Top Shopping on Maryland’s Main Streets

Unique shopping districts pepper our state. 

By Jennifer Broadwater

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Photo By: BelAirMaryland.org
Woman window shopping
Photo By: Clark Vandergrift
Shops in Frederick
Shops in Frederick
Photo By: Visit Frederick

Discover Maryland Main Street Treasures

Berlin’s Charming Antiques Stores

With a population of about 4,500, Berlin is small but it packs a lot of charm. This Eastern Shore gem has an Arts & Entertainment District along with a Main Street and is know for it's great jewelry, gift and antiques shops. Year round, Second Friday events include performances, pageants and quirky races like the bathtub races and high heel races. 

Pet-Friendly Shops in Frederick

Best known for antiques, Frederick’s lively downtown and Main Street has an assortment of shops including clothing, home furnishings, toys and more. A dog park and numerous shops and eateries that are dog-friendly make Frederick a great pick for people traveling with their pets. Make sure your trip coincides with one of the special events on the First Saturday of each month.

Crafts and Candies in Havre de Grace

In Havre de Grace, St. John Street anchors the shopping hub along the Susquehanna River. You will find shops that specialize in everything from toys and candy to leather goods and global fair-trade crafts. From April through December, the festive First Fridays’ market features live music and merchant promotions.

Cumberland’s Artistic Flair

Set among the Allegheny Mountains, Cumberland’s railroad roots have given way to an arts focus in the town’s open-air pedestrian Town Centre. Shops include country décor, a tea parlor, and studios specializing in woodwork, leather, pottery and yarn. Don’t miss the Western Maryland Scenic Railroad Gift Shop, which celebrates all things locomotive.

Unique Shopping in Baltimore

Even in a big city like Baltimore, you'll find charming small-town shopping.  Hampden, in northwest Baltimore, features The Avenue—a collection of shops that reflect Baltimore’s quirky, endearing style. There’s something for every shopping maven: independent book and record shops, trendy apparel and shoes, furniture, and niche antiques shops specializing in the bizarre and campy. The Town Center of Dundalk is one of the earliest shopping centers in Maryland.

Modern Main Street Shopping in Ellicott City

Long known for its antiques shops, today you’ll also find trendy boutiques and local artisans along Ellicott City’s historic Main Street—which made the final four in online voting in Parade Magazine’s “America’s Best Main Street” contest in 2014. After a morning or afternoon of shopping, relax in one of their unique eateries which include fine French and global fusion restaurants, a brew pub and a wine and tapas lounge. Other special events draw visitors year-round, including a plein air painting competition, farmers market, outdoor movie nights, ghost tours, concerts and festivals.

Crisfield's New Arts and Entertainment Shopping

This Eastern Shore small town is big on its eclectic personality.  Crisfield has ramped up its Arts and Entertainment District shopping opportunities thanks to a thriving community of visual and performing artists, writers (including a specialist on Eastern Shore history and lore and another on the tao of the banjo), along with imaginative craftspeople who incorporate facets of their Eastern Shore locale into their art.  The Smith Island Bakery is among the many local businesses offering unexpected delights.  Crisfield features a collection of both fun and fine dining and great shopping all year.

Other Maryland Main Streets

Recently celebrating its 250th year, historic Westminster has a cute downtown lined with shops selling comics, ceramics, fashion jewelry, cycling gear and more. In Annapolis, shoppers enjoy a variety of upscale boutiques along picturesque Maryland Avenue, while shopping in Takoma Park reveals the town’s hippie heritage, with merchants who specialize in bicycles, beads, fair-trade artisan crafts, and vintage-style boutiques. Find out more about  Maryland's 28 Main Streets.

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