This Staunton, Virginia, Itinerary at a Glance
Staunton has postcard-worthy good looks, but its magic and charm run far deeper than surface-level. This three-day group tour itinerary explores the depth of architecture and institutions that shaped this thriving Shenandoah Valley town.
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Enjoy these great Staunton attractions and more:
- Woodrow Wilson Presidential Library
- Trinity Episcopal Church
- American Shakespeare Center’s Blackfriars Playhouse
- Frontier Culture Museum
Staunton, VA Day-to-Day Itinerary
Day 1 of Activities in Staunton
Start your trip at the Woodrow Wilson Presidential Library, where an interpreter will guide you through the 28th President’s Greek Revival birthplace and museum. Car-lovers won’t want to miss Wilson’s 1919 Pierce-Arrow Limousine. Next, take a break at Marino’s Lunch, a local favorite since its founding in the early 1900s, known for its classic diner fare and deep roots in the local bluegrass music scene. In the afternoon, explore Trinity Episcopal Church, with a long and storied history ranging from hosting the Virginia Assembly in 1781 to the Staunton Music Festival today. The church’s current building, constructed in 1855, features awe-inspiring details, including more than a dozen Tiffany stained glass windows, a 37-stop Taylor & Boody organ, and a contemplative labyrinth. End the day with dinner at Mill Street Grill, a Staunton-to, famous for its barbecue baby back ribs and housed in a repurposed 19th-century historic mill building.
Day 2 of Staunton, VA Attractions
Begin your second day by delving into theatre and architectural reconstruction at the American Shakespeare Center’s Blackfriars Playhouse, a faithful replica of Shakespeare’s Elizabethan indoor theatre blending old-world design with vibrant performances. After your tour, enjoy time downtown exploring architectural details—beautiful ironwork, restored façades, historic signage, hidden alleyways, and eclectic storefronts abound. Next, enjoy a brewery tour, guided tasting, and group dinner at Stable Craft Brewing, a sustainable farm and brewery located in a beautiful pastoral setting. After dinner, end the day with a musical performance honoring the timeless tunes of the Statler Brothers, the “Sons of Staunton.”
Day 3 of Final Staunton Things To Do
Today’s journey begins with a time-traveling experience at the Frontier Culture Museum, a living history experience that explores the diverse cultures of the early immigrants and early indigenous peoples who shaped American frontier life. The museum boasts historic buildings, costumed interpreters, and hands-on demonstrations. In the afternoon, indulge your senses with a wine tasting and charcuterie-building workshop at Barren Ridge Vineyard, a family-owned boutique winery housed in a renovated apple barn that offers picturesque mountain views. Close your trip with a group dinner at The Depot Grill, a cozy dining option located in a beautifully restored railroad depot that nods to the city’s railroading past and ongoing commitment to adaptive reuse.
Start planning unforgettable trips—read the April edition and subscribe for future updates.
Contact Visit Staunton
- Sheena Logan
- logansm@ci.staunton.va.us
- Website
