𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Wintergreen (2026)

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Our top choices for Wintergreen hotels

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

1. Blackwood Chalet

Nellysford

Patrick

₹39,926 total

includes taxes & fees

9 Nov - 10 Nov

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

2. Panoramic Peak

Nellysford

Carrie

₹28,130 total

includes taxes & fees

24 Nov - 25 Nov

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

3. Three Little Bears

Nellysford

₹29,724 total

includes taxes & fees

8 Nov - 9 Nov

4. Firefly on The Ridge

Nellysford

₹35,861 total

includes taxes & fees

24 Nov - 25 Nov

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

5. Mountain View Vista

Nellysford

₹28,255 total

includes taxes & fees

15 Nov - 16 Nov

A two-story cabin with a balcony, surrounded by trees.

6. Blackrock Canopy

Nellysford

₹71,508 total

includes taxes & fees

18 Nov - 19 Nov

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

7. Bear Tracks Cottage

Nellysford

₹42,073 total

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with outdoor seating and a fire pit.

8. Mountain Mindset

Laurel Ridge

₹53,485 total

includes taxes & fees

9 Nov - 10 Nov

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

9. Red White and Wintergreen

Pedlars Edge

10. Art & Soul

Nellysford

₹74,266 total

includes taxes & fees

8 Nov - 9 Nov

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

11. Piedmont Grove

Roseland

Melissa

₹25,622 total

includes taxes & fees

9 Nov - 10 Nov

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

12. Basecamp151

Afton

Matthew

₹13,067 total

includes taxes & fees

9 Nov - 10 Nov

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

13. Love Ridge Mountain Lodging

Lyndhurst

Josh

₹16,976 total

includes taxes & fees

7 Dec - 8 Dec

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

14. Holiday Inn Express & Suites Waynesboro East by IHG

Waynesboro

Stephanie

₹9,989 total

includes taxes & fees

6 Dec - 7 Dec

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

15. Spark by Hilton Waynesboro

Waynesboro

William

₹8,862 total

includes taxes & fees

4 Dec - 5 Dec

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

16. Best Western Plus Waynesboro Inn & Suites Conference Center

Waynesboro

Jane

₹8,639 total

includes taxes & fees

9 Nov - 10 Nov

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

17. Village Inn

Lovingston

David

₹11,669 total

includes taxes & fees

8 Nov - 9 Nov

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

18. The Farmhouse at Veritas

Afton

Carlos

₹36,880 total

includes taxes & fees

7 Dec - 8 Dec

19. Wingate by Wyndham Waynesboro

Waynesboro

Carla

₹8,191 total

includes taxes & fees

6 Dec - 7 Dec

An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

20. Residence Inn Marriott Waynesboro

Waynesboro

Cynthia

₹13,039 total

includes taxes & fees

2 Dec - 3 Dec

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Holiday Rentals in Wintergreen

Cabin

Blackwood Chalet

Nellysford

"Cleanliness and ease of check in"

Condo

Panoramic Peak

Nellysford

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

Apartment

A wooden deck with metal railings overlooking a mountainous landscape.

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

Wintergreen Condo: Walk to Slopes,trails & Market!

Nellysford

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

Apartment

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

Wintergreen Ski Resort Condo w/ Golf Access!

Nellysford

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

Cottage

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

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!"

Apartment

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

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Roseland

"Nice property & amenities"

Cottage

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

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."

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.

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 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.

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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Learn more about Wintergreen

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

See all hotels in Wintergreen

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

Top Wintergreen Hotel Reviews

Holiday Inn Express & Suites Waynesboro East by IHG

Waynesboro

10/10 Excellent

Wonderful single night stay at this hotel, I was uncertain where to book when there is so much choice but would 100% stay here again. We had such a warm welcome from Zoe on reception who was helpful and patient with our questions. The room was perfect for us and our three children with plenty of space for bags (so much better than the Hyatt hotel we had stayed at in Washington the previous two nights at more than double the price). Breakfast was plentiful and fresh. The pool was a good...

Glenda

Best Western Plus Waynesboro Inn & Suites Conference Center

Waynesboro

10/10 Excellent

Anonymous traveller

A hotel lobby with a reception desk, seating area, and a large window.

Holiday Inn Express & Suites Staunton by IHG

Staunton

10/10 Excellent

Giorgio

The Farmhouse at Veritas

Afton

10/10 Excellent

MR Andrew

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

Hampton Inn Waynesboro/Stuarts Draft

Fishersville

10/10 Excellent

Monika

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

The Blackburn Inn and Conference Center

Staunton

10/10 Excellent

Helen

Frequently Asked Questions

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.

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 671 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.

Wintergreen Hotels from ₹5,299

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wintergreen

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Wintergreen hotels

1. Blackwood Chalet

2. Panoramic Peak

3. Three Little Bears

4. Firefly on The Ridge

5. Mountain View Vista

6. Blackrock Canopy

7. Bear Tracks Cottage

8. Mountain Mindset

9. Red White and Wintergreen

10. Art & Soul

11. Piedmont Grove

12. Basecamp151

13. Love Ridge Mountain Lodging

14. Holiday Inn Express & Suites Waynesboro East by IHG

15. Spark by Hilton Waynesboro

16. Best Western Plus Waynesboro Inn & Suites Conference Center

17. Village Inn

18. The Farmhouse at Veritas

19. Wingate by Wyndham Waynesboro

20. Residence Inn Marriott Waynesboro

Holiday Rentals in Wintergreen

Blackwood Chalet

Stay near popular Wintergreen attractions

Wintergreen Resort

Learn more about Wintergreen

Top Wintergreen Hotel Reviews

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent

Frequently Asked Questions

If I need to cancel my hotel reservation in Wintergreen, will I receive a refund?

How is it to stay in Wintergreen?

What is there to see in Wintergreen?

What's the weather like in Wintergreen?

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