Title: Trail Magic- Sk-in & Ski-out - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Trail Magic- Sk-in & Ski-out Ski-in/ski-out vacation home with hot tub ## Photo gallery for Trail Magic- Sk-in & Ski-out ![TV, fireplace, books, stereo - Trail Magic- Sk-in & Ski-out (Wintergreen Resort)](https://images.trvl-media.com/lodging/120000000/119680000/119670100/119670005/574c6cc1.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio - Trail Magic- Sk-in & Ski-out (Wintergreen Resort)](https://images.trvl-media.com/lodging/120000000/119680000/119670100/119670005/bdbaf918.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, books, stereo - Trail Magic- Sk-in & Ski-out (Wintergreen Resort)](https://images.trvl-media.com/lodging/120000000/119680000/119670100/119670005/e6435c53.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Trail Magic- Sk-in & Ski-out (Wintergreen Resort)](https://images.trvl-media.com/lodging/120000000/119680000/119670100/119670005/f7ffb901.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Trail Magic- Sk-in & Ski-out (Wintergreen Resort)](https://images.trvl-media.com/lodging/120000000/119680000/119670100/119670005/558b3bf1.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Wintergreen Resort is located near Trail Magic- Sk-in & Ski-out, which provides a garden, an arcade/game room, and laundry facilities. Skiers and snowboarders can spend time on the slopes at this vacation home featuring ski-in/ski-out access. For some rest and relaxation, visit the hot tub. Guests can connect to in-room WiFi. ### Entire home 4 bedrooms5 bathrooms4000 sq ft ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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! ## 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/124000000/123130000/123126800/123126735/fc4991e9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Welcome to a beautifully Wintergreen chalet offering the perfect blend of luxury, comfort, and an unbeatable ski-in/ski-out-style location. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 689a1a37b1ba9f0012d1d65c ## About the area Located in Treeloft, a neighborhood in Wintergreen, this vacation 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 time off to check out the health/beauty spa in the area, or get some fresh air with adventures like rock climbing, cycling, and horse riding nearby. [Visit our Wintergreen travel guide](https://www.expedia.ca/Wintergreen.dx10811) [View more Vacation homes in Wintergreen](https://www.expedia.ca/Wintergreen-Private-Vacation-Homes.d10811-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.91146%2C-78.93665&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=zp5pasXasEVdxudHUTM5oSV-dts=) Wintergreen Resort, VA ### What's nearby - ![Upper Shamokin Falls in the Blue Ridge Mountains, Virginia - Wintergreen Resort, Nellysford ](https://images.trvl-media.com/place/180913/57d28a55-e84c-4113-8ede-2f5eafa1ee01.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Wintergreen Resort 1 min walk \- 0.0 km - ![Shenandoah National Park featuring forests and a river or creek as well as a couple](https://images.trvl-media.com/place/553248635823382488/3f05c44b-cf29-4c7c-80e3-ed0e8d0d7a81.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Shenandoah National Park 20 min drive \- 23.8 km - ![Nighttime view of the Rotunda at the University of Virginia](https://images.trvl-media.com/place/6057012/63dc4a50-d9ce-48e4-bf40-7a8d7b844216.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) University of Virginia 39 min drive \- 62.6 km - ![Monticello which includes a memorial and heritage architecture](https://images.trvl-media.com/place/6082929/abf8d200-964f-48b4-a110-32e63f1774c7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Monticello 46 min drive \- 70.9 km - John Paul Jones Arena 42 min drive \- 65.6 km ### Getting around - Staunton Station 41 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) 65 min drive ### Restaurants - Belties 17 min drive - Hill Top Berry Farm & Winery 21 min drive - Devils Backbone Brewing Company 13 min drive - Iron & Ale At Wintergreen Resort 21 min drive - Trager Bros Coffee Shop 22 min drive ## Frequently asked questions ### Does Trail Magic- Sk-in & Ski-out have a pool? ### How much does it cost to stay at Trail Magic- Sk-in & Ski-out? ### Is Trail Magic- Sk-in & Ski-out pet-friendly? ### How much is parking? ### What time is check-in at Trail Magic- Sk-in & Ski-out? ### What time is check-out at Trail Magic- Sk-in & Ski-out? ### Where is Trail Magic- Sk-in & Ski-out located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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