Quick caveat- these are the shops in Annapolis I personally visit the most often. They are my absolute favorites and some are hidden gems for both locals and tourists.
I want to eventually create a more comprehensive guide that includes many of the other wonderful stores downtown- the ones I may frequent with visitors or stop in to pick up gifts.
Shopping in Annapolis (if you want to shop small) is best on Main Street, Maryland Avenue, and Annapolis Street, though there are also a few boutiques on State Circle, West Street, in Eastport, and sprinkled throughout the rest of the city.
1 / Way Off the Beaten Path- 216 Main Street
A block-print hieroglyphics dress with gold, diamond, emerald, and lapis rings, designed by Angelique.
Angelique and Katie in their shop last year.
Bias-cut bamboo dress featuring an illustration of waterlilies floating in water.
Right on Main Street (but easy to miss) is a tiny jewel of a shop, run by mother and daughter duo Angelique and Katie. Full disclosure- I probably have about 25 pieces of clothing and jewelry from this shop alone.
They are both designers and artists so the inventory is constantly changing. They pick up items on their travels, design and produce unique pieces in Bali and India, and sometimes carry creations by friends (such as Johnny Was) and other artists.
Their block-printed Siren dress in cotton (or bamboo) is my go-to easy summer sundress. And I love all of Katie's hand-painted silk scarves from Bali, and Angelique's hand-carved rings in 18K gold.
2 / Wrabyn- 12 Annapolis Street
The entry of Wrabyn a couple of weeks ago- the pink feather earrings and grey brocade slides are darling.
Wrabyn last fall/winter.
Wendy's boutique in quaint West Annapolis is the only place that carries specialty contemporary labels (full list here) like A.P.C., Apiece Apart, Lizzie Fortunato, Frame Denim, Milly, and Castaner.
I worked here for about eight months (in between our shop Navette and my part-time job now at a law firm) and was very impressed with Wendy's connection to her clients. She offers styling and personal shopping services, and knows almost everyone who walks in the door.
Also, the sales are incredible at the end of the season for the few remaining pieces. Some items are 75% off right now- I picked up a Demylee faded coral knit for about $50, down from $185.
3 / One Petticoat Lane- 2 Annapolis Street
Stella keeps some of her furniture pieces and curiosities on the porch of her shop in West Annapolis.
A peacock print knit Barbara Gerwit dress I picked up last time I was in.
Stella's curated consignment shop is the place to check for small designer labels, housewares, and sales samples.
She currently has one-offs of Barbara Gerwit dresses (all $34-$54) from their showroom. My friend swears by them, so I picked up this bright peacock print dress recently. It's not my usual style, but I love it. The cotton is thick, the colors vibrant, and the slits at the sleeves and neckline are flattering. They also wash really well.
4 / Natalie Silitch & Evergreen Antiques- 62 Maryland Avenue + 69 Maryland Avenue
I literally want everything from Natalie's shop for my future estate near a cliff by the seaside.
Maryland Avenue was once known for its antique shops, and these are the two I check the most.
Natalie has exquisite taste- there's definitely an old-world European vibe in her shop. She also makes ornaments, art, and pieces for your tablescape.
Joanna recently moved here from Brooklyn and took over Evergreen Antiques with her husband Geoffrey. They carry an interesting assortment of mid-century, Asian antiques, Americana, and vintage frocks and accessories. You can truly always find something here, and their prices are very fair.
5 / Candles Off Main- 2444 Solomons Island Road
All set up for a candle workshop.
Scents to choose for your custom candle.
This is basically a candle library. They carry the full line from almost all of their labels, and it's the best place I've found for stocking up on your home fragrance. All price ranges are represented, which is refreshing.
The owners also host candle-making workshops and produce their own candle line, Annapolis Candle.