Road Trip Itinerary: Winchester to Culpeper

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Road Trip Itinerary: Winchester to Culpeper


Winchester to Culpeper (Route 211 to 64)

Travel is more cumbersome these days, but why go elsewhere when everything can be seen in a few days trip to the heart of Virginia’s wine country? Wander through the rolling hills of the Blue Ridge Mountains down to Culpeper, your home away from home. Learn about the vast history of the region and enjoy a relaxing weekend only hours away.

Drive to Culpeper

Begin the trip with a stop at Kernstown Battlefield and learn the history of the 388-acre property during the height of Civil War. Only three families have owned and farmed the land since the 1700s, one of which endured the war, having to live in the cellar of the home while it was converted into a war hospital and headquarters. Then, head over to Winchester Ciderworks for some of the best English cider Virginia has to offer. The foundation of the cidery originally served as a barn for orchardists until 1946, when it was converted to an apple cold storage facility, and then finally to the cidery it is today.

Make your way over to Wolf Gap Vineyard and Winery in Edinburg. Schedule a tour and enjoy the small batched wines and natural beauty of the Northern Mountains in the Shenandoah Valley. The vineyard has 15 years of experience offering a variety of rich reds and dry or semi-sweet whites.

Stay in Culpeper

On your way into Culpeper, stop by Gray Ghost Vineyards in Amissville. Gray Ghost has been hand making and harvesting their award-winning wines for 26 years. Take a tasting tour of the vineyards extensive wine library (pack a snack to enjoy while there!).

Then head into Culpeper and check into Hazel River Inn. This B&B offers a relaxing landscape of gardens planted by the host, creating a homey and tranquil stay. Wake to a hearty breakfast before you set off to visit Bees and Trees Farm. The farm is home to friendly animals such as goats, chickens, and miniature donkeys. You can also pick up locally made condiments, jewelry and home décor.

Drive home from Culpeper

On the way back, make sure you reserve a spot at Narmada Winery to try a delicious and distinctive variety of wines. Founded in 2009, Narmada infuses an Indian influence in its wines, thanks to the owners’ native heritage.

Finally, visit The Shenandoah Valley Civil War Museum in the historic Frederick County Court House. The now-museum served as a prison, hospital, and barracks for both sides of the war and preserves the writings on the walls left by soldiers. It also offers itineraries for self-guided driving tours of the battlefields and sites. From there, you’re almost home!