Entire home
Trail Magic- Sk-in & Ski-out
Ski-in/ski-out vacation home near Wintergreen Resort
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Entire home
Popular amenities
- Hot tub
- Dryer
- Parking available
- Washer
- Fireplace
- Pool
Explore the area

Wintergreen Resort, VA
- Wintergreen ResortPlace, Wintergreen Resort1 min walk
- Raven's Roost OverlookPlace, Raven's Roost Overlook6 min drive
- Bold Rock Hard Cider Nellysford CideryPlace, Bold Rock Hard Cider Nellysford Cidery12 min drive
- Weyers Cave, VA (SHD-Shenandoah Valley Regional)Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)50 min drive
Room options
About the area
Wintergreen
Treeloft stay.At this Treeloft vacation home, you'll be within a 5-minute walk of Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead is within 6 miles (10 km) and Raven's Roost Overlook is within 9 miles (15 km).
What's nearby
- Wintergreen Resort - 1 min walk - 0.0 km
- Raven's Roost Overlook - 6 min drive - 3.8 km
- Bold Rock Hard Cider Nellysford Cidery - 12 min drive - 15.0 km
- Stoney Creek Golf Course - 17 min drive - 19.8 km
- Sherando Lake Recreation Area - 19 min drive - 13.4 km
Getting around
- Staunton Station - 41 min drive
- Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 65 min drive
Restaurants
- Trager Bros Coffee Shop - 22 min drive
- Devils Backbone Brewing Company - 13 min drive
- Hill Top Berry Farm & Winery - 21 min drive
- Belties - 17 min drive
- Paulie's Pig Out - 24 min drive
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.
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!
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!
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Property amenities
Ski
- Ski-in/ski-out access
Pool/Spa
- Communal pool
- Hot tub
Internet
- Available in the house: WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- 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
- Smoking not allowed
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)
- First aid kit
- Fire extinguisher
General
- Garden
- Property located in a resort
- Unit size: 4,000 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 24
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
- No pets 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property is also known as
689a1a37b1ba9f0012d1d65c
Trail Magic- Sk-in & Ski-out Reviews
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