A Shenandoah Spirits Trail Itinerary
The Shenandoah Spirits Trail connects wineries, craft breweries, cideries and distilleries from Harrisonburg to Winchester. Trail maps can be picked up at any trail location or at the Winchester-Frederick County Visitors Center.
Friday, April 26
Are you looking for a weekend experience that’s one-of-a-kind? Check in to a home rental! Choose from charming apartments in the historic district, farmhouses, a tiny house, RVs, cabins, cottages, and more.
Have dinner at a local restaurant before spending a relaxing evening visiting a winery. Valerie Hill Vineyard and Winery is located on an 18 acre farm with a fascinating history. Guests can explore the lovingly restored manor house, which dates back to 1807. Or, try James Charles Winery and Vineyard, with its sophisticated and modern vibe, and mountain views. If you have the time and energy, check out both! They are located less than five miles apart and offer special events, live music, and tastings.
Saturday, April 27
Have a hearty, homemade breakfast to get the day started off right! Check out our blog post, “12 Tempting Homemade Breakfast Spots Around Winchester” to find a great restaurant.
Explore the historic district on your own. A self-guided walking tour brochure detailing the history and architecture of Old Town is available from the Winchester-Frederick County Visitors Center or Old Town Welcome Center. Next, it’s on to the Bloomin’ Wine Fest, which begins at 11am in the heart of the Loudoun Street Pedestrian Mall. Enjoy tasting wines from 20 Virginia wineries and craft breweries too. The day will be full of live musical entertainment, delicious festival food, and displays by local artisans.
Have dinner in Old Town Winchester, where you can enjoy the largest concentration of alfresco dining in the Shenandoah Valley. Use your Shenandoah Spirits Trail pocket guide and map to explore four breweries, all located within a mile radius, or test your skills at one of our two Escape Rooms. Reserve your time in advance for a fun, interactive adventure gathering clues and solving puzzles at Solve It! Escape Room or World’s Away Escape Room.
Sunday, April 28
Spend your final day in the Winchester area experiencing spring in the Shenandoah Valley. Winchester Ciderworks will host half-hour walking tours of the apple orchards at 11am, 12noon, 1pm, and 2pm. If you’re really lucky, the trees will be in bloom! Following the tour, participants will enjoy a tasting of their hard cider. An alternate option would be to have a tour and tasting at Briedé Family Vineyards, an organic winery focusing on sparkling wines and champagnes. Say cheers and have a toast to spring!
Before departing for home, consider ending your visit with a local tradition at Apple Blossom time – a leisurely country drive among the apple orchards. (Your route could include: Cedar Creek Grade, Marlboro Road, Middle Road, and Barley Lane). View the rows and rows of pink and white blossoms set among the backdrop of the Blue Ridge and Allegheny Mountains in the distance.