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

Wintergreen Hotels

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Check prices for these dates

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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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

Three Little Bears
Nellysford
€237
includes taxes & fees
5 Oct - 6 Oct
Three Little Bears
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.

2. Blackwood Chalet

Blackwood Chalet
Nellysford
United States
Toni
€356
includes taxes & fees
10 Sept - 11 Sept
Blackwood Chalet
A hot tub with a wooden deck and a view of a forest.
A cabin with a deck, outdoor seating, and a hot tub.
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.

3. Bear Tracks Cottage

Bear Tracks Cottage
Nellysford
€351
includes taxes & fees
13 Sept - 14 Sept
Bear Tracks Cottage
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 grey sofa set, a coffee table, and a fireplace.
A modern living room with a sofa, a dining table with chairs, and a kitchen area with a sink and countertop.
A modern kitchen with white cabinetry, a stainless steel oven, a microwave, and a large island with a sink.

4. Mountain View Vista

Mountain View Vista
Nellysford
€221
includes taxes & fees
10 Sept - 11 Sept
Mountain View Vista
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.

5. Panoramic Peak

Panoramic Peak
Nellysford
€221
includes taxes & fees
10 Sept - 11 Sept
Panoramic Peak
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 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.

6. Firefly on The Ridge

Firefly on The Ridge
Nellysford
€295
includes taxes & fees
13 Sept - 14 Sept
Firefly on The Ridge
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 cozy living room with a wooden ceiling, a staircase leading to an upper level, and a view of a kitchen and dining area.
A kitchen with wooden cabinets, a wooden table, and a stainless steel sink.

7. Mountain Mindset

Mountain Mindset
Laurel Ridge
€523
includes taxes & fees
16 Sept - 17 Sept
Mountain Mindset
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 blue sectional sofa, wooden ceiling beams, and large windows.

8. Red White and Wintergreen

Red White and Wintergreen
Pedlars Edge
€704
includes taxes & fees
10 Sept - 11 Sept
Red White and Wintergreen
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.

9. Art & Soul

Art & Soul
Nellysford
€676
includes taxes & fees
13 Sept - 14 Sept
Art & Soul
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, multiple flagpoles, and a well-maintained landscaped garden.
A kitchen with a long counter, a coffee machine, and a refrigerator.
A hotel reception desk with a digital kiosk, a 'spark' sign, and a framed artwork on the wall.
A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.

10. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
Waynesboro
United States
John
€86
includes taxes & fees
20 Sept - 21 Sept
Spark by Hilton Waynesboro
A two-story building with a porch and a yellow door.
A spacious living room with leather sofas, a striped rug, and a large window with curtains.
A modern indoor space with a green wall, a 'Cheers' sign, and several tables and chairs.

11. Basecamp151

Basecamp151
Afton
United States
Matthew
€124
includes taxes & fees
13 Sept - 14 Sept
Basecamp151
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 house with a patio area featuring outdoor furniture, a hot tub, and a staircase leading to the front door.
A spacious living room with a white sofa, a coffee table, and a large window with curtains.

12. Afton Mountain Inn

Afton Mountain Inn
Afton
United States
Lucy
€183
includes taxes & fees
10 Sept - 11 Sept
Afton Mountain Inn
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 cozy living room with a stone fireplace, wooden furniture, and a television.
A spacious living room with a fireplace, leather sofa, patterned armchairs, and a large window overlooking a deck.

13. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
Lyndhurst
United States
Josh
€187
includes taxes & fees
10 Sept - 11 Sept
Love Ridge Mountain Lodging
A hotel room with two beds, a desk with a chair, a lamp, and a large landscape painting on the wall.
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.
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.

14. Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro
Waynesboro
United States
Brian
€64
includes taxes & fees
13 Sept - 14 Sept
Super 8 by Wyndham Waynesboro
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.
A hotel reception area with modern design, featuring a reception desk, a digital display, and a wall with geometric patterns.
An outdoor patio with wicker furniture and a stone wall.

15. Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG
Waynesboro
United States
John
€109
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Waynesboro East by IHG
A modern cafe with a self-serve coffee station, refrigerated display case, and a variety of food items on the counter.
A hotel room with a large bed, a desk with a television, a chair, and a desk lamp.
A room with a grey door, a blue armchair, a yellow armchair, and a glass table with a metal base.
A rectangular swimming pool with a metal ladder, surrounded by a white deck. There are lounge chairs and a covered seating area with a green roof.

16. Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive
Waynesboro
United States
Ignacio
€64
includes taxes & fees
21 Sept - 22 Sept
Quality Inn Waynesboro - Skyline Drive
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 hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a carpet with a blue pattern.

17. Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center
Waynesboro
United States
Robert
€118
includes taxes & fees
13 Sept - 14 Sept
Best Western Plus Waynesboro Inn & Suites Conference Center
A wooden bench with metal legs in an outdoor area with gravel ground.
A hotel room with a bed, a nightstand, a TV, a ceiling fan, and a red patterned rug.
A conference room with a long table, chairs, a painting on the wall, and a window with curtains.
A dog waste station with a sign instructing to clean up after your dog.

18. Grey Pine Lodge

Grey Pine Lodge
Waynesboro
United States
Timothy
€139
includes taxes & fees
21 Sept - 22 Sept
Grey Pine Lodge
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 modern kitchen with a coffee station, a refrigerator, and a buffet area.
A Sleep Inn by Choice Hotels with a parking lot, a building with a sign, and two flagpoles with flags.

19. Sleep Inn Staunton

Sleep Inn Staunton
Staunton
United States
Marilyn
€89
includes taxes & fees
20 Sept - 21 Sept
Sleep Inn Staunton
A hotel room with two beds, a desk with a television, and a chair.
A room with a teal-colored kitchenette, two yellow chairs, a small table with a lamp, and a wall-mounted abstract art piece.
A modern interior with a refrigerator, microwave, and vending machines.

20. Spark by Hilton Staunton

Spark by Hilton Staunton
Staunton
United States
Wes
€86
includes taxes & fees
20 Sept - 21 Sept
Spark by Hilton Staunton
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Holiday Rentals in Wintergreen

Apartment
A wooden deck with metal railings overlooking a mountainous landscape.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A golf course with a clear sky, surrounded by trees and buildings.
A kitchen with white cabinets, a microwave, an oven, and a dining area with a table and chairs.

Idyllic Wintergreen Condo w/ Resort Amenities

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."
Idyllic Wintergreen Condo w/ Resort Amenities
Cabin
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.

Blackwood Chalet

Blackwood Chalet
Nellysford
"Love the area"
Blackwood Chalet
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 stone-walled corridor with a welcome sign, a trash can, and a view of a mountain through large windows.
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!

Snug Wintergreen Resort Studio: Ski In & Out!
Nellysford
"Great location for hiking along the AT. Will come back again. "
Snug Wintergreen Resort Studio: Ski In & Out!
Cottage
A kitchen with a large window, a sink, and a refrigerator.
A house with a covered porch, a wooden deck, and a view of the surrounding forest.
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!

Wintergreen Resort Home w/ 2 Decks + Ski Access!
Treeloft
"Lovely property"
Wintergreen Resort Home w/ 2 Decks + Ski Access!
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 residential area with houses, a sidewalk, and a small gazebo.
A cozy living room with a fireplace, a television, and a bookshelf.

Wintergreen Resort Retreat w/ Skiing Access!

Wintergreen Resort Retreat w/ Skiing Access!
Nellysford
"Beautiful place. We had a wonderful time there! "
Wintergreen Resort Retreat w/ Skiing Access!
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

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! "
All-season Fun! Wintergreen Resort Condo w/ Views
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 deck leading to a house surrounded by trees.
A spacious kitchen with wooden cabinets, a large island, and a ceiling fan.

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Wintergreen Home w/ Hot Tub, Deck & Mountain Views
Treeloft
"Beautiful location and home! Great amenities and very welcoming! Definitely recommend!!"
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
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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.
See properties
A lone tree on rocky terrain with a mountainous landscape in the background.
Photo by Brittany Davidson

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.
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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.
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 snow-covered landscape with bare trees and a winding road in the distance.
Photo by Melissa Smestad

Top Wintergreen Hotel Reviews

Newly Built Designer Home in Wintergreen

Newly Built Designer Home in Wintergreen

10/10 Excellent
"Modern interior with all the extras. Beds were comfortable and linens were nice. Kitchen is well appointed. Lots of appropriate storage. We will return next summet"
Gail C. 3-night trip
Posted 4 days ago
Newly Built Designer Home in Wintergreen
Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen cabin, hot tub, sauna, walk to trails

10/10 Excellent
"Property was in good condition and stocked with everything we needed. Checkin was super simple and host was very responsive. Will visit again."
Johannes B. 3-night trip
Posted 5 days ago
Wintergreen cabin, hot tub, sauna, walk to trails
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

10/10 Excellent
"Everything was perfect. The property was beautiful! The house was well stocked.Troy was great to work with!"
John P. 2-night trip
Posted 9 days ago
New Build! Log Cabin with Hot Tub in Wintergreen
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

10/10 Excellent
"Just wrapped up a fantastic 3-night stay with my husband and our dog—this place is a total gem! Spacious, spotless, comfy, and truly pet-welcoming with everything you would need including thoughtful touches for the fur baby. We loved the king bed (so comfy!), and cozy fireplace for our surprisingly chilly August nights. You can tell the owner really cares for this place, and it shows in every detail—from the decor, entertainment options, furnishings and more, to the well-stocked kitchen. Also, the location within Wintergreen Resort is ideal. Heather, our host, was super responsive and a real pleasure to rent from. You'd be hard-pressed to find a better place or host."
Temple B. 3-night trip
Posted 11 days ago
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Theater Room, Fooseball, Firepit, Mountains!

Theater Room, Fooseball, Firepit, Mountains!

10/10 Excellent
"The house was beautiful and the views were amazing."
Nicholas 4-night trip
Posted 3 weeks ago
Theater Room, Fooseball, Firepit, Mountains!
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

10/10 Excellent
"Clean and well appointed with essentials and great location. Had a blast and plan to return in the future!!"
bill j. 3-night trip
Posted 3 weeks ago
Cozy Cabin with private HOT TUB!
Family-Friendly Meets Luxury

Family-Friendly Meets Luxury

10/10 Excellent
"Wonderful property for families with children. The house was just as nice as the pictures and was very well equipped and up-to-date. We enjoyed it tremendously and look forward to returning."
Roger N. 4-night trip
Posted 3 weeks ago
Family-Friendly Meets Luxury
Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

10/10 Excellent
"Great house in a great location. Wonderful getaway for our three generation family vacation (ages 13-85 plus a dog). We really loved the deck, fire pit and hot tub plus the nearby nature trail loop. Cooking for our crowd was easy, and there were multiple places for different groups to hang out. The weather was too wet to do as much outdoors as we wanted but there were lots of things to keep us busy in the house (puzzles, movies, baking, hot tub, games). Highly recommend this great house in Wintergreen Resort."
Kathy R. 7-night trip
Posted 3 weeks ago
Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill
Highlands Condo Views for days! Tons of details listed ⬇️☺️

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

10/10 Excellent
"Great place!"
Amy D. 1-night trip
Posted 3 weeks ago
Highlands Condo Views for days! Tons of details listed ⬇️☺️

More cheap stays in Wintergreen

Panoramic Peak

Panoramic Peak

1559 Vistas Nellysford VA
€221
10 Sept - 11 Sept
includes taxes & fees
Panoramic Peak
Mountain View Vista

Mountain View Vista

1591 Vistas Nellysford VA
€221
10 Sept - 11 Sept
includes taxes & fees
Mountain View Vista
Firefly on The Ridge

Firefly on The Ridge

1607 Overlook Nellysford VA
€295
13 Sept - 14 Sept
includes taxes & fees
Firefly on The Ridge
Bear Tracks Cottage

Bear Tracks Cottage

1677 Old Stoney Creek Rd Nellysford VA
€351
13 Sept - 14 Sept
includes taxes & fees
Bear Tracks Cottage
Blackwood Chalet

Blackwood Chalet

153 Gumtree Dr Nellysford VA
€356
10 Sept - 11 Sept
includes taxes & fees
10/10 Exceptional! (5 reviews)
Blackwood Chalet
Condo Wintergreen pet Friendly Pool Access

Condo Wintergreen pet Friendly Pool Access

Nellysford VA
Get ratesCondo Wintergreen pet Friendly Pool Access

Frequently asked questions

Where is the best place for a stay in Wintergreen?
Based on Expedia's traveller preferences, Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes is a top place to stay in Wintergreen. Other good choices for your trip include Highlands Condo Views for days! Tons of details listed ⬇️☺️ and New Build! Log Cabin with Hot Tub in Wintergreen. See all available top hotels, or vacation rentals in Wintergreen.
What are some of the best holiday rentals that Wintergreen has to offer?
Large and Luxurious Exec 5BR Chalet: This highly rated holiday home rental in Wintergreen is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other homes for rent in Wintergreen include Family-Friendly Meets Luxury and Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope. See all vacation rentals in Wintergreen.
If I need to cancel my hotel reservation in Wintergreen, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Wintergreen.
What's the best dog-friendly place to stay in Wintergreen?
Beautiful Farmhouse On 11 Heavenly Acres is a top country house for people travelling with their pets, and offers laundry facilities and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Wintergreen.
What's the best place to stay if I'm looking to play golf in Wintergreen?
Cozy Mountain Retreat * Dog Friendly is a top guest house that has an adjacent golf course and features free WiFi. You can tee off at Stoney Creek Golf Course during your trip. See more golf hotels in Wintergreen.
What are some accommodation options with pools in Wintergreen?
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Condo, 1-minute walk from Wintergreen Resort. Features complimentary wireless Internet access, a communal pool and kitchens. Highlands Condo Views for days! Tons of details listed ⬇️☺️ and New Build! Log Cabin with Hot Tub in Wintergreen are two additional hotels that offer an on-site pool. View all hotels with pools in Wintergreen.
How is it to stay in Wintergreen?
Visitors to Wintergreen will definitely enjoy the mountain views and skiing. Tourists can also enjoy the city's wineries, coffee shops and breweries. In Wintergreen, there are 665 hotels and other accommodation options to choose from. Find out more about Wintergreen.
What is there to see in Wintergreen?
Skiing is a great activity, and Wintergreen Resort is one place to visit. A couple of additional sights to add to your itinerary are Bold Rock Hard Cider Nellysford Cidery and Raven's Roost Overlook. Take a look at what more there is to see and do in Expedia's Wintergreen guide.
What's the weather like in Wintergreen?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Wintergreen is 1228 mm.

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