Discover the 7 Best Places to Shop in Westport, CT

Discover the 7 Best Places to Shop in Westport, CT


Located along the picturesque Connecticut coastline, Westport is not just a haven for scenic beauty and affluent living but also a paradise for shoppers seeking the finest retail experiences. From charming boutiques to upscale malls, this coastal town offers a plethora of options for indulging in retail therapy. Whether you're a local resident or a visitor exploring the area, here are seven of the best places to shop in Westport that are sure to satisfy every shopper's desires.

Main Street

Amidst the historic charm of downtown Westport lies Main Street, a bustling hub of shops and boutiques offering an eclectic mix of merchandise. Here, you'll find a diverse range of stores, from high-end shops like Lululemon and  Theory to quaint gift shops like Savvy & Grace and art galleries like Clarendon Fine Art. Stroll along the tree-lined sidewalks and explore unique finds at stores like Shoes 'N' More, or Gorjana and Lux Bond & Green for jewelry. With its vibrant atmosphere and array of shopping options, Main Street encapsulates the essence of Westport's retail scene.

Westport Farmers Market

For those with a penchant for fresh produce and artisanal goods, the Westport Farmers Market is a must-visit destination. Held weekly at 50 Imperial Avenue during the warmer months, this vibrant market showcases the best of Connecticut's local harvest. From organic fruits and vegetables to homemade baked goods and handcrafted items, the market offers a delightful shopping experience infused with community spirit. Whether you're stocking up on groceries or looking for unique gifts, the Westport Farmers Market is a treasure trove of culinary delights.

Bedford Square

Situated in the heart of downtown Westport, Bedford Square is a premier destination for luxury shopping and dining. This stylish complex seamlessly blends historic architecture with modern design, creating an inviting space for retail therapy and leisurely indulgence. Explore upscale retailers like Anthropologie and Serena & Lily, or treat yourself to gourmet delights at restaurants such as Mrs. London’s, Pink Sumo and Emmy Squared. With its sophisticated ambiance and a curated selection of shops, Bedford Square exudes elegance and charm, making it a favorite among discerning shoppers.

Playhouse Square

Playhouse Square offers a lovely shopping experience next to the Westport Country Playhouse. This charming outdoor mall features a curated collection of boutiques, cafes, and specialty stores, making it the perfect destination for leisurely browsing and relaxation. From stylish fashion boutiques like Splash of Pink and Scout & Molly to gift  shops like She La La, Playhouse Square caters to diverse tastes and preferences. Whether you're enjoying a leisurely stroll or unwinding with a cup of coffee at Granola Bar, this quaint shopping center embodies the essence of Westport's laid-back luxury.

Explore Westport

From charming boutiques to upscale malls, Westport offers a diverse array of shopping destinations that cater to every taste and preference. Whether you're in search of luxury fashion, artisanal goods, or waterfront properties, this coastal town has something to offer for everyone.

If you're considering making Westport your home, contact The Leslie Clarke Team today to explore Westport real estate options. With their personalized attention to detail and market expertise, your dream home is a short journey away. Search homes for sale in Westport here.



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