Wintergreen Hotel & Accommodation Deals 2026 from AU$104 - Compare prices by date

A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Wintergreen

Pet friendly

Apartment

Spa pool

Pool

Condo

Cottage

Apart hotel

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Wintergreen hotels

A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

A wooden deck with a railing overlooking a forested area.

A modern kitchen with a central island, bar stools, a refrigerator, and a microwave.

A hallway with wooden flooring, white doors, and a staircase leading to another room.

1. Three Little Bears

Nellysford

AU$453

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

A modern kitchen with wooden cabinets, a glass dining table, and teal chairs.

A sign reading "Vistas" with a flower bed in the foreground.

2. Panoramic Peak

Nellysford

Carrie

AU$411

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

A bedroom with a large bed, a ceiling fan, a nightstand, a dresser, and a window with a view of the sky and landscape.

A modern living room with a sofa, a dining table with chairs, and a kitchen area with a sink and countertop.

A modern living room with a grey sofa set, a coffee table, and a fireplace.

3. Mountain View Vista

Nellysford

AU$431

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a wooden staircase, a dining table, and a sofa.

A cozy living room with a leather sofa, two side tables with lamps, a small Christmas tree, and a bear-themed artwork on the wall.

A two-story cabin with a wooden staircase leading to a balcony.

4. Blackwood Chalet

Nellysford

Patrick

AU$666

includes taxes & fees

19 Oct - 20 Oct

A modern living room with a large sectional sofa, a fireplace, and a view of the mountains.

A view from a covered area overlooking a hilly landscape with a ski slope.

A bedroom with a wooden panel wall, a bed with white bedding, two wall-mounted lamps, and a door with louvered shutters.

A modern kitchen with dark wooden cabinets, a central island with stools, and a hanging light fixture.

5. Firefly on The Ridge

Nellysford

AU$546

includes taxes & fees

9 Nov - 10 Nov

A hot tub with a wooden deck and a view of a forest.

A rustic cabin interior with a wooden interior, a staircase leading to a loft, a kitchen area, and a bar with stools.

A rustic cabin interior with a wooden staircase, a kitchen area with a bar, and a large sliding door.

A wooden cabin interior with a kitchen area featuring a coffee maker, mugs, and a glass cabinet with wine glasses and a small decorative item.

6. Bear Tracks Cottage

Nellysford

AU$641

includes taxes & fees

17 Nov - 18 Nov

A modern bathroom with a black vanity, a flat-screen TV mounted above it, and a window with a white curtain.

A cozy interior with wooden walls, large windows, and a dining area.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a built-in oven. There are bar stools at the island and a painting on the wall.

A bedroom with a bed, a painting on the wall, and a wooden door.

7. Blackrock Canopy

Nellysford

AU$1,235

includes taxes & fees

19 Oct - 20 Oct

A wooden deck with outdoor seating and a fire pit.

A spacious living area with a stone fireplace, two plush armchairs, a coffee table, and a wooden staircase leading to an upper level.

A kitchen with wooden cabinets, a wooden table, and a stainless steel sink.

A wooden front door with a stone foundation, flanked by stone pillars, and a green exterior wall.

8. Mountain Mindset

Laurel Ridge

AU$884

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a large island, stainless steel appliances, and a view to the outdoors.

9. Art & Soul

Nellysford

AU$1,132

includes taxes & fees

9 Nov - 10 Nov

A two-story stone house with a deck, outdoor seating, and a fireplace.

A spacious living room with a wooden ceiling, a stone fireplace, and a large blue sofa.

A spacious kitchen with a central island, wooden flooring, and a stone accent wall.

A wooden ceiling, a hot tub, and a blue sofa in a room with large windows.

10. Red White and Wintergreen

Pedlars Edge

A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

A spacious room with large windows, a ceiling fan, and a fireplace.

A cabin with a wooden deck and a glass enclosure, surrounded by trees and autumn leaves.

A bedroom with a bed, a desk with a chair, a large window with a view of greenery, and a painting on the wall.

11. Piedmont Grove

Roseland

Melissa

AU$390

includes taxes & fees

18 Oct - 19 Oct

A two-story building with a porch and a yellow door.

A bedroom with a bed, a desk, a chair, a ceiling fan, and an exit sign.

A modern indoor space with a green wall, a 'Cheers' sign, and several tables and chairs.

12. Basecamp151

Afton

Matthew

AU$205

includes taxes & fees

3 Nov - 4 Nov

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, multiple flagpoles, and a well-maintained landscaped garden.

A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.

A hotel reception desk with a digital kiosk, a 'spark' sign, and a framed artwork on the wall.

A hotel room with a bed, a sofa, a desk, and a TV.

13. Spark by Hilton Waynesboro

Waynesboro

John

AU$135

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a deck, large windows, and a garage.

A cozy living room with a stone fireplace, wooden furniture, and a television.

A cozy living room with a fireplace, wooden flooring, a sofa, a coffee table, and a television.

A rustic cabin with a wooden exterior, a front porch, and a small table with chairs.

14. Love Ridge Mountain Lodging

Lyndhurst

Josh

AU$297

includes taxes & fees

17 Nov - 18 Nov

A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

An indoor swimming pool with clear blue water, surrounded by chairs and a view of the outdoors.

An outdoor patio with wicker furniture and a stone wall.

A hotel reception area with modern design, featuring a reception desk, a digital display, and a wall with geometric patterns.

15. Holiday Inn Express & Suites Waynesboro East by IHG

Waynesboro

John

AU$189

includes taxes & fees

15 Nov - 16 Nov

A covered outdoor seating area with benches and a sheltered entrance to a building.

A hotel room with a wooden desk, a television, a microwave, a dresser, and a bed.

A hotel room with a wooden desk, a television, a lamp, a chair, a microwave, and a trash bin.

A building with a snow-covered roof and an ornate entrance archway.

16. Village Inn

Lovingston

David

AU$178

includes taxes & fees

27 Oct - 28 Oct

17. Wingate by Wyndham Waynesboro

Waynesboro

Deb

AU$126

includes taxes & fees

12 Nov - 13 Nov

A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

A hotel dining area with tables and chairs, a kitchen area with appliances, and pendant lighting.

A modern room with a sofa, two armchairs, a coffee table, and a TV mounted on the wall. There are two paintings on the wall and a potted plant on the coffee table.

A reception desk with a modern design, a digital screen, and framed certificates on the wall.

18. Best Western Plus Waynesboro Inn & Suites Conference Center

Waynesboro

tiawana

AU$172

includes taxes & fees

1 Nov - 2 Nov

A wooden bench with metal legs in an outdoor area with gravel ground.

A two-story building with a covered porch and a wooden fence.

A dog waste station with a sign instructing to clean up after your dog.

A hotel room with a bed, a nightstand, a TV, a ceiling fan, and a red patterned rug.

19. Grey Pine Lodge

Waynesboro

Dennis

AU$306

includes taxes & fees

20 Oct - 21 Oct

A backyard with a swimming pool, lounge chairs, and umbrellas.

A kitchen with green cabinets, a herringbone-patterned backsplash, a central island, and a wooden stool bench.

A spacious living area with a dining table, a stone fireplace, and a view of the kitchen.

A spacious living room with a white sofa, a coffee table, and a large window with curtains.

20. Afton Mountain Inn

Afton

Lucy

AU$347

includes taxes & fees

9 Nov - 10 Nov

View all properties

Holiday Rentals in Wintergreen

Apartment

A wooden deck with metal railings overlooking a mountainous landscape.

A kitchen with white cabinets, a microwave, an oven, and a dining area with a table and chairs.

A golf course with a clear sky, surrounded by trees and buildings.

A swimming pool with lounge chairs and umbrellas, surrounded by trees.

Idyllic Wintergreen Condo w/ Resort Amenities

Nellysford

"This cozy condo in the mountains was exactly what we needed for our weekend getaway. Clean, well-appointed and convenient to our event plans over the weekend."

Condo

Panoramic Peak

Nellysford

"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."

Apartment

A spacious indoor area with stone walls, wooden tables, and chairs, featuring a staircase and a view of the outside.

A cozy living room with a wooden staircase, a sofa, a coffee table, and a television.

A spacious lobby with a stone fireplace, comfortable seating, and a carpeted floor.

A spacious kitchen with a large island, wooden ceiling beams, and a dining area with a table and chairs.

Snug Wintergreen Resort Studio: Ski In & Out!

Nellysford

"Great location for hiking along the AT. Will come back again. "

Apartment

A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, and a window with blue curtains.

A wooden staircase with metal handrails leading to a wooden structure.

A bedroom with a bed, two bedside tables, a window with curtains, and wall art.

A living room with a grey sofa, a beige armchair, and a coffee table with a vase of flowers.

Wintergreen Condo: Walk to Slopes,trails & Market!

Nellysford

"It was the perfect place to stay away from home. Very nice condo. Very clean, comfortable & welcoming. I definitely would recommend and hope to return soon. "

Apartment

A spacious living room with a large sofa, a dining table with chairs, a fireplace, and a ceiling fan.

A bedroom with a large bed, a nightstand with a lamp, a ceiling fan, and a window with a view of trees.

A living room with a fireplace, sofa, coffee table, and dining area.

A modern kitchen with a dining area, a ceiling fan, and a view to the outside.

Wintergreen Ski Resort Condo w/ Golf Access!

Nellysford

"Really nice and convenient condo. Great amenities. Would definitely stay again."

Apartment

A cozy living room with a fireplace, a sofa with decorative pillows, and large windows offering a view of the outdoors.

A modern kitchen with grey cabinets, a stainless steel sink, and a marble countertop.

A modern kitchen with built-in appliances, a dining area with a white table and woven placemats, and a living room with a gray sofa and decorative pillows.

A reception area with a wooden console table, two cushioned seating, a mirror, a lamp, and a sign reading "Orthoslopes."

Wintergreen Resort Condo: Walk to Ski Lift!

Nellysford

"We were there for our anniversary and staying here made it so much better. The place was fantastic, clean, smelled nice, and was decorated so cozy. Full stocked kitchen, fireplace, awesome mountain and golf course views. Thank you to Shanon & Ross for a warm welcome. "

Cottage

A kitchen with a large window, a sink, and a refrigerator.

A cozy living room with a stone fireplace, a leather sofa, and a large sliding glass door leading to a balcony.

A house with a covered porch, a wooden deck, and a view of the surrounding forest.

A dining area with a stone fireplace, white chairs, and a wooden table set for four.

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Treeloft

"Lovely property"

Apartment

A living room with a plaid sofa, a wooden coffee table, and a chair. There is a sign above the door that reads "Wintergreen Resort."

A residential property with a gated driveway, a well-maintained lawn, and a house with a sloped roof.

A cozy living room with a fireplace, a television, and a bookshelf.

A residential area with houses, a sidewalk, and a small gazebo.

Wintergreen Resort Retreat w/ Skiing Access!

Nellysford

"Beautiful place. We had a wonderful time there! "

Apartment

A wooden deck with a staircase leading to a building.

A modern living room with a sofa, a coffee table, and a dining area with chairs and a table.

A playground with swings, a slide, and a climbing structure.

A dining area with a wooden table and white chairs, a kitchen with a microwave and bar stools, and a blue accent wall.

All-season Fun! Wintergreen Resort Condo w/ Views

Nellysford

"House was very warm and comfortable. Felt like home! The area is gorgeous and there is a ton of family friendly events to do. Couldn’t have been any easier! "

Cottage

A cozy living room with a stone fireplace, a wooden staircase, and a leather sofa.

A wooden deck leading to a house surrounded by trees.

A wooden dining table with chairs, a vase of flowers, and a view of the outdoors through large windows.

A spacious kitchen with wooden cabinets, a large island, and a ceiling fan.

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Treeloft

"Beautiful location and home! Great amenities and very welcoming! Definitely recommend!!"

Cottage

A spacious living area with a high ceiling, large windows, and a fireplace.

A spacious living room with a large window, a dining area, and a cozy seating arrangement.

A modern kitchen with granite countertops, wooden cabinets, and a large island. There are multiple pendant lights, a large window, and a view of the outdoors.

A modern kitchen with a central island, wooden cabinets, stainless steel appliances, and a hanging light fixture.

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

Nellysford

"The Shamokin Chalet (Grand Chalet) was a gorgeous home with amazing mountain views! It was one of the most well appointed homes I’ve stayed in - well stocked kitchen (paper products, spices, dishes, cooking supplies, coffees), shampoos, conditioners, body wash, toilet paper and plenty of towels in all bathrooms, even beach towels for the hot tub. The home was beautifully decorated and immaculate. The landscaping was gorgeous. It had the most massive TV I’ve ever seen. The owner was a great...

See all holiday rentals

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Wintergreen attractions

A waterfall in a forest with autumn leaves.

Wintergreen Resort

8.8/10 (140 reviews)

Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.

See properties

A lone tree on rocky terrain with a mountainous landscape in the background.

Raven's Roost Overlook

Find out about the history of Wintergreen with a stop at Raven's Roost Overlook. Discover the mountain views and top-notch restaurants in this vibrant area.

See properties

Bold Rock Hard Cider Nellysford Cidery

9.4/10 (21 reviews)

You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Wintergreen. Discover the mountain views in this family-friendly area or seek out the ski slopes.

See properties

Stoney Creek Golf Course

10.0/10 (3 reviews)

Enjoy a round of golf in Wintergreen at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.

See properties

Learn more about Wintergreen

Nestled in the Blue Ridge Mountains, this four-season resort offers skiing in winter and championship golf courses in summer. Hike to stunning Crabtree Falls nearby or explore the scenic Blue Ridge Parkway with its overlooks and picnic spots.

See all hotels in Wintergreen

A mountainous landscape with lush green hills and a clear blue sky with contrails.

Top Wintergreen Hotel Reviews

Recent Reviews in Wintergreen

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

10/10 Excellent

"The place was great."

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

10/10 Excellent

"Great unit. Clean and well supplied with everything you need if you plan to prepare meals. Communication with host (Rebecca) was excellent. If you are planning to eat out and don't want to drive a long distance down the mountain and outside the Wintergreen resort, options are limited. On the resort there are 2 pizza places (which we did not try), plus The Edge (we ate there twice and it was fine), plus Devil's Knob Grill (appears to be the nicest place) but it has a restrictive member/guest policy and staying in a VRBO does not qualify."

Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade

10/10 Excellent

"Great place to stay and relax! The house was very clean, and my kids loved the game room. Would definitely stay there again, possibly during ski season."

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

10/10 Excellent

"What a lovely slopeside condo! Our family had a wonderful stay. The double bunk beds were perfect for our kids. And we loved watching the beautiful sunrise over the mountains. Everything was very clean and comfortable. Thank you for hosting us!"

Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

10/10 Excellent

"Beautiful views with all the necessary amenities. Maureen, the host, was always responsive to our questions and communication was excellent."

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

10/10 Excellent

"Mountain Treehouse was perfect for our girls getaway. Plenty of gathering spaces, clean and had everything we needed to be comfortable and enjoy our stay."

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

10/10 Excellent

"Awesome place to stay in Wintergreen! The condo was perfect for our family and truly has an incredible view."

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

10/10 Excellent

"This was our second time staying at this house, and it is great for a large group. Great location to Devils Backbone, which was our destination for an event the weekend we went!"

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10/10 Excellent

"Lovely condo with everything you could need for an enjoyable stay. Definitely recommend this rental and the host."

More cheap accommodation in Wintergreen

Panoramic Peak

1559 Vistas Nellysford VA

AU$411

16 Nov - 17 Nov

includes taxes & fees

10/10 Exceptional! (1 review)

Mountain View Vista

1591 Vistas Nellysford VA

AU$431

9 Nov - 10 Nov

includes taxes & fees

Firefly on The Ridge

1607 Overlook Nellysford VA

AU$546

9 Nov - 10 Nov

includes taxes & fees

Bear Tracks Cottage

1677 Old Stoney Creek Rd Nellysford VA

AU$641

17 Nov - 18 Nov

includes taxes & fees

Blackwood Chalet

153 Gumtree Dr Nellysford VA

AU$666

19 Oct - 20 Oct

includes taxes & fees

10/10 Exceptional! (6 reviews)

111 Hickory Springs in Wintergreen Resort

Nellysford VA

Get rates

Find out more about Wintergreen

Top reasons to visit Wintergreen

Year-Round Outdoor Adventures: Enjoy skiing and snowboarding in winter, and golfing and hiking during warmer months, amidst stunning Blue Ridge Mountain landscapes.
Charming Local Culture: Immerse yourself in the area's history with visits to museums and historic houses, enriching your travel experience.
Family-Friendly Atmosphere: Wintergreen caters to families with a variety of activities, from outdoor pursuits to leisurely shopping in nearby towns.
Picturesque Accommodations: Choose from delightful bed and breakfasts and agritourism properties for a unique stay.
Scenic Views: Relish breathtaking vistas and serene surroundings, perfect for relaxation and exploration.

Find great hotels near Wintergreen

Wintergreen, Virginia, offers a variety of charming accommodations, including agritourism properties and delightful bed and breakfasts. Whether you seek a pet-friendly retreat, family-friendly amenities, or an adventurous escape, you'll discover an impressive selection of hotels and resorts to enhance your stay. From the best Wintergreen hotels to cosy lodgings nestled in nature, you'll find the perfect base to explore the stunning surroundings and enjoy all that this picturesque destination has to offer.

Days Inn by Wyndham Waynesboro: Days Inn by Wyndham Waynesboro offers a motel-style accommodation, located 19km from Wintergreen. Ideal for adventurous travellers, this establishment embraces a pet-friendly policy, making it a suitable choice for those wishing to explore the outdoors with their furry companions. Guests can partake in various adventure sports, including skiing, hiking, and fishing, with nearby locations available for each activity. The property also features amenities tailored for pets, allowing for a hassle-free stay with dogs and cats, while ensuring service animals are welcome without a fee.
Super 8 by Wyndham Waynesboro: Super 8 by Wyndham Waynesboro is a hotel situated 21km from Wintergreen, catering primarily to families and business travellers. This establishment provides a welcoming environment with amenities designed for children, such as complimentary cribs and a first aid kit for peace of mind. With its convenient location, guests are well-positioned to explore the charming surroundings while enjoying a comfortable stay with essential facilities.
Best Western Plus Waynesboro Inn & Suites Conference Center: Best Western Plus Waynesboro Inn & Suites Conference Center boasts a commendable guest rating of 8.6 and is located 21km from Wintergreen. This hotel is particularly appealing for those seeking adventure and winter sports. With easy access to ski shuttles and lifts, guests can indulge in skiing, snowboarding, and snow tubing. The property also features recreational activities such as swimming and fishing, ensuring an engaging experience amidst the stunning Virginia landscape.

Where to stay in Wintergreen

Wintergreen, Virginia, offers a delightful escape for adventure enthusiasts and families alike. Nestled in the Blue Ridge Mountains, visitors can indulge in skiing, hiking, and picturesque views. Explore the serene surroundings with excursions that highlight the region's natural beauty. Nearby, the charming towns provide a family-friendly atmosphere, perfect for relaxation and recreation. Whether you're seeking thrilling outdoor activities or leisurely shopping in Wintergreen, this destination promises a memorable getaway for all.

Nellysford: Nestled in the heart of Virginia, Nellysford offers a charming blend of natural beauty and outdoor adventure. Located within the vicinity of the Wintergreen Resort, this city is a gateway to thrilling ski experiences and a myriad of recreational activities throughout the year. With peak visitor numbers in April, July, and September, Nellysford becomes a hub for adventurers seeking skiing, hiking, and sports. Notable local attractions include the stunning national state park and picturesque lakes, making it an ideal destination for nature enthusiasts and those looking to unwind amidst breathtaking scenery.
Chestnut Springs: A delightful neighbourhood surrounding Wintergreen, Chestnut Springs is known for its tranquil atmosphere and easy access to outdoor adventures. With a peak in visitor arrivals during May, August, and October, this area is perfect for those eager to experience skiing and other exhilarating sports. The proximity to the national state park and nearby lakes enhances the allure, providing a stunning backdrop for outdoor excursions. Chestnut Springs promises a refreshing retreat for travellers seeking both relaxation and adventure in a scenic setting.
Love: Just 10km from Wintergreen, the quaint village of Love invites visitors to immerse themselves in the great outdoors. Ideal for those seeking adventure, Love experiences increased tourist activity in May, August, and October, drawing in those eager to explore the nearby ski resorts and outdoor activities. The surrounding natural attractions, including beautiful lakes and national parks, offer a perfect escape for nature lovers and adventure seekers alike. Love's close-knit community and stunning landscapes make it a lovely spot to unwind and enjoy the beauty of Virginia.

Things to do in Wintergreen

Wintergreen, Virginia, offers a fantastic array of activities for adventure seekers and sports enthusiasts. Visitors can indulge in winter skiing and snowboarding at the renowned ski resort, enjoy exhilarating chairlift rides, or embark on a golfing getaway during the warmer months. With its stunning landscapes and thrilling experiences, Wintergreen is the perfect destination for those seeking outdoor adventures year-round.

Shopping

The nearest shopping options are at the Wintergreen Resort, featuring local gift shops with unique souvenirs. If you're up for a drive, the Waynesboro Mall offers a range of popular retail stores and dining options, while downtown Waynesboro boasts charming boutiques and artisanal shops worth exploring.

Recreation

Explore the Wintergreen Spa for rejuvenating treatments and serene relaxation amid the beautiful Blue Ridge Mountains. Enjoy yoga classes that connect you with nature, or indulge in hiking trails offering stunning vistas and fresh mountain air for an invigorating experience.

Adventure

Explore the scenic trails at Wintergreen Resort, offering hiking and mountain biking with stunning views of the Blue Ridge Mountains. In winter, enjoy skiing and snowboarding on well-groomed slopes. The area also features zip-lining for an exhilarating way to experience the beautiful landscape.

Nightlife

In Wintergreen, enjoy a cosy evening at The Edge Restaurant and Lounge, where you can relax by the fire with a drink. For a lively atmosphere, check out the music scene at The Wintergreen Resort, which often features local bands and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Wintergreen

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Wintergreen are December to February, where the prices are slightly lower. This is in comparison to April to May and October, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Wintergreen is Tuesday. The most expensive day to stay in Wintergreen is Saturday.
Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your choices according to your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the most affordable rates and offers, simply arrange the price filter from lowest to highest.
Consider bundling your trip: You can potentially save money by combining your Wintergreen hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Wintergreen

Wintergreen, Virginia, is an ideal destination for skiing and adventure sports holidays, boasting a range of attractions such as museums, historic houses, and national parks. Visitors can immerse themselves in culture and enjoy outdoor activities, making it perfect for those seeking an adventurous experience. Whether you fancy exploring local history or engaging in thrilling outdoor pursuits, Wintergreen offers a delightful blend of activities to suit every traveller's taste.

Rockfish Gap Entrance Shenandoah: Nestled 18km from Wintergreen, this stunning national park entrance offers breathtaking outdoor scenery and numerous adventure opportunities, including hiking and wildlife spotting, making it a haven for nature enthusiasts.
Walton's Mountain Museum: Located 21km away, this charming museum immerses visitors in the rich cultural history of the beloved television series The Waltons. Discover artefacts and exhibits that celebrate the heritage of the region.
Crabtree Falls: Just 16km from Wintergreen, this magnificent waterfall beckons with its romantic trails and adventure-filled surroundings. Experience the beauty of cascading waters amidst lush greenery, perfect for a scenic hike.

Best time to go to Wintergreen

The best time to visit Wintergreen is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
February	37.2°F (2.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Average
April	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly High
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
July	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
August	74.3°F (23.5°C)	Light Rain	Mostly Sunny	Moderately Low	Average
September	68.0°F (20.0°C)	Light Rain	Mostly Sunny	Average	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	44.8°F (7.1°C)	Light Rain	Mostly Sunny	Average	Average
December	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low

The nearest major airports for your trip to Wintergreen

Flying into Wintergreen, Virginia, is convenient with three major airports nearby. Charlottesville-Albemarle Airport (CHO) is situated 48km away, with excellent hotels such as the DoubleTree by Hilton Hotel Charlottesville, only 5km from the airport. ROAnoke Regional Airport (ROA) is located 113km away, and nearby accommodations include the Hotel Roanoke & Conference Center, 6km from the airport. Lastly, RIChmond International Airport (RIC) is 143km from Wintergreen, and options like the Omni Richmond Hotel are just 10km away. All these airports offer accessible transportation services to their respective hotels, ensuring a smooth journey to your holiday destination.

Frequently asked questions

What is the best area to stay in Wintergreen?

The best area to stay in Wintergreen is within the Wintergreen Resort village, particularly around the slopes and the main lodge.This area is the heart of the Wintergreen experience, offering direct access to the ski slopes, golf courses, and various resort amenities. You'll find a range of accommodation options, from hotel-style rooms to larger condominiums and private homes, all within easy reach of restaurants, shops, and activity centres. The main lodge serves as a central point for information and services.For families, staying directly within the resort village is incredibly convenient. It means less travel time to activities like skiing lessons or the Discovery Ridge Adventure Centre, which offers tubing and a zip line. Having everything within walking distance simplifies logistics and allows for more relaxed family time.Couples looking for a relaxing escape will also appreciate the resort village. There are plenty of dining options, from casual to more upscale, and opportunities for spa treatments or simply enjoying the mountain views from your accommodation.

When is the best time to go to Wintergreen?

The best time to go to Wintergreen depends entirely on whether you're seeking a winter sports holiday or a warm-weather mountain retreat.For snow enthusiasts, the prime season runs from mid-December through to mid-March. During these months, the resort typically receives its best natural snowfall, supplemented by extensive snowmaking capabilities, ensuring excellent conditions for skiing, snowboarding, and tubing. This period is ideal for families looking for a winter break, with plenty of activities geared towards all ages and skill levels on the slopes.If you prefer hiking, golf, or enjoying the cooler mountain air without the snow, then late spring (May to early June) and autumn (September to October) are wonderful choices. In spring, the mountains come alive with lush greenery and blooming wildflowers, great for scenic walks and enjoying the outdoor tennis courts or golf courses. Autumn brings spectacular foliage, transforming the landscape into a canvas of reds, oranges, and golds, which is particularly appealing for couples seeking a romantic getaway amidst stunning natural beauty.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wintergreen.

How can I save on a hotel booking in Wintergreen with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Wintergreen hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Wintergreen?

Prices for hotels in Wintergreen often vary, but you can find a great deal from AU$104 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia

Book Hotels in Wintergreen on Expedia.com

Search Wintergreen hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wintergreen

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Wintergreen hotels

1. Three Little Bears

2. Panoramic Peak

3. Mountain View Vista

4. Blackwood Chalet

5. Firefly on The Ridge

6. Bear Tracks Cottage

7. Blackrock Canopy

8. Mountain Mindset

9. Art & Soul

10. Red White and Wintergreen

11. Piedmont Grove

12. Basecamp151

13. Spark by Hilton Waynesboro

14. Love Ridge Mountain Lodging

15. Holiday Inn Express & Suites Waynesboro East by IHG

16. Village Inn

17. Wingate by Wyndham Waynesboro

18. Best Western Plus Waynesboro Inn & Suites Conference Center

19. Grey Pine Lodge

20. Afton Mountain Inn

Holiday Rentals in Wintergreen

Idyllic Wintergreen Condo w/ Resort Amenities

Panoramic Peak

Snug Wintergreen Resort Studio: Ski In & Out!

Wintergreen Condo: Walk to Slopes,trails & Market!

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Resort Condo: Walk to Ski Lift!

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Wintergreen Resort Retreat w/ Skiing Access!

All-season Fun! Wintergreen Resort Condo w/ Views

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

Stay near popular Wintergreen attractions

Wintergreen Resort

Raven's Roost Overlook

Bold Rock Hard Cider Nellysford Cidery

Stoney Creek Golf Course

Learn more about Wintergreen

Top Wintergreen Hotel Reviews

Recent Reviews in Wintergreen

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

More cheap accommodation in Wintergreen

Panoramic Peak

Mountain View Vista

Firefly on The Ridge

Bear Tracks Cottage

Blackwood Chalet

111 Hickory Springs in Wintergreen Resort

Find out more about Wintergreen

Top reasons to visit Wintergreen

Find great hotels near Wintergreen

Where to stay in Wintergreen

Things to do in Wintergreen

Booking tips and Expedia advantages for Wintergreen

Find the best attractions near Wintergreen

Best time to go to Wintergreen

The nearest major airports for your trip to Wintergreen

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app