Top 10 Hotels in Wintergreen, VA (from $91) 2026 - Competitive Prices

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

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Go beyond your typical stay in Wintergreen

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Our top choices for Wintergreen hotels

A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.

A modern living room with a flat-screen TV, two armchairs, a sofa, and a dining area with a kitchen in the background.

An indoor swimming pool with clear blue water, a blue and white color scheme, and a roof structure.

A courtyard with a central fountain, surrounded by neatly trimmed bushes and trees.

1. English Inn of Charlottesville

The Meadows

Guest highlights

Clean pool area for a swim
Extensive breakfast buffet options
Outstanding staff on hand each day

$80 nightly

$92 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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

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

2. Piedmont Grove

Roseland

$242 nightly

$271 total

Oct 14 - Oct 15

Total with taxes and fees

A spacious indoor area with a checkered floor, seating arrangements, and hanging lights.

A bar area with a checkered floor, wicker chairs, and a bar counter with a view of the outdoors.

A lobby with a brick wall, two sofas, a coffee table, and a decorative wall piece.

A spacious kitchen with a large island, wooden cabinets, and pendant lighting.

3. Omni Charlottesville Hotel

North Downtown

Guest highlights

Convenient parking in a garage
Luxurious on-site pool area

$151 nightly

$173 total

Nov 1 - Nov 2

Total with taxes and fees

A white two-story house with a porch, surrounded by a well-maintained lawn and a large tree.

A wooden welcome sign for Beech Grove with a date stamp of 1870.

A living room with a gray sofa, plaid armchairs, a white coffee table, and a ceiling fan.

A kitchen with white cabinets, a dishwasher, a refrigerator, and a microwave. There is a window with a view of the outdoors.

4. Charming Farmhouse across from Devils Backbone Brewery.

Roseland

Guest highlights

Near Wintergreen Resort
Perfect for wine and brewery tours
Cozy living room and big kitchen

A spacious lobby with multiple seating areas, a grand piano, and a reception desk.

An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

A cozy room with a fireplace, blue and patterned chairs, and a round table with a candle.

A spacious hall with rows of gold chairs and a large chandelier.

5. Hotel 24 South

Staunton

Guest highlights

Pool with a tranquil atmosphere
Parking garage with elevator access
On-site restaurant with delicious options

$118 nightly

$133 total

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a wooden dining table, chairs, and a rustic island.

A kitchen with a wooden shelf holding various kitchen items, including bowls, a toaster, and a bottle of olive oil.

A bedroom with a sloped ceiling fan, a large bed with a blanket, a television on the wall, and a window with a view of greenery.

A spacious living room with a wooden coffee table, beige sofa, and a chandelier.

6. Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

Roseland

Guest highlights

Fully stocked kitchen with all utensils
Excellent team from check-in onwards

$476 nightly

$535 total

Oct 15 - Oct 16

Total with taxes and fees

A wooden porch with two rocking chairs and a white fence.

A modern interior with a spiral staircase, a wooden table with decorative items, a wicker sofa, and a colorful rug.

A rural property with a wooden fence, a small shed, and a gravel path leading to a gate.

A spacious kitchen with a central island, a dining area, and a fireplace.

7. The Farmhouse at Veritas

Afton

Guest highlights

Excellent breakfast before heading out
Wine-paired dinner experience
Outstanding food and dining on offer

$360 nightly

$399 total

Nov 5 - Nov 6

Total with taxes and fees

A swimming pool with four lounge chairs and a view of trees through large windows.

A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.

A modern dining area with a long table, chairs, and a coffee station.

A modern cafe with a central red table displaying fruits and snacks, a seating area with blue and orange chairs, and a coffee machine.

8. Avid Hotel Staunton

Staunton

Guest highlights

Hot and fresh breakfast offerings
Convenient on-site pool area
Sufficient free parking available

$105 nightly

$117 total

Nov 1 - Nov 2

Total with taxes and fees

A modern restaurant with round tables, grey chairs, and a bar area with shelves.

An indoor swimming pool with two potted plants, a tiled floor, and a clear water surface.

A spacious lobby with a central staircase, large windows, and a chandelier.

A modern living room with a stone wall, a blue sofa, and a fireplace.

9. DoubleTree by Hilton Hotel Charlottesville

Rio

Guest highlights

Pool for year-round enjoyment
Great breakfast buffet with variety
Tasty food and dining on offer

$102 nightly

$116 total

Oct 20 - Oct 21

Total with taxes and fees

A well-lit gazebo with stone pillars and a tiled roof, surrounded by a landscaped area with a brick pathway leading to a building entrance.

A large outdoor swimming pool with multiple lanes, surrounded by sun loungers and umbrellas.

A golf course with bunkers, a pond, and a hilly backdrop.

A spacious restaurant with wooden floors and high ceilings, featuring multiple dining areas with tables and chairs.

10. Boar's Head Resort

Ednam

Guest highlights

Short walk to local restaurants
Pool with easy access
Ample on-site parking

$252 nightly

$288 total

Oct 28 - Oct 29

Total with taxes and fees

A grand staircase with white railings and a chandelier, leading to a door with potted plants.

A hotel lobby with a reception desk, a coffee station, seating area, and an exit sign.

A modern kitchen with dark wood cabinets, a stainless steel island, and a wine rack.

A historic building with classical architecture, including columns and a portico.

11. The Blackburn Inn and Conference Center

Staunton

Guest highlights

Beautiful location surrounding the property
Wonderful breakfast to start the day
Spacious and clean hotel rooms

$108 nightly

$121 total

Nov 9 - Nov 10

Total with taxes and fees

A spacious lobby with a high ceiling, wooden wall panels, and a seating area with sofas and a coffee table.

A living room with a brick wall, a flat-screen TV, a sofa, ottomans, and a coffee table.

A hotel room with a wooden desk, a black office chair, a laptop, a telephone, and a black suitcase.

A multi-story hotel with a covered entrance, a parking lot, and a well-maintained lawn.

12. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Meadows

Guest highlights

Peaceful and away from the noise
Included breakfast with great options
Convenient parking with easy access

$118 nightly

$135 total

Nov 3 - Nov 4

Total with taxes and fees

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

A spacious living room with leather sofas, a coffee table, and a bookshelf.

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

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

13. Basecamp151

Afton

Guest highlights

Spacious accommodations for families
Nice common area with coffee
Super comfy beds in rooms

$118 nightly

$133 total

Nov 3 - Nov 4

Total with taxes and fees

A hotel hallway with patterned carpet, wooden doors, and a ceiling with recessed lighting.

A conference room with a long table, multiple chairs, and a projector screen.

A reception desk with a wooden counter, a framed picture on the wall, and a name tag on the counter.

A hotel room with a sofa, a small table, a TV, and a dining area.

14. Virginia Guesthouse Hotel

Lewis Mountain

Guest highlights

Gorgeous brand new property
On-site restaurant with good food
Outstanding staff responsiveness throughout

$149 nightly

$171 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

A modern breakfast area with labeled dispensers for yogurt, eggs, and milk, and a sign promoting a breakfast express service.

An outdoor patio with wicker furniture and a stone wall.

15. Holiday Inn Express & Suites Waynesboro East by IHG

Waynesboro

Guest highlights

Free breakfast with great options
Clean pool with a good temperature

$110 nightly

$122 total

Nov 10 - Nov 11

Total with taxes and fees

A wooden interior with a central table, a door, and windows.

A wooden cabin with a covered patio, outdoor seating, and a fire pit.

A wooden cabin interior with a kitchen, a dining area, and a staircase.

A wooden cabin with a sloped roof, a front porch, and a pathway leading to the entrance.

16. Blue's Barn

Nellysford

$255 nightly

$286 total

Oct 15 - Oct 16

Total with taxes and fees

A modern bar area with a long counter, multiple shelves of liquor bottles, and bar stools.

A rooftop terrace with outdoor seating, a bar area, and a view of the cityscape.

A modern kitchen with a central island, two pink chairs, and pendant lighting.

A spacious living area with a large arched window, a modern sofa set, a coffee table, and a green wall decoration.

17. The Doyle Hotel

Starr Hill

Guest highlights

Delicious pizza at the on-site restaurant
Fantastic bar with great views
Breakfast at the cafe

$133 nightly

$152 total

Oct 14 - Oct 15

Total with taxes and fees

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

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.

18. Sleep Inn Staunton

Staunton

Guest highlights

Breakfast with continental options
Rooms with a choice of pillows
Plenty of free on site parking

$88 nightly

$98 total

Nov 4 - Nov 5

Total with taxes and fees

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

An open-air structure with a brick interior and a view of a green landscape.

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

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

19. Village Inn

Lovingston

Guest highlights

Quiet, restful room at night
Beautiful outlook from the rooms
Well-maintained rooms throughout the property

$110 nightly

$124 total

Oct 27 - Oct 28

Total with taxes and fees

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

A spacious room with large windows, a wooden deck, and a view of trees.

A wooden deck with a hot tub, outdoor seating, and large windows offering a forest view.

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

20. Iris Inn and Cabins

Waynesboro

Guest highlights

Excellent views from the property
Extremely comfortable bed for restful nights
Responsive communication with staff via text

$419 nightly

$466 total

Oct 19 - Oct 20

Total with taxes and fees

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Vacation Rentals in Wintergreen

Apartment

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

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

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. "

Cabin

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

Blackwood Chalet

Nellysford

Apartment

A wooden deck with metal railings overlooking a mountainous landscape.

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

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

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

A rustic cabin with a wooden structure and a large porch, surrounded by dense greenery and 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 living room with a grey sofa, a beige armchair, and a coffee table with a vase of flowers.

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.

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

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.

A modern kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Roseland

"Nice property & amenities"

Apartment

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

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

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.

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 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 covered porch with a seating area, including a table and chairs, overlooking a snowy landscape.

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

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

A spacious living area with a high ceiling, a kitchen with a view, and a dining area with a table and chairs.

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

A bedroom with a bed, two bedside tables with lamps, a chair, a window with curtains, and a wall painting.

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

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

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

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

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

A wooden deck leading to a house surrounded by trees.

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 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 hot tub on a wooden deck with a view of trees and a clear sky.

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...

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Stay near popular attractions in and around Wintergreen

Whether you're an adventure seeker or a culture enthusiast, Wintergreen, Virginia, offers an array of exciting experiences. With attractions like the Wintergreen Ski Resort and nearby museums, Wintergreen resort guests can enjoy both thrilling outdoor activities and enriching local history. Your perfect getaway awaits!

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

Raven's Roost Overlook

Set the stage for your outdoor adventure at Raven's Roost Overlook, a breathtaking viewpoint in Wintergreen, Virginia. Experience stunning vistas perfect for romantic moments or thrilling escapades. Conveniently located within Wintergreen, this overlook makes it easy to explore the area's natural beauty and enjoy your stay.

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A waterfall cascading over rocks in a forested area.

Crabtree Falls

9.2/10 (41 reviews)

An essential stop for outdoor adventurers, Crabtree Falls captivates visitors with its stunning cascades and romantic atmosphere. Located about 23 miles by car from Wintergreen, this beautiful waterfall offers a memorable experience surrounded by nature. Staying nearby allows easy access to both the falls and the scenic beauty of the area.

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A large, symmetrical building with a central dome, arched windows, and a grand staircase leading to the entrance.

Swannanoa Palace

An iconic landmark that appeals to history buffs, Swannanoa Palace offers a glimpse into the past with its rich cultural vibes. Located about 13 miles by car from Wintergreen, this historic house is easily accessible, making it a convenient stop for those exploring the area.

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Humpback Rocks

Often cited as a favorite among outdoor enthusiasts, Humpback Rocks offers stunning scenic views and a unique rocky landscape that invites exploration. Located about 16 miles by car from Wintergreen, this natural wonder makes for an easy day trip, perfect for those seeking adventure and beauty in Virginia's outdoors.

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Rockfish Gap Entrance Shenandoah

9.0/10 (233 reviews)

Highly recommended for outdoor enthusiasts, Rockfish Gap Entrance Shenandoah offers stunning scenery and adventurous trails in a national park setting. Located about 14 miles by car from Wintergreen, it provides easy access to nature's beauty, making it a perfect spot for exploration and relaxation during your visit.

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Walton's Mountain Museum

8.6/10 (32 reviews)

No trip is complete without a visit to Walton's Mountain Museum, a delightful cultural hub celebrating the legacy of the beloved television series "The Waltons." Located about 22 miles by car from Wintergreen, this museum offers a unique glimpse into American family life and history, making it a convenient stop during your vacation.

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Fortune's Cove Preserve

2.0/10 (1 review)

A fascinating mix of nature and tranquility, Fortune's Cove Preserve is perfect for outdoor lovers seeking a serene escape. This reserve offers stunning landscapes and diverse wildlife, making it a great spot for hiking and birdwatching. It’s about a 17-mile drive from Wintergreen, ensuring easy access to this peaceful retreat.

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Stuarts Draft

A must-see for history buffs, Gunston Hall offers a glimpse into America's past with its rich cultural heritage. This historic house showcases unique architecture and captivating stories. Located about 10 miles from Wintergreen, it’s an easy trip, making it a convenient stop on your journey through Virginia.

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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.

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

Top Wintergreen Hotel Reviews

Escape to the Blue Ridge Mountains at Wine-tergreen!

10/10 Excellent

"Very cozy place at a beautiful location. The community was very quiet and you are staying right on a mountain. Well equipped kitchen for a long weekend stay and the master bed was comfy"

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

10/10 Excellent

"Great property. We are returning visitors and will be back again."

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

10/10 Excellent

"Beautiful place, has everything you can imagine, the view is also amazing, 100% recommended."

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

10/10 Excellent

"It was a very nice place to stay! We had everything we needed and the location was nice. We would definitely stay again!"

Wintergreen Condo -Steps to Ski and restaurants

10/10 Excellent

"This well-equipped condo was central to the market and restaurants. We enjoyed the fireplace and the deck."

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

10/10 Excellent

"Great place! Will remember for next visit for sure!"

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."

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

10/10 Excellent

"the family loved the house again this year. the method of communication with vrbo is very difficult. never felt like i get questions answered"

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

10/10 Excellent

"Had a wonderful weekend up in the mountains here."

More cheap stays in Wintergreen

Mountain View Vista

1591 Vistas Nellysford VA

$229 nightly

$257 total

Nov 3 - Nov 4

Total with taxes and fees

Panoramic Peak

1559 Vistas Nellysford VA

$230 nightly

$258 total

Nov 2 - Nov 3

Total with taxes and fees

10/10 Exceptional! (1 review)

Firefly on The Ridge

1607 Overlook Nellysford VA

$305 nightly

$343 total

Nov 3 - Nov 4

Total with taxes and fees

Bear Tracks Cottage

1677 Old Stoney Creek Rd Nellysford VA

$363 nightly

$408 total

Nov 3 - Nov 4

Total with taxes and fees

Blackwood Chalet

153 Gumtree Dr Nellysford VA

$379 nightly

$426 total

Oct 14 - Oct 15

Total with taxes and fees

10/10 Exceptional! (6 reviews)

111 Hickory Springs in Wintergreen Resort

Nellysford VA

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Hotels in Wintergreen with star-rating

Find out more about Wintergreen

Top reasons to visit Wintergreen

Thrilling Ski Resorts: Wintergreen boasts renowned ski slopes for winter sports enthusiasts, offering an exhilarating experience.
Scenic Hiking Trails: Explore breathtaking trails that wind through the stunning Wintergreen Mountain landscape, perfect for all skill levels.
Family-Friendly Recreation: Enjoy a variety of activities suitable for families, making it a great destination for all ages.
Charming Neighborhoods: Experience the relaxing atmosphere of quaint neighborhoods that add to the vacation vibe.
Diverse Accommodations: Choose from cozy bed & breakfasts to luxurious resorts tailored to every traveler's needs.

Find great hotels near Wintergreen

Wintergreen, Virginia, offers a diverse selection of accommodations perfect for every type of traveler. From cozy bed & breakfasts to unique agritourism properties, you'll find options that cater to adventure-seekers, families, and pet-friendly vacations. Whether you're looking for a luxurious resort room or a charming retreat, Wintergreen has the ideal lodging to enhance your getaway experience amidst its stunning natural beauty.

Days Inn by Wyndham Waynesboro: Days Inn by Wyndham Waynesboro is a budget-friendly motel located 12 miles from Wintergreen, perfect for adventurous travelers and pet owners alike. This property caters to those seeking a mix of outdoor excitement and comfort, offering a range of nearby adventure sports such as snowboarding, hiking, fishing, and cross-country skiing. With a pet-friendly policy that includes allowances for dogs and cats, this accommodation ensures that your furry friends can join the fun. Guests appreciate the recreational activities available on-site or in the surrounding area, making it an ideal choice for thrill-seekers and nature lovers.
Best Western Plus Waynesboro Inn & Suites Conference Center: Located 13 miles from Wintergreen, the Best Western Plus Waynesboro Inn & Suites boasts a guest rating of 8.6 out of 10, highlighting its reputation as a reliable choice for both leisure and adventure travelers. The hotel provides easy access to ski shuttles and lifts, making it a great base for winter sports enthusiasts. Guests can enjoy outdoor activities nearby, including hiking, kayaking, and mountain climbing. With thoughtful amenities and a comfortable environment, this hotel is a perfect fit for those looking to enjoy an adventure-filled vacation.
Super 8 by Wyndham Waynesboro: Super 8 by Wyndham Waynesboro, situated 13 miles from Wintergreen, is a budget-friendly hotel tailored for families and business travelers. This property offers essential amenities and services for children, such as free cribs and first aid kits, ensuring a welcoming atmosphere for families on the go. The hotel’s convenient location allows guests to explore the beauty of the surrounding area while providing a comfortable and practical base for both work and leisure.

Where to stay in Wintergreen

Wintergreen, Virginia, is a perfect destination for a winter getaway, offering skiing, hiking, and golfing amidst stunning mountain scenery. Explore the breathtaking Wintergreen Mountain, traverse scenic hiking trails, and enjoy family-friendly recreation. Nearby, experience the charm of quaint neighborhoods that provide a relaxing urban atmosphere, making it an ideal spot for both adventure seekers and those looking to unwind. Whether you're hitting the slopes or the greens, Wintergreen promises an unforgettable vacation experience.

Nellysford: Nestled in the heart of the Blue Ridge Mountains, Nellysford serves as the gateway to Wintergreen Resort, offering visitors a blend of outdoor adventures and charming local attractions. With a steady influx of tourists, particularly in April, July, and September, the area thrives on its reputation as a prime destination for skiing, hiking, and sports enthusiasts. Nearby, you'll find the stunning national and state parks, perfect for exploring nature, as well as serene lakes ideal for relaxation and recreational activities. Nellysford’s welcoming atmosphere and accessibility to ski fields make it a must-visit for outdoor lovers.
Treeloft: Located in close proximity to Wintergreen, Treeloft is a delightful neighborhood that attracts adventure seekers year-round, especially during the summer months of July and August, and into the vibrant fall of October. Known for its ski resorts and adventure sports, Treeloft offers a variety of activities to keep visitors engaged. Surrounded by picturesque landscapes, including beautiful lakes and expansive national parks, this area invites you to enjoy outdoor fun while soaking in breathtaking views. Treeloft's charming environment and recreational opportunities ensure a memorable experience for all visitors.
Pedlars Edge: Another enchanting neighborhood near Wintergreen, Pedlars Edge is perfect for those looking to immerse themselves in the natural beauty of the region. With a steady flow of tourists, particularly during the peak summer and fall months, this area is known for its skiing and outdoor sports. Visitors can easily access nearby ski resorts and fields, as well as stunning national and state parks, providing endless exploration opportunities. The tranquil lakes in the vicinity offer a relaxing backdrop for a peaceful retreat, making Pedlars Edge an excellent choice for adventure and relaxation alike.

Things to do in Wintergreen

Wintergreen, Virginia, is an ideal destination for adventure seekers and sports enthusiasts, offering a variety of activities such as skiing at its renowned ski resorts and slopes. Visitors can explore scenic trails, enjoy wellness retreats, and find excellent climbing spots. Whether you're hitting the slopes or relaxing in nature, Wintergreen provides a perfect blend of outdoor excitement and relaxation for your vacation.

Shopping

For unique gifts and souvenirs, explore the local shops at Wintergreen Resort, where you'll find mountain-themed items and artisan crafts. If you're up for a drive, check out the nearby Waynesboro Shopping Mall for a wider selection of stores and dining options.

Recreation

At Wintergreen, the Wintergreen Spa offers rejuvenating treatments with mountain views, perfect for relaxation. Enjoy yoga classes surrounded by nature, and explore scenic hiking trails that promote wellness and tranquility. For adventure, try skiing or snowboarding in the winter, ensuring a fun and active getaway.

Adventure

Explore the scenic hiking trails at Wintergreen Resort, offering stunning mountain views and diverse wildlife. For thrill-seekers, try zip-lining through the treetops or challenge yourself on the mountain biking trails that cater to various skill levels.

Nightlife

Wintergreen, Virginia, offers a cozy nightlife with venues like The Edge Restaurant & Lounge, featuring live music and a vibrant atmosphere. The Wintergreen Resort hosts seasonal events, while nearby breweries provide craft beer tastings, ensuring a delightful evening in this scenic mountain setting.

*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: Utilize Expedia’s search tool to customize your travel preferences, such as budget, desired location, and hotel type. For instance, selecting the Eco-certified option will show you available sustainable and eco-friendly hotel options. To find the best prices and deals, simply sort the price filter from low to high.
Consider bundling your trip: You can 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 ski enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including historic houses, museums, and national parks, all of which offer rich cultural experiences and outdoor activities. Whether you're looking to hit the slopes or immerse yourself in the local history, Wintergreen has something for everyone seeking adventure and exploration.

Walton's Mountain Museum: Located 13 miles from Wintergreen, this charming museum celebrates the legacy of the beloved TV show The Waltons. Visitors can explore memorabilia, photographs, and exhibits that showcase the culture and history of the area, offering a nostalgic experience for fans and newcomers alike.
Rockfish Gap Entrance Shenandoah: Situated 11 miles away, this stunning entrance to Shenandoah National Park invites outdoor enthusiasts to embark on scenic hikes and breathtaking views. The area is perfect for adventure seekers, with opportunities for wildlife spotting and enjoying the vibrant natural beauty.
Crabtree Falls: Just 10 miles from Wintergreen, Crabtree Falls is one of the tallest waterfalls in Virginia. The picturesque trails lead you through lush woods to cascading waters, creating a romantic and adventurous atmosphere perfect for nature lovers.

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

If you're planning a visit to Wintergreen, Virginia, there are three major airports to consider. RIChmond International Airport (RIC) is 89 miles away, with nearby hotels like The Jefferson Hotel and Omni Richmond Hotel, both within 7 miles. ROAnoke Regional Airport (ROA) is 70 miles from Wintergreen, featuring hotels such as Hotel Roanoke & Conference Center, located 4 miles away. For a closer option, Charlottesville-Albemarle Airport (CHO) is just 30 miles away, with excellent accommodations like the 5-star Keswick Hall and the 4-star DoubleTree by Hilton Hotel, both within 9 miles. Each airport offers convenient access to transportation services to Wintergreen.

Frequently asked questions

What is the best area to stay in Wintergreen?

The best area to stay in Wintergreen is at the Wintergreen Resort, particularly in the areas near the main lodge and the ski slopes for convenience, or in the more secluded Stoney Creek community for a different experience.For those seeking direct access to activities and amenities, staying near the main lodge and the ski slopes is ideal. This area provides immediate access to the ski lifts, golf course, and resort dining. Many accommodations here offer mountain views and are a short walk from the central village area, which includes various shops and dining options. This is a great fit for families who want to maximize their time on the slopes or enjoying resort activities without extensive travel.Couples looking for a more relaxed and quiet setting might prefer the Stoney Creek community at the base of the mountain. This area offers a different resort experience, featuring its own golf course, tennis courts, and walking trails. While it's a short drive from the main mountain amenities, it provides a peaceful retreat with larger accommodations, often with private outdoor spaces.

When is the best time to go to Wintergreen?

The best time to visit Wintergreen depends entirely on whether you're seeking winter sports or warm-weather activities.For those interested in skiing, snowboarding, or tubing, the prime season is generally from mid-December through early March. During these months, the resort typically has consistent snow coverage, and all winter activities are in full operation. This is also when the resort is most active, offering a lively option for families and groups.If you prefer hiking, mountain biking, golfing, or enjoying the scenic mountain views without snow, the best time to visit is from late May through early October. The weather during these months is generally mild and pleasant, ideal for outdoor adventures in the Blue Ridge Mountains.

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 $91 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.

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Our top choices for Wintergreen hotels

1. English Inn of Charlottesville

2. Piedmont Grove

3. Omni Charlottesville Hotel

4. Charming Farmhouse across from Devils Backbone Brewery.

5. Hotel 24 South

6. Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

7. The Farmhouse at Veritas

8. Avid Hotel Staunton

9. DoubleTree by Hilton Hotel Charlottesville

10. Boar's Head Resort

11. The Blackburn Inn and Conference Center

12. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

13. Basecamp151

14. Virginia Guesthouse Hotel

15. Holiday Inn Express & Suites Waynesboro East by IHG

16. Blue's Barn

17. The Doyle Hotel

18. Sleep Inn Staunton

19. Village Inn

20. Iris Inn and Cabins

Vacation Rentals in Wintergreen

Snug Wintergreen Resort Studio: Ski In & Out!

Blackwood Chalet

Wintergreen Resort Vacation Rental w/ Balcony!

Idyllic Wintergreen Condo w/ Resort Amenities

Wintergreen Condo: Walk to Slopes,trails & Market!

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

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 attractions in and around Wintergreen

Raven's Roost Overlook

Crabtree Falls

Swannanoa Palace

Humpback Rocks

Rockfish Gap Entrance Shenandoah

Walton's Mountain Museum

Fortune's Cove Preserve

Stuarts Draft

Learn more about Wintergreen

Top Wintergreen Hotel Reviews

Escape to the Blue Ridge Mountains at Wine-tergreen!

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

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Wintergreen Condo -Steps to Ski and restaurants

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

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

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

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

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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