Book The Best Hotels in Wintergreen, VA for 2026 from CA $86 - Fully Refundable Options

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

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Our top choices for Wintergreen hotels

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

A cabin with a deck, outdoor seating, and a hot tub.

1. Bear Tracks Cottage

Nellysford

CA $253

CA $565 total

includes taxes & fees

Sep 1 - Sep 2

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 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.

A modern kitchen with white cabinetry, a stainless steel oven, a microwave, and a large island with a sink.

2. Mountain View Vista

Nellysford

CA $193

CA $356 total

includes taxes & fees

Aug 30 - Aug 31

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

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

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

3. Panoramic Peak

Nellysford

CA $193

CA $356 total

includes taxes & fees

Sep 13 - Sep 14

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

An outdoor deck with a hot tub, two Adirondack chairs, and a fire feature.

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

4. Blackwood Chalet

Nellysford

Toni

CA $234

CA $574 total

includes taxes & fees

Aug 30 - Aug 31

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

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

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

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

5. Firefly on The Ridge

Nellysford

CA $249

CA $474 total

includes taxes & fees

Aug 30 - Aug 31

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

A cozy living room with a wooden ceiling, a staircase leading to an upper level, and a view of a kitchen and dining area.

6. Mountain Mindset

Laurel Ridge

CA $362

CA $718 total

includes taxes & fees

Aug 31 - Sep 1

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

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.

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

7. Red White and Wintergreen

Pedlars Edge

CA $525

CA $1,134 total

includes taxes & fees

Aug 30 - Aug 31

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

A cozy living room with a stone fireplace, leather furniture, and large windows overlooking a forested area.

8. Art & Soul

Nellysford

CA $970

CA $1,089 total

includes taxes & fees

Aug 30 - Aug 31

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

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

9. Spark by Hilton Waynesboro

Waynesboro

John

CA $102

CA $113 total

includes taxes & fees

Sep 7 - Sep 8

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.

A spacious living room with leather sofas, a striped rug, and a large window with curtains.

10. Basecamp151

Afton

Athena

CA $163

CA $183 total

includes taxes & fees

Aug 30 - Aug 31

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

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

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

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

11. Village Inn

Lovingston

David

CA $152

CA $171 total

includes taxes & fees

Aug 30 - Aug 31

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

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

A house with a patio area featuring outdoor furniture, a hot tub, and a staircase leading to the front door.

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

12. Afton Mountain Inn

Afton

Lucy

CA $199

CA $302 total

includes taxes & fees

Sep 13 - Sep 14

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

A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a carpet with a blue pattern.

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

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

13. Best Western Plus Waynesboro Inn & Suites Conference Center

Waynesboro

Robert

CA $148

CA $165 total

includes taxes & fees

Sep 7 - Sep 8

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.

14. Grey Pine Lodge

Waynesboro

NAHIR

CA $141

CA $157 total

includes taxes & fees

Aug 30 - Aug 31

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

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.

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

15. Holiday Inn Express & Suites Waynesboro East by IHG

Waynesboro

Katherine

CA $155

CA $173 total

includes taxes & fees

Sep 7 - Sep 8

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

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.

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

16. Love Ridge Mountain Lodging

Lyndhurst

Josh

CA $186

CA $293 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

A reception area with a counter, a television mounted on the wall, and a window providing a view of the outside.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding landscape.

A dining area with multiple tables and chairs, a potted plant, and a wall-mounted air conditioner.

17. Days Inn by Wyndham Waynesboro

Waynesboro

Preston

CA $77

CA $86 total

includes taxes & fees

Aug 31 - Sep 1

A hotel room with two beds, a desk with a chair, a lamp, and a large landscape painting on the wall.

A reception area with a wooden counter, a desk, and four black chairs. There are two framed pictures on the wall, a clock, and a security camera.

A hotel with a prominent 'Super 8' sign, a covered entrance, and a parking lot.

A reception area with a wooden desk, a computer, and a TV. There is a staircase in the background, and two framed pictures on the wall.

18. Super 8 by Wyndham Waynesboro

Waynesboro

Gina

CA $87

CA $97 total

includes taxes & fees

Aug 31 - Sep 1

A room with a teal-colored kitchenette, two yellow chairs, a small table with a lamp, and a wall-mounted abstract art piece.

19. Spark by Hilton Staunton

Staunton

Wes

CA $112

CA $125 total

includes taxes & fees

Sep 7 - Sep 8

A reception desk with a 'Sleep Inn' sign, a 'Welcome!' sign, a 'Manager On Duty' sign, a 'Check Out' sign, and a 'Check In' sign.

A hotel room with a bed, bedside tables, a chair, a mirror, and framed pictures on the wall.

A Sleep Inn by Choice Hotels with a parking lot, a building with a sign, and two flagpoles with flags.

A hotel reception area with a staff member, graduation balloons, a plaque, and gift baskets.

20. Sleep Inn Staunton

Staunton

Marilyn

CA $121

CA $135 total

includes taxes & fees

Sep 27 - Sep 28

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Vacation Rentals in Wintergreen

Apartment

A cabin with a wooden deck, surrounded by trees and a stone wall.

A modern kitchen with dark cabinets, a central island with bar stools, and a dining area with a wooden table and red plaid chairs.

A wooden cabin with a wooden deck leading to a front door, surrounded by trees.

A cozy room with a wooden table and chairs, a fireplace, and a large window with curtains.

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Nellysford

"The property listing on Hotels.com matches to a perfection. The views and atmosphere are amazing. Lots to do within a short walk to the INN and restaurants."

Cabin

Blackwood Chalet

Nellysford

"Love the area"

Apartment

A wooden deck with metal railings overlooking a mountainous landscape.

A rustic cabin with a wooden structure and a large porch, surrounded by dense greenery and trees.

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

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

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."

Apartment

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

A modern living room with a fireplace, a dining table, and a kitchen in the background.

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

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

Wintergreen Condo w/ Pool: Near Hike & 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 indoor area with stone walls, wooden tables, and chairs, featuring a staircase and a view of the outside.

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

A stone-walled corridor with a welcome sign, a trash can, and a view of a mountain through large windows.

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

Snug Wintergreen Resort Studio: Ski In & Out!

Nellysford

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

Apartment

A wooden staircase leading to a second-floor area with a bench and a lantern.

A modern kitchen with a double sink, wooden cabinets, and a dining area with a table and chairs.

A spacious living room with a fireplace, leather sofas, and a large window offering a view of greenery.

Wintergreen Resort Vacation Rental w/ Balcony!

Nellysford

"Clean room, spacious. The only thing is It was very cold and they didn't have heavy comforters. One thing we did not like about taking the trash all the way to the spa area. It would have been better if they will have dumpster in their own parking lot. I was on the impression that it's a wintergreen resort property but not. We are not allowed to the spa and Devils knobb grill. They need to specify while booking. "

Apartment

A wooden deck with a wooden bench, surrounded by lush greenery and trees.

A covered outdoor deck with a table and chairs, a wooden railing, and a view of the surrounding greenery.

A house surrounded by trees with a concrete pathway leading to the front door.

A spacious kitchen with wooden cabinets, a refrigerator, a microwave, and a bar area with stools.

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Roseland

"Nice property & amenities"

Cottage

A modern kitchen with a central island, stainless steel appliances, and large windows offering views of the outdoors.

A modern kitchen with a large island, built-in appliances, and a view to a living area.

A house with a gravel driveway, wooden deck, and a fenced area.

A bedroom with a large bed, wooden beams on the ceiling, a radiator, and a window with a view of trees.

Walk to Ski Slopes: Wintergreen Resort Treehouse

Treeloft

"Very clean, comfortable, close to market and gas station, also right near ski lodge with several dining restaurants. Will book again!"

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 modern kitchen with white cabinetry, a dining area with white chairs, and a living room with a brown sofa.

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

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.

Wintergreen Resort Retreat w/ Skiing Access!

Nellysford

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

Cottage

A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

A two-story house with a wooden staircase leading to a balcony, surrounded by trees.

A covered porch with a dining table and chairs, a sofa, and a ceiling fan.

A modern living room with a sectional sofa, a round coffee table, and a framed artwork of a bull.

Mountaintop Wintergreen Resort Home w/ Deck, Views

Nellysford

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

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. "

Apartment

A wooden deck with a staircase leading to a building.

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

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

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

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 modern kitchen with a stainless steel sink, wooden cabinets, and a large island.

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 a central island, wooden cabinets, stainless steel appliances, and a hanging light fixture.

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.

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...

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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.

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

Raven's Roost Overlook

Find out about the history of Wintergreen when you take a trip to Raven's Roost Overlook. Discover the mountain views and top-notch restaurants in this vibrant area.

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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.

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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.

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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 snow-covered landscape with bare trees and a winding road in the distance.

Top Wintergreen Hotel Reviews

Newly Built Designer Home in Wintergreen

10/10 Excellent

"This is one of the finest properties we've ever visited in all of our trips to Wintergreen. We have been coming since 1978. The location is great. It's snuggled into the lower elevations of the resort. That will pay dividends during your stay. Less vehicular and foot traffic. Combine that with easy access to the Appalachian Trail for some of the best hiking and views in the Blue Ridge. Ideal for kids and pets.The property itself? Beautiful, clean, tasteful, accommodating. The lighting and furnishings are designer quality. The well stocked kitchen is a joy to use with all of the necessary gadgets and utensils. Prefer pour over coffee? Your goose neck kettle is waiting. More of a French press kind of person? The Fellow Clara press is ready to go.The bedrooms and bathrooms are beautifully appointed. The wifi and entertainment setup are top drawer. You will not be disappointed. Highly recommended!"

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace

10/10 Excellent

"This is a warm and inviting condo. We enjoyed our stay. The host provided excellent communication!"

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

10/10 Excellent

"Overall it was a quiet wintergreen summer experience. Close to the market and inn though we didn’t use either on the trip. Kitchen had the basics but don’t plan to prep anything complicated."

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

10/10 Excellent

"Our family loved the house."

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

10/10 Excellent

"We had a great stay! This place has all we could need. We were able to cook what we wanted with ease. We appreciated having a real coffee maker and not just a Keurig. Loved that it was pet friendly. I had a question for the owner and received a very quick response which was greatly appreciated. Overall, would recommend!"

Highlands Condo Views for days! Tons of details listed ⬇️☺️

10/10 Excellent

"Great place!"

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

10/10 Excellent

"Great location. Beautiful view."

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

10/10 Excellent

"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its non-existence."

Wintergreen Luxury, Best Views in VA!

10/10 Excellent

"House was great for our family vacation. An actual million dollar view. Family had a wonderful week enjoying the surrounding area with hiking, fishing and local distilleries.House is very well appointed and our host Aubrey was excellent with communication before and during our trip. One tip- Definitely suggest bringing as much food supply as possible to save some driving time to store."

More cheap stays in Wintergreen

Mountain View Vista

1591 Vistas Nellysford VA

CA $193

CA $356 total

Aug 30 - Aug 31

includes taxes & fees

Panoramic Peak

1559 Vistas Nellysford VA

CA $193

CA $356 total

Sep 13 - Sep 14

includes taxes & fees

Bear Tracks Cottage

1677 Old Stoney Creek Rd Nellysford VA

CA $253

CA $565 total

Sep 1 - Sep 2

includes taxes & fees

Blackwood Chalet

153 Gumtree Dr Nellysford VA

CA $234

CA $574 total

Aug 30 - Aug 31

includes taxes & fees

10/10 Exceptional! (5 reviews)

111 Hickory Springs in Wintergreen Resort

Nellysford VA

Get rates

Condo Wintergreen pet Friendly Pool Access

Nellysford VA

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Hotels in Wintergreen with star rating

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 canceled 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 much is the nightly rate at a Wintergreen hotel?

Prices for hotels in Wintergreen often vary, but you can find a great deal from CA $86 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 the cheapest rate.

Explore a world of travel with Expedia

Book Hotels in Wintergreen on Expedia.com

Find hotels in Wintergreen, VA from CA $86

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wintergreen

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Wintergreen hotels

1. Bear Tracks Cottage

2. Mountain View Vista

3. Panoramic Peak

4. Blackwood Chalet

5. Firefly on The Ridge

6. Mountain Mindset

7. Red White and Wintergreen

8. Art & Soul

9. Spark by Hilton Waynesboro

10. Basecamp151

11. Village Inn

12. Afton Mountain Inn

13. Best Western Plus Waynesboro Inn & Suites Conference Center

14. Grey Pine Lodge

15. Holiday Inn Express & Suites Waynesboro East by IHG

16. Love Ridge Mountain Lodging

17. Days Inn by Wyndham Waynesboro

18. Super 8 by Wyndham Waynesboro

19. Spark by Hilton Staunton

20. Sleep Inn Staunton

Vacation Rentals in Wintergreen

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Blackwood Chalet

Idyllic Wintergreen Condo w/ Resort Amenities

Wintergreen Condo w/ Pool: Near Hike & Market!

Snug Wintergreen Resort Studio: Ski In & Out!

Wintergreen Resort Vacation Rental w/ Balcony!

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Walk to Ski Slopes: Wintergreen Resort Treehouse

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Wintergreen Resort Retreat w/ Skiing Access!

Mountaintop Wintergreen Resort Home w/ Deck, Views

Wintergreen Resort Condo: Walk to Ski Lift!

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

Newly Built Designer Home in Wintergreen

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

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

Highlands Condo Views for days! Tons of details listed ⬇️☺️

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

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

Wintergreen Luxury, Best Views in VA!

More cheap stays in Wintergreen

Mountain View Vista

Panoramic Peak

Bear Tracks Cottage

Blackwood Chalet

111 Hickory Springs in Wintergreen Resort

Condo Wintergreen pet Friendly Pool Access

Hotels in Wintergreen with star rating

Frequently asked questions

Explore a world of travel with Expedia

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