Book The Best Hotels in Wintergreen, VA for 2026 from CA $98 - Fully Refundable Options

Beautiful small lake surrounded with wintergreen forest. Dajicko lake on Golija Mountain in Serbia

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Pool

Cabin

Our top choices for Wintergreen hotels

1. Bear Tracks Cottage

Nellysford

CA $570 total

includes taxes & fees

Jun 16 - Jun 17

Apartment (2 Bedrooms) | Front of property

2. Wintergreen Ski Resort Condo w/ Golf Access!

Nellysford

Matthew

CA $475 total

includes taxes & fees

Jun 16 - Jun 17

Cabin, Private Bathroom (Blackwood Chalet) | Lounge

3. Blackwood Chalet

Nellysford

Toni

CA $581 total

includes taxes & fees

Jun 21 - Jun 22

Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

4. Laurelwood Hollow

Nellysford

CA $359 total

includes taxes & fees

Jul 5 - Jul 6

Condo, Private Bathroom (Panoramic Peak)

5. Panoramic Peak

Nellysford

CA $360 total

includes taxes & fees

Jun 16 - Jun 17

Condo, Private Bathroom (Mountain Vista View) | Lounge

6. Mountain View Vista

Nellysford

CA $360 total

includes taxes & fees

Jun 21 - Jun 22

7. Mountain Mindset

Laurel Ridge

CA $724 total

includes taxes & fees

Jun 17 - Jun 18

Condo, Private Bathroom (Firefly on The Ridge) | Lounge

8. Firefly on The Ridge

Nellysford

CA $479 total

includes taxes & fees

Jun 16 - Jun 17

House, Private Bathroom (Red White Wintergreen) | Lounge

9. Red White and Wintergreen

Pedlars Edge

CA $1,255 total

includes taxes & fees

Jun 16 - Jun 17

In-room safe, desk, laptop workspace, blackout drapes

10. Spark by Hilton Staunton

Staunton

John

CA $146 total

includes taxes & fees

Jun 22 - Jun 23

11. Sleep Inn Staunton

Staunton

David

CA $152 total

includes taxes & fees

Jun 22 - Jun 23

12. Basecamp151

Afton

Amy

CA $185 total

includes taxes & fees

Jun 22 - Jun 23

13. Holiday Inn Express & Suites Staunton by IHG

Staunton

ELIZABETH

CA $181 total

includes taxes & fees

Jun 28 - Jun 29

14. Motel 6 Staunton, VA

Staunton

Armando

CA $98 total

includes taxes & fees

Jun 29 - Jun 30

15. Quality Inn Verona - Staunton North

Verona

Bruce

CA $107 total

includes taxes & fees

Jun 28 - Jun 29

16. Hotel 24 South

Staunton

Lieven

CA $165 total

includes taxes & fees

Jul 2 - Jul 3

17. Days Inn by Wyndham Staunton

Staunton

Lisa

CA $99 total

includes taxes & fees

Jun 16 - Jun 17

18. Hampton Inn Staunton

Staunton

Louise

CA $190 total

includes taxes & fees

Jun 28 - Jun 29

19. avid hotel Staunton by IHG

Staunton

Emily

CA $163 total

includes taxes & fees

Jun 28 - Jun 29

Desk, iron/ironing board, free cribs/infant beds, free WiFi

20. Spark by Hilton Waynesboro

Waynesboro

Randy

CA $144 total

includes taxes & fees

Jun 21 - Jun 22

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Vacation Rentals in Wintergreen

Apartment

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

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. "

Cottage

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

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Nellysford

"The condo was small but perfect for what we were looking for. Working fireplace with lots of wood on the walkway. Pullout bed in the living room is in front of the fireplace, very cozy. Would rent again."

Cottage

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Treeloft

"Lovely property"

Apartment

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

Wintergreen Ski Resort Condo w/ Golf Access!

Nellysford

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

Cottage

Mountaintop Wintergreen Resort Home w/ Deck, Views

Nellysford

Apartment

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. "

Cottage

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Nellysford

"Very quiet and restful place to spend a little time"

Apartment

Snug Wintergreen Resort Studio: Ski In & Out!

Nellysford

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

Cottage

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Treeloft

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

Cottage

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...

Apartment

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! "

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Stay near popular Wintergreen attractions

Wintergreen Resort

4.4/5 (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

Top Wintergreen Hotel Reviews

New Build! Log Cabin with Hot Tub in Wintergreen

10/10 Excellent

"It is a lovely house, and Troy is an excellent host, quickly answering any questions. I highly recommend this vacation destination."

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

10/10 Excellent

"This property is well - equipped and well organized so that anything needed is easily found. There are many extras that make this unit feel like home-away-from-home. The layout was perfect for my husband and me and my cousin, plus our little dog. The deck was a wonderful place to sit and enjoy the beautiful surroundings. We visited in May, not to ski but just to enjoy the setting. There was a nice trail nearby for exercise and walking the pup. We had a great weekend. I highly recommend this VRBO rental."

Best views on Mountain! Breathtaking 5 Star condo! Book Summer and Fall now!

10/10 Excellent

"Maureen was such a gracious hostess, and answered all of my many questions as a first-time VRBO user. She also took the time to call and help me figure out directions when our map was confusing us.The apartment itself is lovely, very well designed and a pleasure to stay at. Very clean and well-organized, and we had no issues with noise from adjacent apartments at all. The kitchen was fully stocked with utensils/dishes, so we cooked for ourselves every single day.The views are STUNNING. Every single morning brought a new, breath-taking view of the valley and landscape beyond to the East. On the rainy and cloudy days we were there, we were perched above a rolling ocean of cloud. I've never seen anything like it except from a plane. On the sunny days we ate all our meals out on the little porch and enjoyed looking at the incredible landscape. We could see an observatory on a hilltop to the left 14 miles away, and the landscape beyond we could see for more than double that distance. Stargazing was amazing, and we were lucky enough to get a thunderstorm on the horizon one night with an amazing lightning show!The location is perfect for hikers. We went to a few different hikes/fishing and all of them were within 25 minutes from the house, each with a beautiful drive to get there. (I know that I sound like I'm waxing poetic on this place, but it really was incredible).Thank you for an amazing vacation! 12/10 would recommend this beautiful place!"

Endless Mountain Top Views from All The Way Up!

10/10 Excellent

"This was the cleanest rental we’ve ever stayed in! It’s the first time we felt like we didn’t have to wash a dish before we used it. The views were gorgeous and we really lucked out on the weather being so great.It is a condo, so you’ll have the noise from the neighbors (very thin walls), so keep that in mind if looking for something really quiet. We were there during the week, so it was quiet for the most part, but when we left on Saturday, parking lot had filled up.Overall, we love Wintergreen and this was a fabulous place!"

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

10/10 Excellent

"What a wonderful view and place to see it from. Our week was comfy and peaceful filled with adventures to delicious wineries, breweries, rides on the parkway, and a UVA baseball game. We all felt relaxed and privileged to be there. Thank you Allen. We hope to visit again.DonAugusta, GA"

More cheap stays in Wintergreen

Laurelwood Hollow

705 Laurelwood Nellysford VA

CA $133

CA $359 total

Jul 5 - Jul 6

includes taxes & fees

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 can I save on a Wintergreen hotel booking with Expedia?

Members always get our best prices. Find our best Wintergreen hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

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 $98 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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Find hotels in Wintergreen, VA from CA $98

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wintergreen

Check prices for these dates

Filter by

Our top choices for Wintergreen hotels

1. Bear Tracks Cottage

2. Wintergreen Ski Resort Condo w/ Golf Access!

3. Blackwood Chalet

4. Laurelwood Hollow

5. Panoramic Peak

6. Mountain View Vista

7. Mountain Mindset

8. Firefly on The Ridge

9. Red White and Wintergreen

10. Spark by Hilton Staunton

11. Sleep Inn Staunton

12. Basecamp151

13. Holiday Inn Express & Suites Staunton by IHG

14. Motel 6 Staunton, VA

15. Quality Inn Verona - Staunton North

16. Hotel 24 South

17. Days Inn by Wyndham Staunton

18. Hampton Inn Staunton

19. avid hotel Staunton by IHG

20. Spark by Hilton Waynesboro

Vacation Rentals in Wintergreen

Idyllic Wintergreen Condo w/ Resort Amenities

Stay near popular Wintergreen attractions

Wintergreen Resort

Learn more about Wintergreen

Top Wintergreen Hotel Reviews

New Build! Log Cabin with Hot Tub in Wintergreen

More cheap stays in Wintergreen

Laurelwood Hollow

Hotels in Wintergreen with star rating

Frequently asked questions

Explore a world of travel with Expedia

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