Sitting Pretty is an upscale women’s boutique in Annapolis, Maryland specializing in apparel and accessories that are trend-inspired but timeless. Founded in 2004 by clothing buyer, Emily Giebel, from San Francisco with more than 12 years experience in retail management and operations, Sitting Pretty has brought the latest labels and looks to Annapolis. Some of our favorite lines include James Perse, Kay Unger, White + Warren, Eli Tahari, Christopher Blue, Nanette Lepore, Kate Spade and Tori Burch.

Offering exclusive labels in a relaxed setting. Sitting Pretty provides personalized service in an unintimidating atmosphere. With everything from casual capris, jeans and t-shirts to cocktail dresses, designer outerwear and accessories, Sitting Pretty has something for any occasion. Our knowledgeable staff can suggest the perfect pair of Christpher Blue jeans, or help you find just the right cocktail dress from Kay Unger or Carmen Marc Valvo. Come join us during our store hours for a glass of wine or champagne, or make an appointment and we will open the store just for you. Either way, we will pamper you with personalized service and leave you feeling chic and feminine.