Browse an intentional, diverse mix of beloved, local boutiques and well-known brands – from apparel and home goods to antiques and specialty gifts.
Located on the ground floor of 176 Middle Street, or the Boyd Block, Rough & Tumble is a Maine-based accessories brand that specializes in custom and handmade leather bags. The internationally acclaimed retailer selected Old Port Square as the location for their brand's flagship, opening their doors in October 2024.
Shop →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.
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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.
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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.
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Experience an array of local, cultural, and community sights and destinations – from art galleries to local events.
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From luxury lofts to award-winning hotels, experience exceptional hospitality in the heart of Portland.
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Convenient, covered parking with EV charging stations and modern amenities.
Learn MoreFrom early-morning coffee to late-night cocktails, discover award-winning dining options.
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