Consider a stay at Trail Magic- Sk-in & Ski-out and take advantage of a garden, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Guests can connect to in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms5 bathrooms372 sq m
Popular amenities
Pool
Spa pool
Kitchen
Washing machine
Dryer
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Trail Magic- Sk-in & Ski-out
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.
***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.***
***Minimum Booking Age: 24+
We kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation!
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!
Property amenities
Ski
Ski-in/ski-out access
Pool/Spa
Communal pool
Hot tub
Internet
Available in the house: WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Bedrooms
4 bedrooms
Bedsheets provided
Bathroom
4.5 bathrooms
Hair dryer
Shower
Towels provided
Living spaces
Fireplace
Entertainment
Books
Stereo
TV
Outdoor areas
Balcony
Barbecue grill
Garden
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Office
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a village
In the mountains
Near a health/beauty spa
On a river
Things to do
Arcade/game room
Optional golf privileges
Ski-in/ski-out access
Cycling nearby
Horseback riding nearby
Mountain climbing nearby
Rock climbing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the area
Located in Treeloft, a neighbourhood in Wintergreen, this holiday home is in the mountains and on a river. Wintergreen Resort and Sherando Lake Recreation Area are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wildlife Center of Virginia and War Fields. Take some time off to enjoy the health/beauty spas in the area, or get some fresh air with adventures like mountain climbing, rock climbing and cycling nearby. Visit our Wintergreen travel guide
How much is parking at Trail Magic- Sk-in & Ski-out?
On-site parking is available at the property.
What time is check-in at Trail Magic- Sk-in & Ski-out?
Check-in begins at 4:00 PM.
What time is check-out at Trail Magic- Sk-in & Ski-out?
Checkout is at 10:00 AM.
Where is Trail Magic- Sk-in & Ski-out located?
Located in Treeloft, this ski holiday home is steps away from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).
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Trail Magic- Sk-in & Ski-out Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.