Winter in Staunton: Seasonal Traditions & Small-Town Charm
Winter is one of the most enchanting times to visit Staunton. Historic streets glow with holiday spirit, local shops welcome visitors with festive displays, and seasonal events bring the community together. From world-class theater and scenic train rides to holiday tours and downtown celebrations, winter offers countless ways to experience the charm of Virginia's Shenandoah Valley. Make Hotel 24 South your home base for a cozy seasonal getaway.
Day One: Historic Downtown & Holiday Cheer
Check In at Hotel 24 South
Arrive in the heart of downtown Staunton and settle into your accommodations at Hotel 24 South. With the city's shops, restaurants, and attractions just steps away, you'll be perfectly positioned to enjoy a weekend filled with winter festivities.
Downtown Staunton Activities
Spend the afternoon discovering the unique boutiques, galleries, and locally owned businesses that make downtown Staunton a favorite destination year-round. During the winter season, the historic streets take on an extra layer of charm with festive decorations and special seasonal events.
First Fridays Downtown
If your visit coincides with the first Friday of the month, enjoy one of Staunton's most beloved traditions. Participating businesses stay open late, offering art, live music, local shopping, and culinary experiences throughout downtown. Look for the white stars displayed by participating locations as you explore the evening festivities.
Evening at Blackfriars Playhouse
Just next door to the hotel, experience a performance at the American Shakespeare Center's Blackfriars Playhouse, the world's only recreation of Shakespeare's indoor theater. Rotating productions throughout the year make every visit unique and provide the perfect indoor winter activity.
Day Two: Holiday Traditions & Seasonal Experiences
Breakfast and a Leisurely Morning
Start your day with breakfast at Hotel 24 South, before heading out to experience some of Staunton's most beloved winter traditions.
Holiday House Tour & Lantern Tours
Step back in time with a visit to the seasonal Holiday House Tour, where beautifully restored historic homes are decorated for the holidays. Continue your journey through Staunton's past with a lantern-lit tour that showcases the city's architectural heritage and festive spirit. These experiences offer a unique glimpse into the community's rich history and holiday traditions.
Lunch and Shopping Downtown
Return downtown to enjoy lunch and browse local shops for holiday gifts, artisan goods, and one-of-a-kind finds.
Seasonal Dining Experience
Warm up with dinner at one of Staunton's acclaimed restaurants, where seasonal menus and welcoming hospitality create the perfect winter evening.
Relax at Hotel 24 South
After a day of exploration, return to the hotel and unwind before another day of seasonal adventure.
Day Three: All Aboard the Santa Express
Virginia Scenic Railway's Santa Express
Make your way to the nearby Staunton station and board the Virginia Scenic Railway Santa Express. This festive holiday train experience features seasonal décor, sweet treats, hot cocoa, and a special visit from Santa Claus. The scenic ride through Virginia's beautiful countryside has quickly become a favorite holiday tradition for visitors and families alike.
Final Downtown Exploration
After your rail adventure, enjoy one last stroll through downtown Staunton. Stop into a favorite shop, grab a warm coffee, or simply take in the charm of the historic district before heading home.
Departure
Check out of Hotel 24 South and begin your journey home with memories of holiday lights, historic charm, and unforgettable winter experiences.
Extend Your Stay
Looking for even more seasonal fun? Depending on when you visit, you may be able to enjoy additional performances at the American Shakespeare Center, special downtown events, holiday celebrations, and other seasonal activities taking place throughout Staunton during the winter months.
Why Visit Staunton in Winter?
Winter in Staunton blends historic charm, festive traditions, and memorable experiences into one unforgettable getaway. Whether you're enjoying a performance at the Blackfriars Playhouse, exploring decorated historic homes, shopping during First Fridays, or riding the Santa Express, you'll discover why the season is one of the most magical times to visit the Shenandoah Valley. Book your wintery wonderland stay today and peruse our offers.