New! Ski-in/Ski-out | Hot Tub | Fire Pit | Spa | House in Wintergreen Resort

Summary:
Trail Magic | Ski-In/Ski-Out Lodge at Wintergreen Resort with Hot Tub
Experience the magic of the mountains at Trail Magic, a true ski-in/ski-out retreat located in the heart of Wintergreen Resort. This full lodge-style home is designed with comfort, convenience, and year-round adventure in mind. Bring the whole family to this great place with lots of room for fun.
The Space:
Welcome to Trail Magic – Your Ski-In/Ski-Out Mountain Escape at Wintergreen Resort
Named after the Appalachian Trail tradition of “trail magic.” Those unexpected moments of kindness and comfort hikers experience along their journey. This luxury retreat is designed to offer the same surprise-and-delight feeling. Whether you're skiing straight onto the slopes or soaking in the hot tub with a glass of wine, you'll find your own version of trail magic here.
Located directly on Eagle’s Swoop, this ski-in/ski-out home sits in the heart of Wintergreen Resort with adventure at your doorstep all year long. In winter, step outside and hit the slopes; in warmer months, explore nearby hiking trails, scenic overlooks, and the natural beauty of the Blue Ridge Mountains.
Property Highlights:
- 4 spacious bedrooms, each with connecting en-suite bathrooms
- Private hot tub with winter mountain views
- Outdoor fire pit, perfect for post-adventure gatherings
- Bright, open living spaces with floor-to-ceiling windows
- Direct access to Eagle’s Swoop ski trail
- Lower level includes a boot warmer and ski lounge area, perfect for drying off and stashing your gear in comfort.
- Close to hiking, dining, wineries, and resort amenities
Whether you’re coming for a ski weekend, a mountain getaway, or a peaceful escape, Trail Magic invites you to relax, recharge, and experience a little unexpected magic.
Guest Access:
Guest has access to whole property
The Neighborhood:
Wintergreen Resort:
Perched on 11,000 breathtaking acres along the eastern slopes of the Blue Ridge Mountains, Wintergreen Resort is a true four‑season playground. Surrounded by winding trails, cascading streams, and lush forests, it’s the perfect place to unwind, explore, and reconnect with nature. Here you’ll find endless possibilities—whether you’re chasing outdoor adventure, indulging in relaxation, or gathering with family and friends.
In winter, carve through fresh powder with skiing (steps away from the house), snowboarding, and snow tubing. When the weather warms, tee off on 27 holes of championship golf at the Stoney Creek Course, play on award‑winning tennis courts, hike scenic mountain trails, cast a line fly fishing, or cool off with a refreshing swim. Pamper yourself at the full‑service mountaintop spa, then enjoy a variety of delicious dining options.
Whether you come for the crisp mountain air, the sweeping views, or the countless activities, Wintergreen Resort offers a refreshing escape and unforgettable memories in every season.
Getting Around:
Need transportation or trip planning?
We work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.
Other Things to Note:
Wintergreen Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge
Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides.
- Wintergreen Activities (On‑Site & Nearby)
Eagles Edge Ski Slope - Just a couple steps away!
Wintergreen Ski Resort Base Lodge – 3 min
The Plunge Snow Tubing Park – 3 min
Discovery Ridge Adventure Center – 3 min
Wintergreen Resort Tennis and Pickleball Courts - 6 min
Shamokin Springs Nature Preserve – 8 min
Stoney Creek Golf Course – 21 min
- Nearby Attractions
Appalachian Trail Head – 15 min
Blue Ridge Parkway – 8 min
Three Ridges Overlook – 10 min
🍷 Wine & Beer
Devil’s Backbone Brewpub – 15 min
Three Notch’d Brewing - 20 min
Hill Top Berry Farm & Winery – 20 min
Bold Rock Nellysford Cidery - 20 min
Wood Ridge Farm Brewery – 35 min
Seven Arrows Brewing Company – 35 min
Blue Mountain Brewery – 40 min
Veritas Vineyards & Winery – 40 min
Afton Mountain Vineyards – 40 min
🥾 Hiking Highlights
Highlands Leisure Trail – 4 min
Upper Shamokin Falls Trail – 5 min
Appalachian Trail – Three Ridges Hike – 10 min
Crabtree Falls – 35 min
✈️ Airport
Charlottesville–Albemarle Airport – 1 hr
💧 Water & Pool Access
Chestnut Springs Pool (on‑mountain) – 5 min
Rodes Farm Pool (valley) – 25 min
Lake Monocan (Stoney Creek) – 25 min
Sherando Lake Recreation Area – 30 min
Water Activities & Pool Access
Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day.
Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website.
Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers).
Important Resort Policy Update:
As of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course.
Interaction with Guests:
Trail Magic has a wonderful team. We want all our guest to have a 5 star experience. Customer service is important to us. Holly will be your main point of contact for bookings, questions, planning, check-in, and through your stay!

New! Ski-in/Ski-out | Hot Tub | Fire Pit | Spa is located in Treeloft. New! Ski-in/Ski-out | Hot Tub | Fire Pit | Spa provides accommodation, featuring Hot Tub, Kitchen, Security/Safety, among other amenities. This House features Hot Tub, Kitchen, Security/Safety, to make your stay a comfortable one.

New! Ski-in/Ski-out | Hot Tub | Fire Pit | Spa has 4 Bedrooms , 4 Bathrooms, and max occupancy of 12 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Treeloft has interesting places to visit. If you want to learn more about the House in Treeloft, such as places to visit and things to do nearby, you can check below to learn more.