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Shop the Shenandoah Valley


Downtown harrisonburg


winchester pedestrian mall

Clarke County

Berryville, VA

While we’re usually synonymous with outdoor trails, a stroll in the historic districts of towns like Harrisonburg, Winchester, and Berryville, will give you a reason to ensure your Shenandoah Valley adventure includes a shop or two.


If you’re looking for antiques, unique boutiques, or one-of-kind art, we’ve got it. While each town offers something different, the best shopping always involves a stop at a coffee shop and friendly conversation. 


Here’s a tip; forget the local mall and plan this low stress get-a-way this fall to get started on your holiday shopping list with thoughtful and curated gifts for your friends and family!


Downtown Harrisonburg

Shop The Shenandoah Valley
Photo Courtesy: Visit Harrisonburg

Only a two hour drive from DC, hit Downtown Harrisonburg on a Saturday to peruse over 50+ stores. From books and music, to clothing and accessories, to wellness, shopping in the “The Friendly City”, is worth the trip alone. Don’t forget Harrisonburg is also a prime stop on the Shenandoah Beerwerks Trail and renowned home of the original Jack Brown’s, a burger joint now with locations throughout the Southeast. 


If you go, go here:


Agora Downtown Market
This downtown market is a collective of local makers and showcases beautiful and rare products.


Located in the Agora Market, Lineage produces fine leather goods and candles and sells a handpicked selection of other lifestyle items.


The Lady Jane
If you’re looking for Virginia made products, The Lady Jane is it. Located in a vintage-inspired home, the store showcases 30+ Virginia-based artisans and their jewelry, art, and designs. 



If you’re ready to call it a day, consider staying the night in downtown Harrisonburg at the Hotel Madison or the Joshua Wilton House.


Day 2:

Loudoun Street Pedestrian Mall

Shop The Shenandoah Valley

Head north to Winchester and plan to spend some time in Old Town at the Loudoun Street Pedestrian Mall. The ‘Mall’ has over 30 restaurants and 60 shops featuring fine furnishing, clothing, antiques, and gift items. Handworks Gallery is particularly not to be missed, stocking global handcrafts since 1976. If you’re in the market to add to your art collection, you’ll want to explore the Eugene B Smith Gallery. The artist specializes in one-of-a-kind art inspired by the Shenandoah Valley. 


If you are interested in diverging from your shopping itinerary, Winchester also has notable historic sites and museums, including the Museum of the Shenandoah Valley, which features “the heritage of the Valley through artifacts, crafts, decorative arts, and paintings.”


Want to really maximize your trip? Try heading to Winchester on the first Friday of the month (except January and May) to witness the First Fridays Celebration of the Arts (please make sure to check for any scheduling changes that may have occurred due to COVID).

Day 3:

Historic Main Street Berryville

Shop The Shenandoah Valley

If you feel like you are still ready to shop till you drop, head over to Clarke County’s Historic Main Street in Berryville. You’ll want to pop in to local gems like Modern Mercantile, Berryville Treasures, and Berryville Old Book Shop.




Whether you have a whole weekend or are just taking a day trip, shopping in Shenandoah will not disappoint. Be sure to select your go-to spots before you arrive and just as importantly, where you’ll eat and drink. Visit HarrisonburgWinchester and Clarke County online to start planning your trip now. 

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