Virginia Shenandoah National Park Hiking  Tour

Misty Mountain Peaks & Cascading Waterfalls


Journey deep into the heart of the Blue Ridge Mountains and discover the breathtaking beauty, rich cultural history, and incredible vistas of Shenandoah National Park. Hike point-to-point trails passing through lush forests and feeling the spray of tumbling waterfalls. Follow the Appalachian Trail and visit Stoney Man. Summit Hawksbill Mountain, the park's highest peak, and visit Rapidan Camp—President Hoover's historic retreat. You may even catch glimpses of black bears foraging, hear the call of wild turkeys, or see salamanders plodding along in the undergrowth. Taste the terroir at a local winery. Evenings bring the perfect reward: dining in historic mountain lodgings with sweeping views, and a good night's sleep with the promise of tomorrow's discoveries.

4 Days • 3 Nights

Journey deep into the heart of the Blue Ridge Mountains and discover the breathtaking beauty, rich cultural history, and incredible vistas of Shenandoah National Park. Hike point-to-point trails passing through lush forests and feeling the spray of tumbling waterfalls. Follow the Appalachian Trail and visit Stoney Man. Summit Hawksbill Mountain, the park's highest peak, and visit Rapidan Camp—President Hoover's historic retreat. You may even catch glimpses of black bears foraging, hear the call of wild turkeys, or see salamanders plodding along in the undergrowth. Taste the terroir at a local winery. Evenings bring the perfect reward: dining in historic mountain lodgings with sweeping views, and a good night's sleep with the promise of tomorrow's discoveries.

Highlights


  • Hike on the Appalachian Trail right into Skyland Resort, with views of the Shenandoah River Valley
  • Soak in the pools below Whiteoak and Dark Hollow Falls in Shenandoah National Park
  • Discover an early 20th century presidential retreat at Rapidan Camp and other Blue Ridge Mountain history

Virginia Shenandoah National Park Hiking

Start: Dulles, Virginia  End: Dulles, Virginia

Itinerary


  • Arrive in Shenandoah National Park & Hike on the Appalachian Trail

    Day 1

    Meet your guides and fellow hikers this morning for a short introduction and orientation at our host hotel before setting off for Shenandoah National Park. Stop for a hot drink or delicious local pastry in Sperryville, a quaint community nestled in the foothills of the park. Continue into the park and begin hiking on the Appalachian Trail, with a short detour to explore Stoney Man. As you trek toward Skyland Resort on the storied trail, take in the sprawling views of the Shenandoah River Valley and the mountains beyond. The Skyland Resort was built in 1895 on the site that would later become the highest point on Skyline Drive at 3,680 feet. Enjoy sunset views from the lodge's balconies and restaurant, daydreaming of tomorrow's adventures.

    Accommodation: Skyland Resort

    Activity: 5.1 miles/2-3 hours hiking with 1,444' elevation gain and 1,094' loss

    Transportation: 1.5-hour private van transfer

    Meals: Lunch, Dinner

  • Discover Dark Hollow Falls, Historic Rapidan Camp & Big Rock Falls

    Day 2

    Kickstart your day with breakfast at the lodge, hop in the van for a brief transfer, then hit the trail. Hike through delicate maple forest to the mossy banks and cascade of Dark Hollow Falls, the rushing water of Big Rock Falls, and historic Rapidan Camp. Once the private retreat of President Herbert Hoover and First Lady Lou Henry Hoover, Rapidan Camp was constructed in 1929. Trusted friends and advisors were hosted here, in a beautiful space perfect for outdoor adventures. After a day on the trail, unwind with time to explore the park’s historic exhibits and have dinner at Big Meadows Lodge with stunning views from the dining room.

    Accommodation: Skyland Resort

    Activity: 8 miles/5 hours hiking with 1,708' elevation gain and 1,878' loss

    Transportation: 0.5-hour private van transfer

    Meals: Breakfast, Lunch, Dinner

  • Hike Whiteoak Canyon to See Six Waterfalls

    Day 3

    Start the day with a delicious breakfast and watch as the fog burns away to reveal spectacular views of the Shenandoah Valley. Your guide team has arranged for a point-to-point hike that descends on switchback trails into iconic Whiteoak Canyon. Tracing a series of cascading waterfalls, you'll cross bridges over the rocky banks of the river and stop to soak in the pools below, watching for wildlife along the way. In the afternoon, head to DuCard Vineyards to sample their award-winning wines and take in the view of the eastern slope of Shenandoah. Return to the Skyland Resort and discuss the next day's adventure.

    Accommodation: Skyland Resort

    Activity: 6.1 miles/4 hours hiking with 154' elevation gain and 2,667' loss

    Transportation: 2-hour private van transfer

    Meals: Breakfast, Lunch, Dinner

  • Follow the Appalachian Trail & Summit Hawksbill Peak

    Day 4

    Today you'll hike from Fisher's Gap to Skyland Stables on a section of the legendary Appalachian Trail. The “AT” covers 2,200 miles, passing through 14 states and connecting Georgia to Maine. Get a glimpse of through-hiking culture as you walk along this beloved route, pausing to take in the views. The trail passes through groves of mountain laurel and forest as it wraps around the rocky slopes of Hawksbill Mountain. Hike up to Hawksbill Summit—the highest point in Shenandoah National Park at 4,050 feet—for spectacular panoramic views of the Shenandoah Valley, Old Rag Mountain, and Betty's Rock. Return to the host hotel in Herndon for final farewells after another exhilarating day in Shenandoah.

    Activity: 7.1 miles/4 hours hiking with 1,896' elevation gain and 1,430' loss

    Transportation: 2-hour private van transfer

    Meals: Breakfast, Lunch

Why Travel With Us?


  • Your expert guides provide travelers with helpful hints, techniques, and hiking tips, plus knowledge on local wildlife, geology, and history.

  • MT Sobek's legacy of preservation and protection enables us to operate over 30 Global National Park adventures.

  • In just four days, hike some of the most iconic trails and hidden gems of Shenandoah National Park.

Dates & Prices


Price is per person, double occupancy in USD.

The earlier you book, the more choice of available dates you’ll have and once you book, your price is guaranteed.

Your Guides


The best people to immerse you in a destination are the ones who live there, which is why we feature local Adventure Guides on our trips. Here are a few that you might meet on this adventure.

Ansley S.

Ansley S.

Ansley grew up in the city of Atlanta and spent weekends and holidays in the southern Appalachian mountains. After college she worked in Wilderness Therapy in the North Carolina mountains with troubled youth. In the winters, Ansley goes out west to Utah to ski. She has hiked all around the United States, but the Smoky Mountains always call her back. Her favorite activities include, rock climbing, whitewater kayaking, rafting, scuba diving, yoga, canyoneering, skiing and, of course, backpacking.

Jack L.

Jack L.

Jack Lloyd was raised in Shelby, North Carolina. He grew up playing in creeks and chasing critters in the foothills of Western North Carolina. Before coming to A Walk in the Woods, Jack was a head guide for the Nantahala Outdoor Center, leading ziplining trips and guiding rafts down the river. Over the winters, Jack is a ski instructor working with kids on the slopes. As an avid whitewater paddler, he loves spending hot summer days on the water. He also enjoys gardening and foraging.

China W.

China W.

China Whitmire, a Chattanooga native, spent 15 years in Chicago working in non-profit theater and higher education upon completing her undergraduate studies at the University of Chicago. In 2021, China returned to her Appalachian roots by thru-hiking the Appalachian Trail. Now, leveraging her skills, China brings a unique blend of creativity and expertise to her role as a guide. Her love of storytelling and connection with the southern Appalachian region ultimately led her to A Walk in the Woods.

Activity Level


This trip is rated activity level 3. Trip members should be capable of hiking 5-8 hours each day (up to 10 miles) with as much as 3,100' elevation gain and loss. Trails can be rough with rocky terrain and steps built into rock, there are significant elevation changes throughout each hike.
Learn more about activity levels here.

Activity Snapshot

Day 1

5.1 miles/2-3 hours hiking with 1,444' elevation gain and 1,094' loss

Day 2

8 miles/5 hours hiking with 1,708' elevation gain and 1,878' loss

Day 3

6.1 miles/4 hours hiking with 154' elevation gain and 2,667' loss

Day 4

7.1 miles/4 hours hiking with 1,896' elevation gain and 1,430' loss

*Mileage and elevation change information is approximate and may vary slightly depending on trail conditions, weather, and route adjustments, and the guide’s discretion.

Accommodations


Spend three comfortable nights in historic National Park lodges.

Skyland Resort
Skyland Resort
Perched atop the Blue Ridge Mountains, Skyland Resort offers an unforgettable retreat within Shenandoah National Park. Wake up to sweeping views of the Shenandoah Valley and unwind by the cozy fireplace after a day of hiking scenic trails.

Weather


Daytime temperatures of 70-80F and nighttime temperatures of 50-60F.

 
May
Jun
Jul
Aug
Sep
Shenandoah National Park 
High
Low
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Shenandoah National Park
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52
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61
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64
77
57

FAQs


Who will meet me on arrival?

We recommend guests arrive in Herdon, Virgina (Washington Dulles - airport code IAD - is the closest commercial airport) the day prior to Day 1 of the itinerary due to the early pick-up time. Your guides will meet you Day 1 at 7:00am at Hampton Inn & Suites Herndon-Reston.

What are the best months to hike in Shenandoah?

Shenandoah National Park is at its best in spring (April-May) and fall (September-October), when pleasant weather meets spectacular scenery - wildflowers in spring and brilliant foliage in autumn. MT Sobek’s trips are perfectly timed for these seasons, running in May, September, and October.

What is the best footwear for hiking in Shenandoah?
Sturdy hiking boots or trail running shoes with good ankle support and a durable, grippy sole are recommended for hiking in Shenandoah. Ideally, they are breathable and waterproof or water-resistant. Whatever footwear you choose, ensure they are well broken in and comfortable for you.
What kind of wildlife will I see?
Keep an eye out for white-tailed deer, elk, black bear, raccoon, turkeys, and woodchucks.
How should I train for the hiking?
The best training for hiking is hiking. Work up to hiking similar distances with your daypack loaded with the same weight you will be carrying each day during your trip.
What is the minimum age for this trip?

The standard minimum age for these trips is 18. Families with fit younger teens may consider private and custom trip options.

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