3-Nights Virginia Shenandoah National Park Hiking - Lodge Based

3-Nights Virginia Shenandoah National Park Hiking - Lodge Based from $2,599

MT Sobek

OFFER ID 1629286

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

Important Trip Details:
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.

Minimum Age: 18

3 nights from $2,599 per person

Itinerary

MT Sobek: Virginia Shenandoah National Park Hiking

Day 1 Arrive in Shenandoah National Park & Hike on the Appalachian Trail
1.5-hour private van transfer
5.1 miles/2-3 hours hiking with 1,444' elevation gain and 1,094' loss
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
(L, D)

Day 2 Discover Dark Hollow Falls, Historic Rapidan Camp & Big Rock Falls
0.5-hour private van transfer
8 miles/5 hours hiking with 1,708' elevation gain and 1,878' loss
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
(B, L, D)

Day 3 Summit Hawksbill Peak & Hike Whiteoak Canyon Falls
2-hour private van transfer
6.7 miles/4 hours hiking with 628' elevation gain and 3,131' loss
Start the day with a delicious breakfast and watch as the fog burns away to reveal spectacular views of the Shenandoah Valley. Start with a short warm-up hike to Hawksbill Summit, the highest point in Shenandoah National Park at 4,050 feet. From Hawksbill Summit, traverse Skyline Drive to one of the park's most iconic hikes. Tracing a series of waterfalls that make up Whiteoak Canyon Falls, you'll cross bridges over the rocky banks of the river and stop to soak in the pools below each cascade, watching for wildlife along the way. In the afternoon you'll have the chance to tour and sample wines from one of the East Coast's oldest and largest wineries, Prince Michel Winery. Return to the Skyland Resort and discuss the next day's adventure.

(B, L, D)

Day 4 Take a Drive on Skyline Drive & Hike Dickey Ridge to Front Royal
2-hour private van transfer
8.5 miles/4-5 hours hiking with 1,114' elevation gain and 2,518' loss
Today is your final day in Shenandoah National Park, but the adventure is far from over. After breakfast, depart Skyland for a scenic drive along one of the prettiest sections of Skyline Drive. Start today's hike near Lands Run Gap, hiking parallel with Skyline Drive on Dickey Ridge towards the entrance to Shenandoah National Park and the town of Front Royal. Take your time and relish views of the Shenandoah Valley and River, and lush meadows, before a long, gradual descent to the park's entrance. This afternoon, explore historic Front Royal, an incredibly quaint town that was a focal point during the Civil War. Return to the host hotel in Herndon for final farewells.

(B, L)

Featured Destinations
Shenandoah National Park

Vacation Details

Valid Date Ranges
09/20/2025 - 09/23/2025
from $2,599 per person
10/14/2025 - 10/17/2025
from $2,599 per person
10/20/2025 - 10/23/2025
from $2,599 per person
10/27/2025 - 10/30/2025
from $2,599 per person
05/25/2026 - 05/28/2026
from $2,599 per person
05/31/2026 - 06/03/2026
from $2,599 per person
09/14/2026 - 09/17/2026
from $2,599 per person
09/20/2026 - 09/23/2026
from $2,599 per person
10/12/2026 - 10/15/2026
from $2,599 per person
10/18/2026 - 10/21/2026
from $2,599 per person


* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $2,599 per person
Length
3 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Prices subject to availability and change without notice. Some restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID
1629286

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Romantic Destinations Travel

P.O. Box 812786
Wellesley, MA 02482
USA

(877) 738-9848
(877) 738-9848