There’s a shopper in just about all of us. And in the Annapolis area, you’ll find plenty of places to indulge your passion for shopping, regardless of what type of retail areas you’re drawn to. Here in Annapolis, we offer charming, independent boutiques; high-end shopping centers and malls; and some of the best outlet shopping in the region. 

Downtown Annapolis boutiques and stores

Surrounded by the charm of this historic city and the beauty of the Chesapeake Bay, it's easy to spend the day exploring the Annapolis Historic district’s eclectic specialty stores. Looking for that perfect gift? From spices, teas, and olive oils; to artwork, pottery, and handcrafted fashion accessories; to antiques and fine jewelry, the possibilities are endless. Then there are our boutique clothing stores, featuring everything from classic cocktail attire to casual weekend wear and trendy nautical fashions. From high-end to funky to consignment stores, there’s something for everyone here. 

Main Street Shopping

In walkable downtown Annapolis, you can pop in and out of stores and galleries at will. Along the way, you’ve got plenty of dining options. Sit down to a meal at a fine dining establishment or grab something quick at a deli or a cozy neighborhood pub. Top it off with an ice cream cone, coffee, or an adult beverage. Again, you’ll find all these options along the streets of Downtown Annapolis. Experience our five neighborhoods, each with their own style and all within reach of each other: City DockMain Street, West Annapolis, West StreetMaryland Avenue & State Circle, and Eastport

High-end Retail and Shopping Centers

Westfield Mall – This gleaming, 1.5 million square foot facility features more than 210 specialty shops and nationally known restaurants. With anchors including a handful of top-notch national brands you know and trust, plus the latest in trend-setting stores, you're sure to find what you're looking for. Westfield even has complimentary childcare services so your kids can play while you check off your "to do" list. If you're looking for locally grown produce, check out Westfield's seasonal weekend farmer's market. If you'd rather let someone else do the cooking, duck into one of the mall's many fine eateries on site.

Annapolis Towne Centre at Parole – Annapolis Towne Centre is so much more than a mall or a shopping center. It's fashion-forward stores. Every imaginable fine and fun food. Accessories and home goods galore for making your home more beautiful and inviting. Annapolis Towne Centre is also host to premier lifestyle retailers and first-quality restaurants. Truly a town “center”, it pulses with activity all year round, with everything from fashion shows, holiday-themed events, and outdoor summer concerts for the whole family. 

Annapolis Towne Centre

Outlet Malls

Everybody loves a bargain. That’s why it’s so fun to shop at outlet malls, where every store features the brand names you’ve come to know and respect—at prices you can afford. In Anne Arundel County, we’re fortunate to have the largest outlet mall in Maryland.

In addition to brand-name retail shopping at reduced prices every single day, at Arundel Mills Mall you’ll find plenty of entertainment options at your fingertips: Go to the movies, grab a bite to eat at a number of dining establishments; enjoy a drink at a casual brewing company. Adjacent to the mall beckons a $500 million Vegas-style casino and multi-use complex where the fun is happening 24/7.