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Shenandoah Valley, Virginia is an area of astounding natural beauty and amazing history.
The Shenandoah Valley is nestled between two mountain ranges—Blue Ridge to the east and Allegheny (Appalachian) mountains to the west—and stretches 200 miles from the Potomac River in the north to the James River in the south.
Only in Shenandoah Valley can you visit Skyline Drive and Blue Ridge Parkway. You can also walk for days (or an hour) on the most famous hike in the US (Appalachian Trail), visit several caverns, and explore endless gorgeous small, scenic, country roads.
George Washington had his first job, won his first election, and had his earliest military encounters in Shenandoah Valley. Shenandoah Valley is also the birthplace of the most educated US President (Woodrow Wilson) and a country music legend (Patsy Cline), along with the final resting place of Lord Fairfax—the original owner of 5.5 million acres of pre-Colonial Virginia—Robert E. Lee, and Stonewall Jackson.
It is estimated that more than 43 million US residents can trace their family history and heritage to ancestors who lived or migrated through Shenandoah Valley. I can!
Oh, and I do not even include any things to do in Shenandoah Valley dealing with one of USA’s most famous rivers.
Using Visit Virginia current regions, Shenandoah Valley stretches 150 miles from the Virginia border (north of Winchester) to just south of Natural Bridge, and includes Augusta, Clarke, Frederick, Page, Rockbridge, Rockingham, Shenandoah, and Warren counties. Historically, Shenandoah Valley stretches south to Roanoke but I am adhering to the current Visit Virginia designation.
Here are 8 great things to do in Shenandoah Valley, as you travel from north to south.
Things to Do in Shenandoah Valley, Virginia
Tuscarora Trail. While the AT—Appalachian Trail that is—is still the king of hikes, the Tuscarora Trail is a worthy substitute throughout Shenandoah Valley. In fact, the Tuscarora Trail has been in development for many years and is now a complete AT bypass, covering 220 miles from Shenandoah National Park to Harrisburg, Pennsylvania.
As Visit Winchester says, “The Tuscarora Trail is truly a hidden gem, but may not remain so once people realize there’s alternative for Old Rag to get beautiful valley vistas.” We recently hiked to Eagle Rock, from a nondescript parking lot on the VA/WV border and had the trail and beautiful valley vistas to ourselves. In October. As local legend Patsy Cline crooned, CRAZY. Tuscarora Trail is managed by Potomac Appalachian Trail Club.
Skyline Drive and Blue Ridge Parkway and Shenandoah National Park. Shenandoah National Park is one of the most accessible US National Parks, located only 75 miles from Washington, DC. Skyline Drive runs 105 miles, along the entire length of Shenandoah National Park. There are dozens of majestic scenic stops with access to hundreds of miles of hiking trails.
Many have called Skyline Drive the greatest scenic drive in America, especially in fall when the colors are changing (like right now!). At the southern end of Skyline Drive and Shenandoah National Park, continue your glorious long road trip on Blue Ridge Parkway for another 469 miles. During our many Skyline Drive and Blue Ridge Parkway road trips, we have seen bicyclists, motorcyclists, classic cars, and vehicles of all types. If you drive all 574 miles of Skyline Drive and Blue Ridge Parkway, congratulations, you have covered about 25% of the Appalachian Trail—which parallels and meanders along both scenic roads. Oh, we have also seen black bears bumbling across the road and trails.
Shenandoah Spirits Trail / BeerWerks Trail: Sticking with the trail theme, after some Tuscarora Trail hiking and Skyline Drive driving, Shenandoah Valley has dozens of places to quench your thirst. While some places have been operating for many years, the newly launched Shenandoah Spirits Trail and Shenandoah BeerWerks Trail links them together for a better tourist experience.
The Shenandoah Spirits Trail offers something for every adult. The trail includes 27 wineries, breweries, cideries, and distilleries between Winchester and Harrisonburg. Most also offer food (local Route 11 potato chips, if nothing else) along with non-alcoholic beverages (like craft root beer or ginger beer). Check their website before visiting because new places are opening every week.
Shenandoah Vineyards, in Edinburg, is the second oldest winery in Virginia. Not only is the wine really good but the views are magnificent.
Also on the Shenandoah Spirits trail is Pale Fire Brewing in Harrisonburg. Pale Fire has a classic music theme, so their brews have cool names like Lucille Oatmeal Stout and Major Tom IPA.
The Shenandoah BeerWerks Trail includes only breweries and the list grows every week. We visited Basic City Beer last week, which only opened eight days prior. It is in Waynesboro, which, co-owner Bart Lanham told us, recently won the title of cleanest water in Virginia. No wonder Miller Coors (definitely NOT a craft brewer) opened a plant nearby.
Also in Waynesboro, Stable Craft Brewing is owned and operated by an award-winning chef so the food might even be better than the beer (shhh, do not tell Chris, the brewmaster). The restaurant/draftroom are located in a magnificent repurposed stable and the grounds are gorgeous.
Smaller Roads. Shenandoah Valley can be driven through in a couple of hours on I-81, which many people consider the most scenic interstate highway in the United States. But, it is still just a highway, with belching trucks, lumbering snowbird RVs, and dazed-eyed drivers in a hurry to get nowhere. US Route 11 parallels I-81 through Shenandoah Valley, is a more fun alternative to the super highway, goes through most of the Shenandoah Valley commercial centers (mostly small towns), and even has a couple of drive-in theaters along it. Just off Route 11 in Mount Jackson, drive through the covered bridge on the way to the Route 11 Potato Chip factory.
During my recent nine days in Shenandoah Valley, we continually found ourselves on incredibly gorgeous small roads with hardly any other vehicles. Dozens of roads numbered in the 600s and 700s were super fun in my loaner Mazda Miata MX-5 (one week test drive) and later in our own McCool vehicle. Fun bonus is that many wineries, farm stands, orchards, hiking trails, and attractions must be accessed from smaller roads.
Shakespeare in Shenandoah. The American Shakespeare Center in Staunton, Virginia, gives audiences some of the pleasures that Elizabethan playgoers would have enjoyed during Shakespeare’s era. Its Blackfriar’s Playhouse is the world’s only re-creation of William Shakespeare’s indoor theatre. It is a special treat to attend a performance. TIP: try to buy a seat right on the stage and be part of the show. To visit or not to visit? VISIT!
Edinburg Mill Museum. Being on the road, seeing museums nearly every day, I become jaded toward them. I was really impressed with the Edinburg Mill Museum. The historic mill was saved when most buildings were destroyed during the Civil War. Museum exhibits focus on the culture and history of the Shenandoah Valley, including transportation, agriculture, education, home life, military, and more.
I loved the collection of old American Red Cross posters.
Lee Chapel and Stonewall Jackson House. Sure, these two attractions in Lexington, Virginia focus on the most famous Southern generals of the US Civil War but I list them because of the unexpected storylines they weave.
*** Spoiler alert. If you do not want to know those surprising storylines, skip the next paragraph and proceed to the next photo.
Lee Chapel is on the campus of Washington & Lee University. General Robert E. Lee is buried in the lower level, along with most of his family. The Lee Chapel museum focuses on the connection between Lee and George Washington, which surprises many people. Visit and learn more. The Stonewall Jackson House is the only place that focuses on the life of General Thomas J. Jackson prior to the Civil War. This was the only house Stonewall Jackson ever owned and the tour focuses on his work, civil, and family life up until the Civil War.
*** Spoiler alert complete!
Natural Bridge. Allegedly explored by George Washington as part of his surveying work for Lord Fairfax, Natural Bridge was later owned by Thomas Jefferson and officially became a Virginia state park less than one month ago. The natural stone arch is 215 feet high and supports US Route 11 which goes right across it.
Allow extra time to walk to the waterfall and visit the Monacan Indian Village.
Also allow an extra hour to visit nearby Natural Bridge Caverns. Bring a sweatshirt because it is always 52 degrees underground; even when it is 95 degrees outside. TIP: buy a combo ticket for both attractions and save $8.
Thank you for reading 8 Great Things to Do in Shenandoah Valley Virginia.
Have you visited Shenandoah Valley? What other things to do in Shenandoah Valley do you recommend?
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