Best Places to Shop in Chestnut Hill, MA

Among its other virtues, Chestnut Hill, MA., is known for its upscale shopping and variety of retail experiences. Whether you're looking for luxury brands, trendy boutiques, or everyday essentials, Chestnut Hill offers a wide range of shopping destinations. Its mix of retail options, dining establishments, and charming atmosphere makes it the perfect place to spend the day indulging in well-deserved retail therapy.

Below are some of the best places for shopping in Chestnut Hill, MA.

The Street at Chestnut Hill is a popular open-air shopping center with a mix of high-end retailers and dining options. It’s home to well-known stores like Anthropologie, Lululemon, Pottery Barn, Bluemercury and J.McLaughlin providing shoppers access to stylish clothing, accessories, and home décor. Simon Pearce is a unique store specializing in handcrafted glassware, pottery, and lighting. It’s an ideal stop for those looking for high-quality, artisanal products. Hummingbird Books offers a charming and inviting space for book lovers of all ages. In addition to the retail experience, The Street boasts a fantastic selection of dining options, including Chilacates for Mexican cuisine, Shake Shack for classic burgers, Bianca for wood-fired pizza and sushi, and Mia’s Brooklyn Bakery for delightful baked treats.

Chestnut Hill Square is a premium shopping and dining destination with a curated selection of high-quality retailers. Stores like Sephora, Anthropolie, Serena & Lily and Athleta make it a one-stop location for beauty products, fitness gear, and stationery. This shopping area is known for its convenient parking and walkability, making it easy to navigate from store to store. After shopping, you can enjoy a meal at one of the restaurants in the area, such as Seasons 52 or Sweetgreen, making Chestnut Hill Square a well-rounded shopping experience. Chestnut Hill Square also featured Wegman’s, an upscale grocery store offering a wide range of specialty foods, fresh produce, and gourmet ingredients to elevate any meal.

The Shops at Chestnut Hill is a luxury indoor mall with high-end retailers such as Neiman Marcus, Tiffany & Co., and Gucci. It’s the perfect destination for those seeking designer brands and exclusive items. Whether you’re updating your wardrobe, buying a gift, or shopping for home décor, The Shops at Chestnut Hill offers a sophisticated shopping experience. In addition to its retail options, the mall also features a variety of dining choices, including  . The elegant design and convenient amenities make this shopping center a favorite among locals who appreciate quality and convenience.

Bloomingdale’s at Chestnut Hill is a department store known for its selection of luxury brands and high-end fashion. Offering everything from designer clothing to home furnishings, Bloomingdale’s is a go-to for those looking to invest in quality goods. The store also offers personal shopping services, so you can get customized assistance while navigating the extensive collections. With its reputation for excellent customer service and a wide variety of luxury products, Bloomingdale’s is a premier destination for shopping in Chestnut Hill.

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