Enjoy unforgettable fall day trips near Massanutten, where vibrant foliage transforms the landscape into rich reds, oranges, and yellows. Crisp autumn air invites outdoor adventures, from scenic hikes to apple picking at nearby orchards. With stunning views and charming activities all around, Massanutten makes the perfect base for exploring the season’s beauty just a short drive away.
Explore Natural Bridge State Park
For a nearby fall day trip, explore the Natural Bridge State Park. Once owned by Thomas Jefferson, the park features the iconic 215-foot Natural Bridge. This stunning limestone gorge was carved by Cedar Creek over millions of years. As you explore, start at the Visitor Center where exhibits and a gift shop provide a peek into the park’s rich past. From there, take the scenic Cedar Creek Trail. This trail winds beneath the towering bridge and leads to Lace Falls, a serene 30-foot cascade. Beyond the bridge, the park offers more to discover. There are 7 miles of hiking trails that meander through lush forests and rolling meadows. Families will also love the Children’s Discovery Area. Here, kids can learn about local wildlife and enjoy nature-themed play in the outdoor classroom. Natural Bridge State Park combines natural beauty with rich history. It makes for an unforgettable destination for all ages.
Carters Mountain Apple Picking and Cidery
Fall in the Shenandoah is not complete without a trip to Carters Mountain Orchards in Charlottesville, Virginia. From mid-August to mid-December, you can pick your own apples. You can also savor fresh-pressed apple cider and indulge in their famous apple cider donuts and pies. As autumn sets in, the orchard transforms with pumpkins, gourds, and festive decor. This sets the scene for hayrides that showcase the beauty of the Virginia countryside. Sitting at 1,120 feet above sea level, Carter Mountain offers breathtaking views. It also features a wine shop with tasting flights and the Bold Rock Hard Cider taproom. Whether you enjoy homemade treats from the Country Store or relax with a refreshing drink, there’s something for everyone.
Step Back in Time at Monticello
Just outside Charlottesville, Monticello offers a glimpse into the life of Thomas Jefferson, America’s third president. Visitors are invited to explore his architectural masterpiece through guided tours, which feature original books, art, and furnishings. From April to October, the experience extends outdoors with 45-minute tours of the beautifully restored gardens and the plantation community. For those looking to deepen their visit, there are special family-focused tours and seasonal winemaking tours available at an additional cost. Just down the road, Jefferson Vineyards offers the perfect spot to unwind, where you can enjoy a glass of award-winning wine while soaking in stunning views of the Blue Ridge Mountains. With music, wine, and history wrapped into one unforgettable experience, Monticello is the ideal fall day trip near Massanutten for history buffs and wine lovers alike.
Visit Historic Downtown Staunton
With a rich history spanning over three centuries, Historic Downtown Staunton is one of the oldest cities west of the Blue Ridge Mountains and offers a rich blend of history, arts, and local culture. For theater enthusiasts, The American Shakespeare Center’s Blackfriars Playhouse is an absolute must-see. As the world’s only recreation of Shakespeare’s original indoor theater, Blackfriars Playhouse offers an immersive experience that brings the work back to life. If you’re interested in taking in the scenic beauty of the Shenandoah Valley, the Virginia Scenic Railway is a short-line excursion service that runs four days a week, offering passengers breathtaking views of the Blue Ridge Mountains from historic rail cars dating back to the 1940s. Whether you’re an art lover, a history buff, or simply looking for a memorable day trip, Staunton has something for everyone.
Book the Perfect Home Base for Your Fall Adventures
Pictured Property: Aubrey’s Nest
Whether you’re exploring Virginia’s rich history, breathtaking natural landscapes, or thrilling outdoor activities, the region has something for everyone. Make one of our centrally located properties your home base for easy access to all of the fantastic fall day trips near Massanutten. Browse our selection of vacation rental properties to find the perfect fit for your getaway. After a full day of exploring, you can unwind and relax in comfort, ready for whatever adventure tomorrow brings.
