What better way to enjoy time with your loved one than a relaxing, romantic getaway in the heart of the scenic Shenandoah Valley! 
Take in the sunset over the Appalachian mountains, enjoy a bottle of local wine at one of the area’s many award-winning vineyards or settle in for the evening at a local bed & breakfast or cozy cabin in the mountains or along the Shenandoah River. 


Begin your romantic retreat with a stop at Shenandoah Vineyards, the oldest vineyard in the Shenandoah Valley and the second oldest vineyard in the state.  Relax over a warm glass of mulled wine. Next, head to historic downtown Edinburg for a tour of the Shenandoah Valley Cultural Heritage Museum at Edinburg Mill. Step back in time as you explore their treasure trove of collections including three floors of transportation, farm, clothing and textiles, household and business items showing life as it was in the Valley. Tour some of the local galleries like Penelope’s Cafe-Gallery before savoring an authentic Italian dinner at Sal’s Italian Bistro located just up the road.   For those looking to stay out a bit later, the nearby Woodstock Brewhouse offers a great selection of craft beers or settle into one of Shenandoah County’s unique bed & breakfasts for a quieter evening.   Prefer a little privacy, check out one of the many vacation rental homes or cozy cabins in the area.


The next morning, wake up to enjoy a freshly prepared breakfast from CaraMELized. CaraMELized offers omelets, sausage gravy, and locally sourced bacon and country ham with out-of-this-world flavors and an at-home feel.

Settle down at the Winery at Kindred Pointe, where you can enjoy wine tastings and a leisurely stroll along their many on-site trails. Outside food is welcome, so feel free to pack a picnic from one of the local cafes or markets. After some relaxation at the vineyard, take a short scenic drive to Meems Bottom Covered Bridge located in Mount Jackson. One of the best-known covered bridges in Virginia, this 204-foot single-span Burr arch-truss bridge was originally built in 1894. After enjoying the views and beauty of winter, take a short drive to Strasburg for a nice dinner at Box Office Brewery, where you can indulge in brick oven pizza and delicious handhelds. The dining room was once a theater, now renovated to reflect the cultural and historic character of the town. After dining, explore Strasburg’s many antique shops or drive to Woodstock and take a stroll through Artisan Avenue.


No trip to Shenandoah County is complete without taking in the beautiful vistas and breathtaking scenery.   If looking for a short hike, the Woodstock Tower or Story Book Trail offers outstanding views with easily accessible trails for all abilities.  In fact, Story Book Trail is even handicapped accessible.  Those looking for more adventure can tackle Big Schloss which straddles the Virginia/West Virginia border and is perfect for selfies atop the rock outcrops at the end of the trail. Arrive early in the morning for this worthwhile hike. The parking lot is small and a favorite among locals and visitors alike. Enjoy a meal afterward at the Woodstock Garden Cafe where you can re-energize over a hearty sandwich and soup combo or warm up over a cup of locally roasted coffee.



The best way to experience an area is to do as the locals do.

Request a Visitor Guide to discover the best of Shenandoah County

and begin planning your getaway today.

The best way to experience an area is to do as the locals do.

Request a Visitor Guide to discover the best of Shenandoah County

and begin planning your getaway today.

CHECK OUT OUR INSTAGRAM profile and follow us for your next adventure


There’s Only One Shenandoah County

in the Shenandoah Valley! We invite

you to visit Shenandoah County as

your next vacation destination.

Terms of Service
Privacy Policy


©2018, Shenandoah County Virginia | Site by Converge local web development