Browse an intentional, diverse mix of beloved, local boutiques and well-known brands – from apparel and home goods to antiques and specialty gifts.
In the first installment of our Old Port Square Spotlight Series, we speak to the inspiring entrepreneur and maker behind the world-renowned handbag brand, Rough & Tumble.
Learn More →Located on the ground floor of 184 Middle Street, or the William Widgery Thomas Block, Warby Parker selected Old Port Square as its first brick-and-mortar shop in Maine. Founded in 2010 and opened in Portland in 2025, Warby Parker is known for their stylish and affordable eyewear that combines classic design with modern trends.
Shop →
Located at 42 Exchange Street, Baske is a local homewares retailer carrying variety of popular brands, including Business and Pleasure Co, Sunday Supply Co, Saarde, Immodest Cotton, Flamingo Estate, Serax, Rosie Jane, and more. Baske is from the team behind Bliss and Little Boutiques – two other beloved, local shops in Portland's Old Port.
Shop →
Located at 188 Middle Street, Urban Outfitters is a global lifestyle retailer known for its signature mix of trend-forward apparel, accessories, and home decor. The popular brick-and-mortar location has been open within Old Port Square since 2011.
Shop →
From historic residences to new luxury condominiums, find city living in the heart of downtown Portland.
Learn More
Experience an array of local, cultural, and community sights and destinations – from art galleries to local events.
Learn More
From luxury lofts to award-winning hotels, experience exceptional hospitality in the heart of Portland.
Learn More
Convenient, covered parking with EV charging stations and modern amenities.
Learn More
From early-morning coffee to late-night cocktails, discover award-winning dining options.
Learn More
Discover premier office destinations designed for productivity, convenience, and daily work-life benefits.
Learn More