Women's Clothing in Winter Park, FL

28 locations found near Winter Park

“We visited this location for the first time for our anniversary. What an awesome experience. The outdoor dining was so cozy and romantic. We went on a Tuesday night so the atmosphere was perfect for a quiet evening. Our server was Sebastian. He was excellent and attentive. The food was top notch. We had the coconut shrimp, steak flatbread, the smoked burger and steak fajitas. Nice sized portions and very tasty. We had plenty of leftovers. We can't wait to visit again. Thanks Sebastian for the great service.”

4.8 Superb361 Reviews

“Just found this gem of a boutique and couldn't be happier! The staff here are so helpful and fun to chat with. The clothes are on trend and quality pieces. Can't wait to come back for more.”

4.8 Superb42 Reviews

“Gatorlilly and Pattie are always fun to see!!! The atmosphere in any of the Gatorlilly’s is always very welcoming. The ladies are some of the nicest of any shop. The selection is always great. I never leave a location without making a purchase.”

4.8 Superb26 Reviews

“Great store and staff. Quality and stylish women’s clothing and jewelry. Ample easy parking nearby with additional shops and a variety of spots for lunch or dinner.”

4.6 Superb34 Reviews

“I walked into the White House Black Market store in Winter Park feeling completely overwhelmed and stressed—I needed an outfit for an upcoming wedding and had no idea where to start.

The moment I shared what I was looking for, Lee Anne immediately understood the assignment. Her calm, intuitive approach instantly put me at ease.

Then came Cindy, who had already set up a dressing room filled with thoughtfully selected pieces. I tried on the very first dress and—just like that—I had a winner!
The fit, the design, everything was perfect. But Cindy didn’t stop there. She went above and beyond, helping me choose accessories that elevated the entire look. Her eye for style and genuine care made me feel so seen and supported.

She also helped me put together a second outfit—?nice pants and blouse combo that was both unique and flattering. I felt completely taken care of, like I had a personal stylist who truly cared about making me feel confident and beautiful.

While trying on additional outfits, I met Tasha, who was equally lovely and welcoming. Her warmth added to what was already the most amazing shopping experience I’ve ever had.

I left the store not only with stunning outfits, but with a full heart. WHBM Winter Park has earned a lifelong customer in me.

Thank you to
?Lee Anne Devittis
?Cindy Richards and
?Tasha Rideont
for turning a stressful day into something truly special.

You ladies are AMAZING!”

4.7 Superb45 Reviews

“There yesterday and bought a few things. Great store and the owner ? Was a delight. She recommended an Italian restaurant when I asked her for one while just visiting for the day. Please tell her her suggestion PRATO was as she said, the best! The mustard spaghetti and other entrees there. All good! The gifts in the shop had so much humor attached to many pieces and gift books. When we visit again, will be back in the store for other things and back into PRATO for dinner.”

4.5 Superb41 Reviews

“I LOVE shopping at The Grove!! They have the best selection of clothing and always provide great feedback in terms of fit, matching pieces, and accessories. Lots of home accessories and gifts too. They’re my go to for hostess gifts!”

4.6 Superb40 Reviews

“Love Chico's. However, this location was crowded, and sales associates were pushy. Approach me once, but don't follow me around. Let me browse, and I will find you if I need assistance.”

4.4 Superb33 Reviews

“Lovely store with a nice selection of clothing, accessories, and household items as well. The decor and layout is smart, very open and organized. It was well stocked and very clean. Would recommend going in for super bright colors & to see pretty Lilly patterns.”

4.4 Superb27 Reviews

“This is my favorite store, I go here almost weekly and always end up getting something. They have the cutest clothes for all seasons specially for summer! The ladies are very friendly and they always help me find something cute that fits well. The owner is a very nice lady also! Love this place !!!!”

4.5 Superb22 Reviews

“Just an amazing place. They sell the best winter park shirts. They have Hermez and other beautiful pieces. All purchases have a 30 day guarantee exchange. I was looking for a specific Winter Park shirt a saw a woman wearing that I knew my mother would love. They are in winter park and park ave but way down on the end. When I finally found them they had the shirt I was looking for and bought it for my mom. When I gave it to her she was so happy but wanted a size smaller. We went back the next day and they exchanged it for the right size with no problems. Beautiful store with very unique pieces of jewlery and clothing. The staff was nothing but curtious and helpful with suggestions for pieces that might work with what you are looking to bye. They give you great service and no pushy sales people. Their staff speak for themselves. It is a smaller store, but it is decorated immaculately. If you have never been by give them a try. I almost guarantee you will by the winter park t-shirt if not more. I’m very glad to have been introduced and visited the store and bought an excellent gift for my mom.”

5 Superb10 Reviews

“Dakota was so helpful, came in to pick up a couple pieces for my trip, I was so indecisive but she helped me out pick out everything I needed and even help me choose things I wouldn’t normally pick for myself but I fell in love and had to buy. She’s amazing ask for her when you stop by ! Will definitely return again”

4.2 Good58 Reviews

“This is my favorite clothing store. It offers so many classic pieces, the quality is excellent, and the staff is friendly and helpful. It can be expensive, but I try to buy quality over quantity and I can often pick up items on sale. Be sure you know if it will work before buying a sale item, because they don't accept returns on sale items, which is why I knocked off a star.”

4.7 Superb4 Reviews

“Great staff, clothing, and service. Enjoy shopping and learning to make the most of Eileen’s styles; great to return used clothing that can be repurposed and receive $5.00 for each item. Has been a wonderful shopping experience.”

4.7 Superb9 Reviews

“This store is absolutely amazing! Not only is it “all about effortless, undeniable feminine style” but the people here are truly all about personal care and concern for their customers! Very special shoutout and a huge THANKS to the ladies who were working in this store on August 8, 2025! They greeted my girlfriend and I with warm welcomes, were very helpful with our clothing purchases and more importantly, showed heartfelt kindness and care to us during our entire time spent in the store! Mercedes, Alexandra, Liz - you are truly ANGELS! My girlfriend and I appreciate you very much and are forever grateful for ALL of your help and assistance!
We look forward to shopping at this store with you, again! ??”

4.2 Good51 Reviews

“This place was friendly. Staff members smiled, was attentive, helpful and greeted us nicely. Helped to find different styles and sizes. Would shop there again no doubt.”

4.4 Superb6 Reviews

“Love shopping here!!! Super cute clothes and very helpful staff. Riley Johnson in particular is very resourceful and has excellent suggestions!! Definitely check it out!”

4.2 Good22 Reviews

“Went to Soma with some friends and had such a great experience! The ladies working there were super helpful and made the whole thing really fun. I’m usually a wreck shopping for bras, but my associate was so kind and patient — she really listened and helped me find things that fit perfectly and made me feel comfortable. Left feeling amazing and definitely a new loyal customer. Can’t wait to come back!”

4.1 Good97 Reviews

“I have purchased multiple items from this store. I follow the brand and love their live style events online. This WP store continuously offers me top service and style tips. I honestly wish they were a bit closer, but I don’t hesitate to make the drive. I’m impressed by the quality and unique pairings I find here.”

4.2 Good4 Reviews

“Twice a year red door sale is worth a drive Iris is amazing. She will find a way to make things happen. She's eager to help. I would definitely hire her if I had a business. This store is great. It has petite and plus and regular Missy and if you can't find it here it will definitely help you with online service”

4.1 Good56 Reviews

“Siegel's is the place for gentlemen to buy a custom suit in Central Florida. It's been on Park Avenue for fourth years and I can see why. Until you've walked in and had a custom suit measured for you, you don't know what you're missing. It's the ultimate experience for a man wanting that extra bit of sophistication. Previously, I've bought standard, lower end suits and that is forever gone now that I found Siegel's. It's an experience you need to try for yourself, you deserve it.”

4.1 Good34 Reviews

“I love visiting this store. Everything is well organized and the staff are very attentive. Multiple staff members asked me if I needed assistance and went as far as to check if styles were in my size when I inquired.
The layout and bright lighting of the store make it inviting. When I shop at Versona, I always find timeless professional pieces that last me for years at an affordable price.”

4 Good62 Reviews

“When the airline lost all of my luggage while on a trip for cheer, I had no choice to stop to get new clothes. I was able to buy a ton from here. Very clean and well stocked. I would go back!”

4 Good124 Reviews

“Cashier didn’t great us, say hello, smile, or say thank you or goodbye. The only reason I gave 4 stars is the woman in charge of the fitting rooms was very pleasant.”

4 Good185 Reviews

“This boutique offers such up to date styles that look and feel high end for more affordable prices than the other boutiques around i’ve shopped the area. I’ve been following Forema for a while now and their social media is very interacting with their shoppers and i absolutely love the surprise special offers they give. Not to mention their lovely and attentive manager, Megan, who will always ensure a pleasant shopping experience for us shoppers.. and i can say this from my personal shopping experience. Their team is top and they’re as sweet as pie. Make sure to grab their candles they smell so good! Love this place!”

3.8 Good38 Reviews

“I had a great experience at this store. I was asked if I wanted a fitting room when I had a few items to try on. They were attentive and helpful, offered other sizes, and recommended other items: excellent customer service and selection at this location. I can't wait to go back.”

3.7 Good35 Reviews

“Always a pleasure visiting the ladies of Arabella. They are fun, helpful and professional. They have the most unique and fun outfits! If you haven’t stopped by, you definitely need to!!”

2.3 Poor28 Reviews

“I absolutely love this boutique! It’s super cute and such a pleasure to shop here. The items are uniquely made and limited editions. The jewelry and shoes are super cute as well. They also have a small section for dresses for children. Great opportunity to take some really cute pictures too. The custom service was top tier and the experience was fabulous. This is a MUST go to place while on Park Ave in Winter Park”

3.4 Good54 Reviews