEImages
This Oscar-winning actress manages to look casual and sexy in her fitted T-shirt and jeans, which were pulled together with a low-slung metallic belt and seductive stilettos.
Vince Flores/Celebrity
Katharine McPhee layered a long-sleeve T-shirt under her taupe jumper, then pumped it up with a bold purple oversize clutch. A perfect trick for extending warm-weather dresses into fall.
Gregg DeGuire/WireImage
It's time to break out the leather jackets. Katie Holmes dons a short brown version with multiple zippers for a cool and contemporary look.
Fame
Rachel Bilson favors a casual yet classic look that's ideal for fall-boot-cut jeans, a long-sleeve T-shirt, well-worn boots and a printed silk scarf.
Jennifer Buhl/PacificCoast
Feeling the cold? Throw a knit wrap over almost anything in your closet, just like Jessica Simpson. The singer also wore dark denim and carried a snakeskin bag.
Leigh Green/INF Goff
A fitted jacket is a great way to accentuate an hourglass figure. Anne Hathaway wore one, and picked up on another big trend for fall-black and gold-with her handbag.
Roger Wong/INF Goff
In London, Keira Knightley went for a more androgenous look in an oversize shirt, leggings and casual leather harness boots. Her canvas shopping bag came from a local cheese shop.
INF Goff
Known for her unconventional style, Chloe Sevigny made no exception with this outfit. The actress paired a silky mini-dress with lace-up oxford boots and a leather biker jacket for a downtown fall look.
Scott Wintrow/Getty
Scarves are a great way to keep warm as the temperature drops. Ashlee Simpson paired her gray (that color again!) one with a cable-knit cardigan and tall boots while in New York.
Lenny Abbot/INF Goff
A transitional coat will see you through fall and into winter, and looks good with almost anything. Jamie-Lynn Sigler's navy-blue military coat is a great example.
Brad Barket/Getty
An easy fall look can be put together by throwing a short jacket over a camisole and jeans. Claire Danes wore a gray Stella McCartney jacket over a Zac Posen top and Diesel jeans.
Matt Carasella/PatrickMcMullan
Big sunglasses are still in vogue this season. Jessica Alba wore a pair, and added a colorful scarf to her jeans, T-shirt and sneakers for a casual weekend look.
Also on InStyle.com: Exclusive discounts on must-have fall items at your favorite stores!
Also on InStyle.com: Exclusive discounts on must-have fall items at your favorite stores!
INF Goff
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Kate Bosworth
Dressed in a tailored tuxedo jacket by Rag & Bone, Kate Bosworth pulled off one of fall's biggest looks-menswear. Her buttoned-up shirt and black boots completed the masculine look.
Advertisement
Jessica Biel
Jessica Biel is ready for fall in a Chanel dress and jacket. Opaque tights and peep-toe pumps finished off her monochromatic look. She also accessorized with several beaded necklaces.
Drew Barrymore
Wide-leg trousers are fall's antidote to the skinny jeans, and when worn with heels, can makes legs look long and lean. Drew Barrymore matched hers with platform shoes, a skinny scarf, gold hoops and bangles.
Advertisement
Gwen Stefani
This midriff-baring mama covered up on a cool day in Paris, with a belted jacket and dark skinny jeans. On her feet, Gwen Stefani wore a year-round classic-black ballet flats.
Advertisement
Jennifer Lopez
Pairing an autmnal orange-and-brown shirt with black wide-leg pants, Jennifer Lopez looked casual but chic as summer came to an end. The singer also wore two of her favorite accessories-a bohohemian wide-brimmed hat and an oversize bag.
Advertisement
Liv Tyler
With legs that go for miles, Liv Tyler is the perfect candidate for another of fall's looks-sweater dresses. The actress paired her cozy knit mini-dress with tall boots.
Advertisement
Ashley Olsen
Ready for wet weather, Ashley Olsen tucked her jeans into a pair of Hunter wellies and stayed covered up in a black coat with elbow patches. Her pumpkin-orange bag is a surefire accessory for fall.
Advertisement
Kate Hudson
A classic trench never goes out of style. Kate Hudson wore her stone, knee-length coat with jeans tucked into a pair of casual flat boots-another must-have item for fall.
Advertisement
Hilary Duff
Hilary Duff layered on the accessories at a Chanel event in Beverly Hills. The actress-singer wore tights with her short-sleeve Chanel mini-dress, and topped it off with a beret, a bracelet and multiple necklaces.
Advertisement
Penelope Cruz
Perfectly color coordinated in olive green, Penelope Cruz chose an enturing staple-a woolen turtleneck sweater. Her tall leather boots and a brown leather hobo finished the city-chic outfit.
Advertisement
Kate Moss
This British supermodel is known for setting trends-so it's a sure thing that gray is hot this fall. Kate Moss's light gray sweater and tailored blazer matched her skinny jeans, as did her silver flats.
Advertisement
Mary J. Blige
As the weather cools, celebrities are starting to cover up on the red carpet. At Fashion Rocks, Mary J. Blige wore a sophisticated statement coat-dress with a black beret and patent leather shoes.
Advertisement
Amanda Peet
Amanda Peet strikes a pose in an outfit that's perfect for work or a night out on the town-a dress and trench coat, heels and opaque black tights.
Advertisement
Hilary Swank
This Oscar-winning actress manages to look casual and sexy in her fitted T-shirt and jeans, which were pulled together with a low-slung metallic belt and seductive stilettos.
Advertisement
Katharine McPhee
Katharine McPhee layered a long-sleeve T-shirt under her taupe jumper, then pumped it up with a bold purple oversize clutch. A perfect trick for extending warm-weather dresses into fall.
Advertisement
Katie Holmes
It's time to break out the leather jackets. Katie Holmes dons a short brown version with multiple zippers for a cool and contemporary look.
Advertisement
Rachel Bilson
Rachel Bilson favors a casual yet classic look that's ideal for fall-boot-cut jeans, a long-sleeve T-shirt, well-worn boots and a printed silk scarf.
Advertisement
Jessica Simpson
Feeling the cold? Throw a knit wrap over almost anything in your closet, just like Jessica Simpson. The singer also wore dark denim and carried a snakeskin bag.
Advertisement
Anne Hathaway
A fitted jacket is a great way to accentuate an hourglass figure. Anne Hathaway wore one, and picked up on another big trend for fall-black and gold-with her handbag.
Advertisement
Keira Knightley
In London, Keira Knightley went for a more androgenous look in an oversize shirt, leggings and casual leather harness boots. Her canvas shopping bag came from a local cheese shop.
Advertisement
Chloe Sevigny
Known for her unconventional style, Chloe Sevigny made no exception with this outfit. The actress paired a silky mini-dress with lace-up oxford boots and a leather biker jacket for a downtown fall look.
Advertisement
Ashlee Simpson
Scarves are a great way to keep warm as the temperature drops. Ashlee Simpson paired her gray (that color again!) one with a cable-knit cardigan and tall boots while in New York.
Advertisement
Jamie-Lynn Sigler
A transitional coat will see you through fall and into winter, and looks good with almost anything. Jamie-Lynn Sigler's navy-blue military coat is a great example.
Advertisement
Claire Danes
An easy fall look can be put together by throwing a short jacket over a camisole and jeans. Claire Danes wore a gray Stella McCartney jacket over a Zac Posen top and Diesel jeans.
Advertisement
