Clothing Stores in Annapolis, MD

27 locations found near Annapolis

“Buying shoes online is a pain. You order the size you think is right, but it’s not, so you return them, try another side and so on.

That’s what I was so happy to find a local place to buy sailing shoes.

Not only did they have an incredible variety of shoes, the team who staffs the store was amazingly customer focused and helpful!!”

4.6 Superb85 Reviews

“The cutest boutique featuring handcrafted, fair-trade, and unique gifts from around the world. As a frequently traveler, I was delighted to see so many cultures represented in Mango & Main. I will certainly be back!”

5 Superb30 Reviews

“Great customer service! They were incredibly kind and helpful while we were looking for a smaller size in something. They were also very patient at checkout while I had my kiddo make the purchase themselves for the first time.”

4.5 Superb105 Reviews

“Normally I find shopping at smal clothing boutiques very intimidating, but the owner was so nice! She struck up a conversation with my fiancé while I was browsing, and she provided excellent assistance to another customer who was looking for the perfect outfit for an upcoming event. Not to mention that their goods are so well-curated, with several lovely jackets and lots of cute jewelry pieces. So looking forward to stopping by again and seeing what’s new!! <3”

5 Superb18 Reviews

“We came here to look for a prom dress for my daughter. The owner was so helpful in finding the perfect dress. They have a great selection and they have dresses for every budget. I definitely recommend!”

4.2 Good180 Reviews

“This is one of the places I always go when visiting Annapolis. Great products and service. Especially grateful to Rosa for her help yesterday! Very happy with my scarf.”

4.5 Superb37 Reviews

“I came in on 4/17/26 around 10:30ish with my 13yo. The young man working was so nice and pleasant. I didn't end up buying anything but it was very pleasant encounter.”

4.6 Superb48 Reviews

“Pleasantly surprised to find the Black Dog outside of Massachusetts. A terrific shopping experience, thanks to Natalie - so welcoming and friendly! ps. This store carries a Black Dog t-shirt specific to Annapolis!”

4.7 Superb30 Reviews

“Had an amazing experience with the store manager Kelly today! I shop at buckle here and there but will definitely be returning more often because of Kelly. What a wonderful person and personality to be representing the company !”

4.5 Superb47 Reviews

“I shopped at Express about two weeks ago and had such an amazing experience. Anna and Tiffany were incredibly helpful. It was like having my own personal shopping helpers! Thank you so much to you both for your kindness as it is so great to find positivity these days.”

4.9 Superb29 Reviews

“I don’t usually leave reviews, but I had to take a moment to shout out Kayden at Under Armour — hands down one of the best retail experiences I’ve ever had. From the moment I walked in, he was professional, friendly, and incredibly helpful. I came in with a vague idea of what I needed, and Kayden somehow helped me find everything — sizes, styles, and even a few pieces I didn’t know I needed until he recommended them.

He was super efficient without ever making me feel rushed. You can tell he genuinely cares about customer service and knows the brand inside and out. His energy, attention to detail, and positive attitude made the entire experience smooth and enjoyable. If every store had a Kayden, shopping would be a whole different world.

Give this guy a raise — he’s a rockstar!”

4.1 Good56 Reviews

“I was shopping there a few weeks ago for a new pair of jeans and a lovely girl named brooke helped me find the perfect pair of jeans! as a girl with big thighs but a smaller waist I can have a lot of trouble finding a good fitting pair. Will be shopping here a lot more often now!”

4.1 Good56 Reviews

“A reliable store that offers some good prices on brand name shoes with ever advancing security measures and obviously broken open boxes. The dressing room now requires a key and number after years of free access, which put a damper on the whole affair. Time stops for no one and it seems increasingly unkind to this location.”

3.9 Good159 Reviews

“The staff at Athleta is top notch! Bryce was so helpful with my mother. My mom wanted a specific cut and style in the Elation Straight Leg Pant. Bryce was patient and made recommendations to help my Mom find the appropriate size and fit. Thank you Bryce for being so kind, we really appreciate you!”

4.2 Good46 Reviews

“I'm not usually a person that writes reviews - but the Pink Crab deserves applause - my wife is a petite woman and the the store Erin & Sherry always special order clothes for my wife and they do a great job. They always make her feel like a queen, which is a good thing for me!
It's hard for double zeros to have a the ability to get whatever they like clothing wise, but they seem to make it happen! Would highly recommend a visit to the Pink Crab.”

4 Good57 Reviews

“I come in this store all the time, sometimes now even just to chat! And even when I’m not shopping, I am still treated with the same diligence and friendliness as a paying customer! The workers here are always super helpful and make a personal connection to each guest who walks in (with all the time I spend in here I get to see a lot of that lol)! Shout-out to Matt and Jack for running an amazing team!!!”

3.9 Good38 Reviews

“Always go to the back right wall by the register. Especially when the whole store has sales. I've gotten $100 items for $20. Great place even without deals. definitely a huge bonus.”

4.4 Superb17 Reviews

“What a charming store! The moment I walked in, I was greeted by the owner. She oozed southern hospitality! I had lived in Maryland 23 years ago and had forgotten how warm and friendly Marylanders are. :) The Cottage has an array of fine goods and there's ample to choose from in the price range of affordable, moderate and expensive. Depending on your pocketbook, you could leave with a pair of pretty $10 earrings to a $100 garment that is quality made. When you visit downtown Annapolis, you MUST stop into the Cottage and live my experience too. ;)”

4 Good21 Reviews

“I bought a doublet and poet's shirt from Unicorn Clothing for a wedding. Both pieces were beautifully made and were shipped to me quickly.I accidentally ordered the doublet in the wrong size, and Teri provided hands-down the best customer service I have ever experienced! She had two new doublets custom-made in different sizes and shipped them to me within the week, to ensure sure that I had the right one in time for the event.I can't recommend Unicorn Clothing highly enough, and I definitely plan on buying more from them in the future.”

4.2 Good17 Reviews

“A great seasonal store with high quality products and a very friendly staff. I come here every year to get moccasins and soles. Very specialty niche store and I implore you to check them out before you buy the same uggs your neighbor has.. I have tried hundreds of different moccasin/fur boot brands and Sheepskin Gifts & Alpaca Too are by far one of the best!

Ps: they have other products as well ie fur rugs, scarves, hats, sweaters etc.”

4.2 Good9 Reviews

“I had a great experience. Lots of dresses to choose from but sadly they didn’t have the best size ranges to choose from. But staff was kind and helpful with putting an item on hold.”

3.7 Good60 Reviews

“I just came shopping at this store and I must say the employee Tesa is sooo profesional. Nowadays its hard to see a employee asking if you need help, happily answering questions, and when my son started crying she talked to him to help me get him to calm down. We will definitely be back after today’s experience!! She needs recognition”

3.7 Good74 Reviews

“Me and my partner always come to the location so many times. I have an over moon to find what I was looking over at the adult section. I was greeted at the door. Their hospitality is so sweet! I appreciate the layout,so glad to find what I wanted and needed. Thank again yall for always being welcome!”

3.8 Good45 Reviews

“I love this store. I shop here yearly for my husband's birthday. I need to get into the lovely ladies' clothing as well. The store is always nicely laid out. The summer colors are cheerful. The staff is happy to help.”

4 Good27 Reviews

“This is your typical t shirt and sweatshirt store on Main Street.

Traveling from out of town for a wedding I underestimated how cool the mornings are so I needed a sweatshirt. I found one here.

The store is located on a busy Main Street with lots of stores to choose from and places to eat. Parking is difficult to find but there are paid parking garages located around.

We stopped in after the no kings march and it was fairly busy and well stocked with local items, funny shirts and a wide variety of things”

4 Good8 Reviews

“Beautiful boutique in downtown Annapolis!
My daughter and I shopped for a prom dress and the two employees were very friendly and helpful! Excellent customer service from the managers as well. Wide selection of evening gowns, and Casual clothes! We will definitely return!”

3.6 Good47 Reviews

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