City Sports

City Sports is a well-regarded sporting goods retailer that began its journey in Boston in 1983. Founded by brothers Mike and Eric Stone, the brand quickly became a favorite among urban athletes and fitness enthusiasts seeking quality athletic apparel, footwear, and equipment in city centers. Over the years, City Sports expanded across the Northeast and Mid-Atlantic, operating more than 26 stores at its peak in cities like Boston, New York, Philadelphia, Washington D.C., and Baltimore. The brand earned a reputation for its carefully curated selection of running, training, and team sports gear, as well as its popular City Sports-branded t-shirts, a hit with both locals and tourists.

However, in October 2015, City Sports faced financial challenges and filed for Chapter 11 bankruptcy, leading to the closure of all its stores. This downturn was attributed to growing competition from larger chains and online platforms. In November 2015, Highland Capital Investment acquired the brand's intellectual property and assets, aiming to rejuvenate City Sports through a digital-first approach.

Today, as of November 2025, City Sports primarily operates as an e-commerce retailer, focusing on athletic apparel, footwear, and accessories through its website. The brand has embraced a digital strategy while also exploring physical retail through pop-up shops and event-based activations in urban markets like Boston, New York, Philadelphia, and Washington D.C. This approach reflects a cautious return to physical retail, emphasizing community engagement and brand presence without committing to permanent store locations.

City Sports continues to be headquartered in Boston, leveraging its strong brand recognition in the Northeast and considering growth opportunities in other urban areas. With its measured growth strategy, prioritizing digital engagement and community partnerships, City Sports remains a credible and appealing prospect for commercial real estate professionals interested in urban retail and fitness-focused developments.