Scenic Hikes Incredible in Fall Around Charlottesville

It’s fall in Charlottesville—and you know what that means. It’s time to cozy up, savor pumpkin-flavored delicacies, and head out into nature to take in the breathtaking fall views as the lush green landscape puts on a vibrant golden coat.

While fall drives down roads such as Skyline Drive are lovely, there’s no denying that hiking offers the best slice of the changing seasons and cornucopia of fall colors. Lacing up those hiking boots and hitting a local trail offers an intimate leaf-peeping experience—only elevated by the crispy fall air, fewer crowds, fewer bugs, and a chance to get a glimpse of migrating wildlife.

5 of the Best Fall Hiking Destinations Around Charlottesville

Charlottesville might be best known for its rich history, prestigious college, a trail of great wineries, and tons of awesome restaurants, but there’s far more to the destination. Case in point, this lively city is hugged by a rugged wilderness with dozens of scenic hiking spots to explore, especially in fall.

It’s safe to say that the Charlottesville area is built for hiking. It’s home to all kinds of hiking trails that showcase fall foliage at its finest. Whether you’re a novice or a hiking warhorse, you’re sure to find a hike for your skill level.

1. Old Rag Mountain, Shenandoah National Park

Don’t let the damp name fool you – Old Rag Mountain is one of the most awe-inspiring hikes around Charlottesville. It’s the crown jewel of day hikes in Shenandoah National Park and a must-visit destination for avid hikers.

The 9.8-mile loop trail has it all – it’s challenging, liberating, and rewarding. Expect a tough rock scramble, steep trails—and when you plan your trip for fall–panoramic views of dramatic fall colors cascading down the Blue Ridges Mountains.

Your legs will likely feel like jelly after the climb – either from the picturesque view of the golden and red undertones sweeping across the landscape or from the long, strenuous hike.

Old Rag Mountain is one of those destinations that deserve a place in your bucket list and as an impressive accomplishment to add to your hiking résumé.

2. Humpback Rock

Humpback Rock is a staple for C’ville hikers—and for good reason. It boasts breathtaking views of fall foliage, it’s an easy drive from town, it offers an iconic Parkway experience, and it meets the needs of both novice and experienced hikers. You get two hiking choices:

  • Strenuous 1 mile to the top: Follow the blue blazes and brave your way up the 700-foot climb to the jagged summit for a spectacular view of the Shenandoah valleys.
  • Gentler, 2.7-mile one way

Scenic beauty aside, Humpback rocks is drenched in rich history. Before railroads, settlers used the prominent rock outcrop to guide wagons along the Howardsville Turnpike. You can learn more about the area’s history in the Outdoor Farm Museum near the Humpback Rocks Visitor Center.

3. Rivanna Trail

Looking for an escape from the hustle and bustle of the city, but you don’t want to wander off too far away from Charlottesville? Schedule a visit to the Rivanna Trail. The 20-mile-long trail meanders along the Rivanna River right in the outskirts of the city.

Although hiking the Rivanna Trail may not offer elevated views of the landscape, it offers an intimate interaction with the kaleidoscope of fiery hues under your feet as you tread the well-maintained paths. You get to encounter forests, wetlands, fields, streams, and the sounds of nature in this urban wilderness.

Whether you’re in the mood for a leisurely stroll on paved paths or some thrilling rock scramble, the Rivanna Trail has it all.

Check out this Rivanna Trail System guide for more.

4. White Oak Canyon Trail, Shenandoah National Park

If your idea of a scenic hike involves waterfalls, the White Oak Canyon Trail is right up your alley. Nothing says “tranquil trek” like a 9.5-mile hike with beautiful, clear waterfalls in the crisp fall air and glowing fall landscape. And if you’re up for it, you can even take a dip in one of the swimming holes at the base of each waterfall.

The hike is steep in some sections, but it shouldn’t be too difficult for the average hiker. There are different trail options to choose from—ranging from backpacking trips to quick day hikes. But keep in mind that the trail is rather popular with locals and visitors so you might encounter madding crowds and a full parking lot.

5. Crabtree Falls

Craving more waterfalls? How about the highest waterfall east of the Mississippi? While it’s possible to drive up to Crabtree Falls, hiking your way up to for an intimate experience with the clear waters graced by a colorful backdrop of fall colors takes the prize.  

Brace yourself for some steep inclines – some supported by wooden staircases and railings to ease the challenging ascent. There are several viewing points with the final one being at the top of the waterfall.

Bonus: Turk Mountain

No fall around Charlottesville is complete without a hike to Turk Mountain, nestled in the Appalachian Trail. It might not be the most popular hike on this list but hiking aficionados will appreciate the experience.

The hike is not for beginners as it gets quite steep and difficult at some points. The reward is a viewpoint at the top that offers a nice place to sit overlooking the natural beauty of the rolling hills ablaze in fall color. The peak is a perfect spot to enjoy some solitude under the golden hues of sunset shining over fall foliage.

An Adventure Awaits, Just Around the Corner

Charlottesville is perfect for hikers looking to witness a spectacular landscape fade from vibrant emerald green into more warm-toned shades. The constant access to beautiful natural scenery is one of the many things that make the Charlottesville area a happy and wholesome place to live.

Tip: If you’re visiting, make sure you refer to a fall foliage calendar or consult a local before planning your trip for the best hiking/leaf-peeping experience. And don’t forget to dress for the weather. Also, carry enough water and snacks for the physically taxing adventures.

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