Big Doubletop Circle Hike: Explore Virginia’s Scenic Trails

Read the full experience

Embark on the Big Doubletop Circle hike, a private guided experience offered by Graves Mountain Farm and Lodges in Syria, Virginia. Covering expansive terrain on an 1800-acre farm, this trail combines Chapman, Wilhite, and Doubletop peaks, culminating in a Dark Hollow descent before pickup in Finks Hollow. Led by expert guide Tim Lewis, the journey tailors itself to your skill level, whether you’re looking for a moderate adventure or a challenging climb. Along the way, hikers enjoy serene riverside paths, dense forested sections, and panoramic mountain vistas that reward the effort with stunning photo opportunities. The diverse terrain offers a mix of elevation changes, with sections that test endurance and sections perfect for reflective breaks. With small group sizes or private bookings, you’ll receive hands-on guidance, local insights, and personalized support. This adventure is ideal for outdoor enthusiasts eager to explore Virginia’s natural beauty beyond the typical trail, capturing the peaceful yet invigorating feeling of mountain hiking. Advance bookings are a must, ensuring a customized and memorable experience that blends nature, exercise, and expert knowledge. Whether you’re a seasoned hiker or an enthusiastic beginner, the Big Doubletop Circle offers a unique way to connect with the wilderness.

Trip highlights

Difficulty

challenging.

Duration

5–7 hours.

Fitness level

Participants should have a good level of fitness with experience in long hikes including elevation gain.

Frequently asked questions

How difficult is the Big Doubletop Circle hike?

The hike is considered challenging due to its length and elevation gain; hikers should be in good physical shape and comfortable with uneven terrain.

Is the hike suitable for children or beginners?

This trail is best suited for experienced hikers or older children accustomed to long hikes with some steep sections.

Can I customize the route or duration of the hike?

Yes, guided hikes with Graves Mountain Farm and Lodges can be tailored to your ability and interests when you book in advance.

What wildlife might I encounter on the trails?

Common sightings include white-tailed deer, wild turkeys, and various songbirds native to Virginia’s forests.

Are dogs allowed on this hike?

Dogs are not permitted on guided hikes to ensure safety and preserve wildlife habitats.

What is the best time of year to do this adventure?

Spring and fall are popular for mild weather and scenic views, while summer is lush but can be hot and humid.

Local insights

Wildlife

Eastern Box Turtle
Red Fox

History

Graves Mountain Farm has been operating for over 100 years, originally established as a working farm before evolving into a renowned outdoor destination.

Conservation

The farm actively manages trails to reduce erosion and promotes Leave No Trace principles to safeguard the natural environment.

About Graves Mountain Farm and Lodges

Graves Mountain Farm and Lodges is a rural retreat located in Syria, Virginia. The property includes lodges and an 1800‑acre farm that hosts outdoor recreation, hands‑on workshops, and seasonal events led by local instructors. Programming spans guided Blue Trail hikes, fly fishing lessons, partner dancing, yoga, painting and multiple craft workshops. Tim Lewis leads guided hikes across orchards, rivers and forested mountain trails, and provides fly‑fishing guidance on scenic ponds and rivers. Judy and Bobby Chiles teach partner dancing with Hoe‑down and country partner dancing sessions suitable for families and beginners. Jenn Mintz offers one‑hour yoga and meditation sessions appropriate for all ages and experience levels. Creative workshops include wreath making with Sandra Kechter (three‑hour sessions crafting deco mesh, burlap or grapevine wreaths), soap making with Laura Goley of Swallowtail Ridge (including herbal tea and instruction in medicinal plant uses), and soapmaking with Jennifer Harris of Cornerstone Lavender (small‑batch, take‑home soap). Lou Messa leads a 5.5‑hour acrylic landscape workshop with personalized mentorship in a small group setting. Many experiences provide supplies and equipment, and several explicitly welcome beginners—dance sessions note "no experience necessary," and workshops emphasize take‑home projects. Visitors choose from short classes (one to two hours) and longer creative sessions, enjoying practical instruction and outdoor exploration within the farm’s diverse natural landscape. Reservations and detailed event listings are available through the farm’s public schedule for each offering. The location in Syria, Virginia provides access for travelers exploring the Blue Ridge region and central Shenandoah Valley.

Base locationSyria, Virginia

Tours offered39+

Adventure tips

Stay HydratedCarry at least two liters of water, especially on hot and humid days, to stay energized throughout the hike.

Wear Sturdy FootwearRocky and uneven terrain calls for hiking boots that provide good ankle support and traction.

Watch for Trail MarkersFollow the color-coded markers carefully to stay on route, especially near forks and steep sections.

Be Prepared for Weather ChangesVirginia’s mountain weather can shift quickly, so pack a lightweight rain jacket and layers.

Recommended gear

Hiking Boots: Offers ankle support and grip essential for varied terrain and elevation changes.
Water Reservoir or Bottles: Keeps you hydrated during long stretches, especially in warm weather.
Layered Clothing: Allows quick adjustments to changing temperatures and weather conditions on the trail.
Trekking Poles: Helpful for stability and reducing stress on knees during steep ascents and descents.