Shopping in Winchester, VA? We Know the Best Places to Go!

One of the best parts of any vacation is the shopping spree, and there are many stores to scope in the Shenandoah Valley. When shopping in Winchester, VA, you will discover a variety of outlets, boutiques, artisan craft shops, bookstores, and more. Here is your ultimate Winchester, VA, shopping guide!

For more great local options for shopping in Winchester, VA, you can download our free Shenandoah Valley Vacation Guide! It features some of the best places for shopping, dining, and much more.

Where to Go Shopping in Winchester, VA

Creekside Town Center

The Creekside Town Center is the area’s premier destination for outlet shopping in Winchester, VA. The town center offers a wide variety of retail stores, restaurants, cafes, and more! Revel in the charming atmosphere as you stroll along the brick sidewalks and experience the center’s famous hospitality. From apparel to beauty products and even spas, you won’t believe the abundance of options at Creekside. Whether you are shopping for a souvenir or the next addition to your wardrobe, this is the place to be! During your shopping excursion, make sure to stop and refuel at one of the many delicious dining options at Creekside Town Center.

Saddle up for a one-of-a-kind shopping experience at Battlefield Boots. This great place for shopping in Winchester, VA, offers authentic, high-quality work and Western boots. Talbots is another well-known shop at the Creekside Town Center. It is ideal for women’s clothing and accessories. Selections are fashionable and come in all sorts of styles and colors! You can also spruce up your attire at Joseph A. Bank. This nationally recognized men’s apparel store will give you a sophisticated and tailored look using only the best fabrics and materials.

Downtown Old Town Winchester

A true vacation must feature at least a little shopping. Well, you can shop ‘til you drop in downtown Old Town Winchester. Choose from apparel, home furnishings, jewelry, music, boutiques, antiques, and more. To treat yourself to a vacation outfit, we recommend Bell’s Men’s & Ladies’ Fine Clothing. Here, you will see some creative and unique outfits that might just call your name. Silver Cloud Jewelry features local artists with creative pieces in sterling silver and semi-precious stones. These are one-of-a-kind pieces, including contemporary, traditional, and Native American styles.

For the music lovers, stop by The Fret Shop with some great instruments and accessories for sale. The literary lovers, on the other hand, will enjoy Winchester Book Gallery. This independent, locally-owned bookstore offers books, cards, local art, and even a game night every second Friday with live music. Local art classes come in the form of all different types of media. The Old Town Stained Glass Studio, The Polka Dot Pot, and Paper and Scissors Rock are just a few (glassware, pottery, and crafting). What better gift than one you’ve actually made yourself?!

After Shopping, Relax and Rejuvenate at The Inn at Vaucluse Spring

After your shopping spree, return to your home-away-from–home for a relaxing or romantic evening. Our charming bed and breakfast inn is a year-round vacation destination conveniently located in the heart of Shenandoah Valley. Our accommodations include suites in historic homes and romantic cottages that are perfect for couples. The restaurant also provides a premier dining experience to our guests! Book your perfect room with us today or download our Free Shenandoah Valley Vacation Guide for more information on local attractions.