While many celebrities shine on the red carpet but struggle to maintain that polish in everyday life, Reese Witherspoon consistently stands out for her effortlessly put-together street style.
Whether she’s running errands or attending casual events, the Oscar-winning actress proves that off-duty fashion can still be chic and refined.
Reese Witherspoon turns heads outside the W Hotel in Los Angeles on September 5, 2014, showcasing her legs in classic black Saint Laurent pumps paired with a ruffled-hem skirt and a bold red floral-print top for a polished, feminine look (Credit: WENN)
Red Carpet Elegance Meets Everyday Street Style
The Legally Blonde actress has a very sophisticated and timeless style. Despite being only 5ft 1 ½ (156.2 cm), she knows how to style her pint-sized figure and always chooses outfits that are perfectly tailored to her size.
Another thing we love about this blonde beauty is her excellent preference for bags. Whether out for lunch or doing errands, her day bags are always drool-worthy.
Reese Witherspoon carries a sleek black Bulgari Serpenti tote, distinguished by its signature snake-like enameled top handles and structured silhouette (Credit: WENN)
The Iconic Bulgari “Serpenti” Tote: Classic with a Twist
Reese was spotted exiting the W Hotel in Los Angeles toting around a Bulgari “Serpenti” bag. This ultra-luxe tote was released in 2012, but its timeless style ensures it remains wearable for years to come.
The most significant detail about this purse is the handle, which boasts a “serpentine” look made from palladium-plated or gold-plated metal.
🐍 Explore Bulgari Serpenti Highlights on Your Next Shoes:
- 👜 Jessica Alba’s Casual Chic with the Bulgari Serpenti Bag — Alba paired her medium hand-carry Serpenti tote with Tory Burch Tenley riding boots for a laid-back yet luxe breakfast look.
- 💎 Lily Aldridge at Bulgari’s “From Rome to NYC” Party — Styled in sleek Giuseppe Zanotti “Sophie” slingback sandals and radiant Serpenti jewelry that channeled old-school Hollywood glam.
- 🌟 Naomi Campbell’s Dazzling Look at the V&A Summer Party 2024 — Wore layered Serpenti necklaces with a plunging white BOSS gown and white heels, though her pointed pumps appeared snug on her feet.
- 🔥 Julia Garner’s Serpenti Glamour at the 2023 Critics’ Choice Awards — Rocked Bulgari Serpenti jewelry with a red Ferragamo gown and satin Stuart Weitzman platform sandals, serving structured sophistication.
Bulgari’s Serpenti collection is an iconic celebration of the serpent—a powerful symbol of wisdom, vitality, and seduction drawn from ancient Greek and Roman mythology.
First introduced in the 1940s, the Serpenti line has evolved into a hallmark of luxury, spanning jewelry, watches, bags, and accessories. Its sinuous silhouettes and exquisite craftsmanship continue to captivate celebrities and fashion lovers alike.
Reese Rocks Convertible Sling Bags by Elizabeth and James
While Reese is more of a tote girl, she also tries out other styles. We adore her Elizabeth and James “Cynnie” sling bag, which perfectly mixes sophisticated and casual styles.
Reese Witherspoon steps out in Santa Monica wearing tan Rag & Bone Harrow leather ankle boots, pairing them effortlessly with cuffed skinny jeans, a floral blouse, and a floppy felt hat for a chic, boho-inspired daytime look on September 4, 2014 (Credit: WENN)
This sling bag can also be carried as a backpack, making it a great steal over The Row’s super expensive, high-end backpack.
Reese Witherspoon slings on a blush pink Elizabeth and James drawstring backpack, blending laid-back utility with polished, feminine flair (Credit: WENN)
Reese Witherspoon consistently showcases her refined taste in handbags, seamlessly blending luxury with everyday elegance. Here are some standout moments highlighting her impeccable accessory choices.
👜 Explore Reese Witherspoon’s Best Handbag Moments on Your Next Shoes:
- 🌟 Reese Witherspoon Rocks Saint Laurent Boots and Marsala Tote — She styled a striking marsala-colored Bally Sommet Fold tote with black Saint Laurent Chelsea boots during a casual 2015 outing, recently refreshed in April 2025.
- 👜 Reese Witherspoon’s Stylish Errand Run: Fuchsia Sweater and Reed Krakoff Purse — Featured with the elegant Reed Krakoff Atlantique Bionic mini tote and Tabitha Simmons flats during a 2014 Beverly Hills shopping trip.
- 👛 Reese Witherspoon’s Press Tour Look with Cuyana “Ola” Bag — In a springtime 2025 press ensemble, she carried a red Cuyana “Ola” bag paired with Carolina Herrera pumps for a polished, on-brand appearance.
- 🌾 Reese Witherspoon’s Casual Errand Run with Draper James Straw Tote — Seen carrying her $135 Draper James straw tote while running errands in LA, demonstrating her lifestyle brand in action.