Quarantine Chic: Top Celebrity Casual Styles & Off-Duty Fashion Moments

The global shift to staying home dramatically altered our daily routines, and with it, the landscape of fashion. Red carpets and glamorous events were put on hold, prompting celebrities to trade their elaborate gowns and tailored suits for more relaxed, yet equally stylish, casual ensembles. However, this didn’t mean a compromise on flair. Instead, it opened up a new chapter for ‘off-duty’ fashion, where comfort met couture, and personal style truly shone through. As weeks in quarantine turned into months, our favorite stars continued to inspire, showcasing an impressive array of effortlessly chic casual outfits that redefined everyday glamour.

From quick errands and doctor’s appointments to socially distanced outings and even protests, these trendsetters proved that impeccable style is not exclusive to formal occasions. This week, we witnessed a remarkable display of adaptable and fashionable looks, demonstrating how versatile and impactful casual wear can be. We’ve meticulously rounded up the best-dressed celebrities, highlighting their innovative approaches to fashion during these unprecedented times. Get ready to dive into the world of celebrity street style, where elevated basics, thoughtful accessorizing, and comfortable silhouettes take center stage.

One star who consistently masters the art of elevated casual is Hailey Baldwin, 23, and her recent doctor’s visit in Beverly Hills on May 29 was no exception. Known for her impeccable street style, Hailey opted for a sophisticated all-black ensemble that exuded a sense of edgy minimalism. She donned an oversized black T by Alexander Wang Slub Classic Long Sleeve Tee, a piece that perfectly blends comfort with high-fashion appeal. The loose, relaxed fit of the top created a striking contrast with her skintight black Steele Latex Skinny Pants, showcasing a masterful play on proportions and textures. The latex added an unexpected element of glamour and modernity, proving that even a casual outfit can have a significant impact.

Hailey’s choice of accessories further elevated her monochrome look. She carried a sleek By Far Amber Bag, adding a touch of understated luxury. Her footwear, however, injected a vibrant pop of color and personality: a pair of colorful Jordan 1 Retro High Union Sneakers. These iconic sneakers not only provided comfort but also showcased her flair for mixing high-end pieces with streetwear staples, a hallmark of her personal style. Completing her ensemble were elegant Jennifer Fisher Mini Samira Hoop Earrings, adding a subtle sparkle without detracting from the overall contemporary vibe. Hailey’s outfit was a masterclass in making a casual outing feel like a runway moment, illustrating how purposeful styling can transform everyday attire.

Embracing the warmer weather with a quintessential summer aesthetic, Olivia Wilde, 36, stepped out in Los Angeles on May 31 looking absolutely radiant. Her choice of attire was a gorgeous oversized Staud Meadow Tiered Color-Block Maxi Dress, featuring an eye-catching combination of vibrant orange and soft pink. This flowing, voluminous dress perfectly encapsulated the ‘mumu’ trend, prioritizing comfort and ease without sacrificing an ounce of style. The tiered silhouette added a playful and bohemian touch, while the color-blocking created a dynamic and cheerful visual statement, perfectly suited for a sunny day in California.

Olivia expertly styled the baggy maxi dress with accessories that complemented its relaxed yet chic nature. Around her neck, she wore a Retrovai Fantasy Signet Pendant Necklace Lion, adding a touch of eclectic charm and personality. To shield her eyes from the sun and complete her mysterious allure, she opted for classic oversized black sunglasses. In a nod to the current global situation, Olivia also incorporated a bright yellow face mask, seamlessly integrating a necessary protective item into her stylish ensemble. This choice not only demonstrated her commitment to safety but also highlighted how fashion is adapting to new norms, transforming even functional items into part of a cohesive look. Olivia’s outfit was a beautiful representation of effortless summery elegance, proving that comfort and vibrancy can go hand-in-hand.

Adding a touch of soft sophistication to her casual outings, Emma Roberts, 29, also opted for a splash of color during her appearance in Los Angeles on May 30. Emma chose a light pink V-neck Theory Adrianna Sweater in Deep Rose, a luxurious knit that offered both comfort and a refined aesthetic. The delicate hue of the sweater provided a refreshing contrast to more muted tones, showcasing a subtle yet impactful embrace of color. She skillfully tucked the sweater into a pair of high-waisted, fitted Mother Insider Crop Fray Jeans in Gypsy. These jeans, a popular choice among celebrities, are celebrated for their flattering fit and distressed hem, offering a modern twist on classic denim.

Emma’s accessories further enhanced the thoughtful curation of her outfit. She grounded her look with a pair of Polo Ralph Lauren Lowrey Suede Cowboy Boots, which introduced a charming touch of rustic chic and an unexpected textural element. For practicality and style, she carried a sophisticated Chloe Tess Large Leather/Suede Camera Crossbody Bag, a versatile piece perfect for everyday essentials. Her eyewear choice, Ray-Ban Rb3447 Round Metal Sunglasses, added a timeless and iconic touch. Finally, a delicate Jennifer Meyer Circle by the Inch Necklace completed her ensemble, providing a subtle sparkle. Emma’s outfit was a testament to her ability to blend classic pieces with trendy elements, creating a look that was both comfortable and undeniably stylish, perfect for a casual day out.

Demonstrating how fashion can be both practical and a form of expression, Emily Ratajkowski, 28, attended a protest in Los Angeles on June 2, showcasing her enviably toned figure in a stylish yet functional ensemble. Emily embraced the hugely popular biker shorts trend, rocking a pair of skintight, high-waisted black biker shorts. These athletic-inspired shorts have become a street style staple, celebrated for their comfort and versatility, blurring the lines between activewear and everyday fashion. She paired them with a long-sleeve olive green crop top, which perfectly balanced the silhouette and highlighted her midriff, maintaining a sense of sleekness and contemporary appeal.

Emily accessorized her protest attire with items that were both practical for the occasion and stylish. She topped her look off with a simple burgundy ’47 Brand Cap, providing sun protection while adding a casual, sporty touch. Her choice of eyewear, Ray-Ban 2140 Original Wayfarers Sunglasses in Tortoise, offered classic cool. For footwear, she opted for comfortable and iconic Adidas Samba Sneakers, ideal for walking and standing for extended periods. Jennifer Fisher Mini Lilly Hoop Earrings added a subtle hint of glamour. Emily’s outfit epitomized the fusion of athleisure and activism, proving that one can participate meaningfully while still maintaining a strong sense of personal style, prioritizing comfort and function without sacrificing an ounce of chic.

Capturing the carefree spirit of the season, Nina Dobrev, 31, embraced one of this season’s hottest trends – tie-dye – when she was spotted walking her dog in West Hollywood on May 28. The resurgence of tie-dye has been a defining moment in quarantine fashion, symbolizing a longing for nostalgia, creativity, and laid-back comfort. Nina flawlessly sported a short-sleeve pastel Z Supply Multicolor Tie-Dye Tee, a vibrant piece that exuded youthful energy and a relaxed vibe. What made her look particularly cohesive and on-trend was the matching pair of Z Supply Multicolor Tie-Dye Shorts, creating a coordinated set that screamed effortless cool.

Nina’s accessorizing complemented the casual and playful nature of her tie-dye ensemble. She protected her eyes with stylish Kate Young for Tura Fallon Sunglasses in Tortoise, adding a touch of celebrity flair. On her feet, she wore classic Vans Era Sneakers in White, a timeless choice that perfectly matched the relaxed and approachable aesthetic of her outfit. This coordinated tie-dye set offered a refreshing take on loungewear, making it perfectly acceptable for outdoor activities like dog walking. Nina’s choice highlighted how comfortable, expressive fashion can be worn beyond the confines of the home, proving that even a simple walk can be an opportunity to showcase personal style and embrace popular trends.

The ingenuity displayed by these celebrities during a time of global uncertainty is truly inspiring. They’ve collectively shown us that fashion doesn’t halt when life changes; it adapts, evolves, and finds new ways to express individuality and bring joy. From Hailey Baldwin’s sophisticated monochrome to Olivia Wilde’s vibrant maxi dress, Emma Roberts’ sweet denim pairing, Emily Ratajkowski’s functional athleisure, and Nina Dobrev’s playful tie-dye, each star offered a unique perspective on what it means to be well-dressed in casual settings. These looks weren’t just about clothes; they were about confidence, adaptability, and the enduring power of personal style. They served as a reminder that even in the most challenging times, fashion remains a powerful tool for self-expression and an uplifting force. There were so many other fabulous outfits from various stars that continued to captivate us, and you can delve into even more incredible examples of best-dressed celebrities by exploring the comprehensive gallery above!