About Siegel's

The Siegel Clothing Family started in 1889 with giving customers exceptional merchandise and service. Robin and John Siegel, being the third generation, kept the tradition alive when they opened their Winter Park store over three decades ago.  Infusing a modern twist into classic styling has been Siegel’s niche making them the go-to apparel store in Winter Park. From tailored to casual, we offer the finest in tailored clothing, men’s and women’s sportswear, dresses and shoes.  Our buyers shop the markets from New York to Italy to bring an unparallel collection of Florida mined apparel.

Our Men’s department offers bathing suits to tailored clothing.  Sportswear, dress shirts and slacks, neckwear and accessories are selected for our Florida lifestyle from moderately priced to the most luxurious vendors.   Hard to fit or needing a special fabric and color, our Custom department offers you thousands of fabrics from around the world for your selection.   

In our women’s department we highlight Florida sportswear, dresses, clothes, shoes, jewelry and gifts. Bright and colorful clothing is our specialty.  Shopping all major markets, we bring you the best of the best for your Florida lifestyle. 

Siegel’s has been awarded Orlando’s Best Clothing Store eight years running.

Proud to be Winter Park’s only family owned men’s, women’s, children’s, and shoe store.