Women's Clothing in Winter Park, FL

30 locations found near Winter Park

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  1. 438 N Orlando Ave, Winter Park FL 32789

    4.7 Superb 407 reviews

    “It was a wonderful time here for dinner before heading to a play with 5 women. The food was excellent and everyone agreed that our server Antonio was spot on. Very personable, attentive and very charming. We all enjoyed the music and the song choices were great. He had a large variety of songs that he was able to play and the sound level was perfect where we could still talk and did not have to shout to hear each other. The whole night was a great experience. We will be back.”

  2. 480 North Orlando Avenue Ste 120, Winter Park FL 32789

    4.9 Superb 35 reviews

    “I’ve had such wonderful experiences at Hemline, and Megan is a big part of why! She has helped me on multiple visits and is always so attentive, helpful, and genuinely interested in finding something that I love. Every time I’ve visited, I’ve walked away with something beautiful. I highly recommend Hemline and especially love working with Megan. She makes shopping such a fun and effortless experience!”

  3. 112 South Park Avenue, Winter Park FL 32789

    4.7 Superb 44 reviews

    “Everything is beautifully displayed and they carry so many elevated pieces that you don’t see everywhere else. The staff also has a great eye and helped me choose something that worked perfectly in my home.”

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  5. 341 N Pennsylvania Ave, Winter Park FL 32789

    4.7 Superb 43 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!”

  6. 290 N Park Ave, Winter Park FL 32789

    4.6 Superb 49 reviews

    “Store And staff are amazing. The only complaint I have is the smell as soon as you enter this boutique there’s a horrendous smell of mildew/mold lingering in the entire store. They definitely need to have an inspection and have their AC ducts checked something is definitely wrong. I noticed it as soon as I walked into the store. Literally made me rush to look at the clothes so I could hurry up and get out of there. Also as I was in there another lady walked in and as soon as she came thru the door she noticed it also and I heard her mentioning it to one of the workers. Hope they can get the problem fixed soon .”

  7. 214 S Park Ave, Winter Park FL 32789

    4.5 Superb 38 reviews

    “The ladies at Chico’s Winter Park are always incredibly accommodating and helpful. It’s the only store my mom shops at—nothing is ever a bother. If they don’t have her size, they’ll find it at another location and ship it to her at no charge. We truly appreciate Ansley, Monique, and Wendy!”

  8. 444 West New England Avenue Ste 115, Winter Park FL 32789

    5 Superb 10 reviews

    “I've purposely never gone into this store until just last week because I knew I would love it and I was absolutely right! I didn't really need anything but walked out with 4 new dresses! The selection of clothing is AMAZING and there's really something for everyone. The ladies were so helpful and friendly. I can't wait to go back!”

  9. 234 North Park Avenue, Winter Park FL 32789

    5 Superb 10 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.”

  10. 480 North Orlando Avenue Ste C114, Winter Park FL 32789

    4.4 Superb 39 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.”

  11. 300 North Park Avenue, Winter Park FL 32789

    4.4 Superb 39 reviews

    “Such a beautifully curated boutique. They have pieces that feel special and different from what you find everywhere else. The staff was helpful without hovering, and I ended up finding several things I absolutely love.”

  12. 535 North Park Avenue Unit 124, Winter Park FL 32789

    4.4 Superb 30 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.”

  13. 180 North Park Avenue, Winter Park FL 32789

    4.3 Superb 59 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”

  14. 480 North Orlando Avenue Ste 112, Winter Park FL 32789

    4.3 Superb 46 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!”

  15. 330 S Park Ave, Winter Park FL 32789

    4.3 Superb 48 reviews

    “Robin, a kind a creative store owner, showed me all their awesome mahjong items. Siegel’s has the largest selection of mahjong treasures I’ve been able to find in the area! 🀄 I bought a gorgeous mahjong mat and coffee mug and will be back soon for more mahjong goodies!”

  16. 208 N Park Ave, Winter Park FL 32789

    4.7 Superb 9 reviews

    “Zingara Souls is an exceptional clothing store that stands out for its stylish and unique apparel. The warm, inviting atmosphere makes shopping a pleasure, but it's the staff that truly shines. They're knowledgeable, enthusiastic, and always ready to offer helpful advice and personalized recommendations. Whether you're looking for the latest trends or timeless classics, Zingara Souls ensures a satisfying and enjoyable shopping experience every time.”

  17. 460 North Orlando Avenue Suite 112, Winter Park FL 32789

    4.2 Good 106 reviews

    “Arrived with a small group of gal friends Friday night (10/9/26) all in need of fittings and the team on staff was wonderful! Buying underwear can be so embarrassing, but the folks helping us made it feel comfortable and fun. Cici (Cece? Didn't catch the spelling) took on my fitting with a lighthearted courtesy I really appreciated, especially when my size ended up being a bit tricky. Thanks to the 3/$99 bra sale and my rewards, all of my friends and I got properly outfitted at an incredible price. Soma has been my go-to for a few years, and every location I've been to has been lovely. This was a first-time visit for many of my friends and they were delighted!”

  18. 606 North Orlando Avenue, Winter Park FL 32789

    4.2 Good 65 reviews

    “They have amazing customer service , Candace made my day and she’s an absolute sweetheart. I would recommend this store ; they have lovely items as well !”

  19. 218 North Park Avenue, Winter Park FL 32789

    4.5 Superb 6 reviews

    “I had a wonderful experience at J.McLaughlin in Winter Park. The staff provided genuinely friendly and attentive service from the moment I walked in. I was looking for a specific size that wasn’t on the floor, and instead of leaving it at that, the team went above and beyond by carefully dismantling part of a display to locate the item I needed to try on. That level of effort really stood out and made the experience feel personal and customer-focused. Throughout my visit, everyone I interacted with was warm, patient, and attentive without ever being pushy. It’s clear they take pride in making sure customers feel taken care of and leave satisfied. I most definitely will be back in ordering directly from this store location again.”

  20. 460 N Orlando Ave, Winter Park FL 32789

    4.2 Good 56 reviews

    “Came in with a complicated store credit issue that had no easy fix. Marlene spent 45+ minutes calling other stores, escalating to guest care, and looping in her manager, exhausting every option she had. She couldn't resolve it (not her fault — it's a policy limitation), but she was patient, kind, and genuinely invested the entire time. That kind of care is rare. Marlene is a gem — this store is lucky to have her.”

  21. 301 S Park Ave, Winter Park FL 32789

    4.2 Good 58 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”

  22. 460 N Orlando Ave #109, Winter Park FL 32789

    4.3 Superb 10 reviews

    “I walked into the store because they had a 60% off sale. Usually, this is not my kind of store, but I did find a sweater that I liked and seemed to fit well, especially for travel. The store manager (whose name escapes me) was attentive while trying to restock the store. She diligently checked to see what colors and sizes were available. I recommend visiting this store for athletic leisure wear or lounge wear. Plus, see when they are running a sale or promotion. I will visit again in the future if I need something.”

  23. 400 S Park Ave #120, Winter Park FL 32789

    4.2 Good 23 reviews

    “Have been coming to Winter Park now for the past several years and this is always a must stop in shop. The owner is great to work with and the merchandise is wonderful and very fairly priced. Don’t miss stopping here when in WP!!”

  24. Suntrust Plaza, 400 South Park Avenue Suite 103, Winter Park FL 32789

    4.1 Good 15 reviews

    “Loha and Farro are lovely ladies and provide outstanding service working as an efficient team. Loha proactively put outfits together and helped us move through the entire process. They also stayed open after hours to allow us to finish shopping. The store carries great brands as well. What a wonderful experience.”

  25. 115 East Morse Boulevard, Winter Park FL 32789

    4.1 Good 37 reviews

    “I absolutely LOVE this boutique! Found my now favorite top here (cross halter neckline top in taupe). The jewelry is so unique and beautiful. Everytime I've been to Arabella the staff has been so friendly and helpful!”

  26. 112 N Park Ave, Winter Park FL 32789

    3.6 Good 10 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.”

  27. 208 N Park Ave, Winter Park FL 32789

    3 Average 6 reviews

    “Nice store with lots of colors and selection! The prices were mediocre, comparable to many other stores on Park Ave. It was clean and organized, though. I would recommend stopping by the store to check out what they have in stock!”

  28. 501 Orlando Avenue, Winter Park FL 32789

    3.9 Good 141 reviews

    “The store itself was clean, organized, and well maintained. However, I was very disappointed by the condition of the bathroom. It was extremely dirty and neglected, which was surprising considering how clean and organized the rest of the store was. I hope management pays more attention to the restroom, as cleanliness there is just as important.”

  29. 460 North Orlando Avenue Spc D100, Winter Park FL 32789

    3.7 Good 40 reviews

    “Melanie knew the room and was very attentive to helping everyone that walked through! Give her a raise she is a phenomenal human! Let your customer be seen and your bottom line will be beyond visible!”

  30. 1090 N Orlando Ave #101, Winter Park FL 32789

    3.9 Good 215 reviews

    “Had an amazing experience with Nixza she is a beautiful kind and wonderful person I hope she has an amazing day God bless her and thank you so much for all the help ❤🌺”

  31. 311 S Park Ave, Winter Park FL 32789

    3.7 Good 65 reviews

    “I was shocked to see negative reviews..... this store and the owner and all of the staff are absolutely wonderful, kind people. They treat us like family anytime we go and our daughter absolutely loves them. They have a really nice selection of clothes for kids of most ages and best of all, they are a small business who cares about their community! From Thomas, Danielle, Serafina, and Valentina!”

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