Shopping

5 Main Street Antiques, New Market

If you’re looking for small, quirky pieces or distinctive ephemera, look no further than this store that specializes in antique advertising, toys and scientific instruments. Just browsing through the curiosities is an afternoon well-spent.

6 Emporium Antiques, Frederick

Swedish antiques? Check. Folk art and Americana? Check. Find furniture, jewelry, prints, pottery, silver, antique maps and globes, Civil War relics, vintage clothing and much more when you step inside this 55,000-square foot historic brick warehouse that houses more than 130 specialty dealers.

7 Beaver Creek Antique Market, Hagerstown

Make a little room in your house for the heirlooms you’ll find here—with more than 150 antiques dealers you’re virtually assured of scoring unique treasures.

8 The Gallery and Harborplace, Baltimore

These premiere shopping destinations might be among the most popular tourist spots in the state. Shop big name brands and upscale stores in the glass-encased Gallery, or head across the street to the two pavilions that make up Harborplace for edgy stores like Urban Outfitters and H&M, plus plenty of Baltimore gift shops.

9 Mount Airy Main Street

Enjoy your shopping with a side of history when you stroll along this Main Street, listed on the National Register of Historic Places. Stop in one of the many local storefronts that run the gamut from high-end fashion, art and photography to handcrafted souvenirs, hobby and fabric shops. As an added bonus, the Mount Airy Main Street Association hosts year-round events that are fun for the whole family.
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10 Simon Pearce Factory Outlet and Glassblowing Workshop, Mountain Lake Park

This outlet store sells beautiful pieces handmade by the artisans in the on-site workshop. Watch the master glassblowers at work before you purchase that perfect glass piece or tableware. You can even take a class to learn the craft firsthand.

11 Chevy Chase

You'll feel like you’re shopping New York City’s Fifth Avenue when you patronize the high-end shops of Chevy Chase. Bring your credit card, wear comfortable shoes, and prepare to shop at legendary retailers like Bloomingdales, Neiman Marcus, Saks Fifth Avenue, Cartier and Tiffany & Co.

12 Arundel Mills

This outlet mall has bargains around every corner of its sprawling single-floor layout. Find deals ranging from huge high-end discounts to everyday savings in stores like Neiman Marcus Last Call and J. Crew Factory Store. Allow enough time to take advantage of the numerous entertainment options, including Dave & Busters, a movie theatre, Medieval Times, and right next door, Maryland Live! Casino.

13 Downtown Annapolis

You may find yourself dressed like a true Annapolitan after shopping this historic town’s boutiques with a nautical twist that include Sperry Top-Sider and Helly Hansen. Don’t miss shopping the art galleries or the gift shops overflowing with Naval Academy gear.
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14 Historic Ellicott City

For charm and history, look no further than this neighborhood packed with great shopping options. Find one-of-a-kind antiques, oriental rugs, rare books, funky fashions, specialty toys, and handmade jewelry and art galleries in the unique boutiques here.  Nearly all of the businesses impacted from the 2016 flood are opened. 

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15 Havre de Grace Main Street

This picturesque water town has great shopping in its antiques shops, art galleries and quirky gift stores. But it may be best known for its one-of-a-kind carved waterfowl decoys, available at local shops as well as at the Havre de Grace Decoy Museum.

16 Fenwick Street, Leonardtown

This street runs alongside the historic downtown square that is one of just a few remaining from Maryland’s provincial period. Set aside an afternoon or two to explore its bustling array of unique and locally-owned shops, including a used books and music store located in what was formerly Duke’s Bar— it still has the repurposed rear bar as part of its décor.

17 The Shops at Waldorf Center

Get your shopping fix in this convenient open-air shopping center in Charles County where you’ll find a mix of national chains, boutiques and discount stores alongside a variety of restaurants. 
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18 Grandmother's Store, Solomons Island

Family-owned for more than 100 years, this location has a storied history as a general store (1904) and town post office (1926). Today this shop sells antiques and gifts of all kinds, displayed on two floors. Stop by for a sense of what the town was like way back when.
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19 The Apple Basket, Mechanicsville

This two-story antiques and gift shop is a destination in itself, styled like an 1800s general store and filled with homewares, jewelry and antiques.
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20 North Beach Shops

Steps from the Chesapeake Bay Beach are unique boutiques like The Wheel Clothing Store featuring earth-friendly fashions and gifts and Sisters’ Corner, where you can find handcrafted aprons as well as children’s books.

21 Queenstown Premium Outlets

Just across the Bay Bridge on the Eastern Shore, great discounts await at these outlets en route to the sun and sand of Ocean City. Find big savings on Under Armour, Kate Spade New York, Calvin Klein and more.

22 Main Street Berlin

Visit Berlin and you’ll see why it was named “America’s Coolest Small Town” by Budget Travel. Get your art fix at a wide array of art galleries, art co-ops, and individual artist studios such as Jeffrey Auxer Blown Glass and Fine Art, T Star Leather and Water’s Edge Gallery. For vintage finds, stop by Town Center Antiques, a multi-dealer antiques mall. 
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23 Adkins Farm Market, Salisbury

This farmers’ market is overflowing with fresh produce, herbs and plants most of the year. From nectarines and watermelons in the summer, to mums and pumpkins in the fall, to a strawberry patch each spring, a visit to Adkins is guaranteed to be (ahem) fruitful. 

24 Cambridge Main Street

Prepare yourself for a day of eclectic shopping here. Pick up local wines and artisan cheeses from A Few of My Favorite Things. For accessories under $30, check out Bliss Jewelry. Liv Again advertises cool and funky furniture, and Mi Tierra Mexicana hits the Latino party scene with its piñatas and pastries—ole!
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25 Bookplate

Looking for that hard to find, pre-loved title that really inspires you, the perfect gift for a unique someone special, or just a friendly, quirky spot to sate that boutique craving, Bookplate is the place. Specializing in used books and beautiful pottery from Israel and Spain, Bookplate is a Chestertown treasure.
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