Top 10 Hotels in Wintergreen, VA from ￥11,233 - Competitive Prices

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

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Cabin

Family friendly

Our top choices for Wintergreen hotels

Bear Tracks Cottage

Nellysford

￥65,322 total

includes taxes & fees

Jun 16 - Jun 17

Apartment (2 Bedrooms) | Front of property

Wintergreen Ski Resort Condo w/ Golf Access!

Nellysford

Matthew

￥54,424 total

includes taxes & fees

Jun 23 - Jun 24

Laurelwood Hollow

Nellysford

￥41,132 total

includes taxes & fees

Jul 5 - Jul 6

Panoramic Peak

Nellysford

￥41,209 total

includes taxes & fees

Jun 16 - Jun 17

Blackwood Chalet

Nellysford

Toni

￥66,582 total

includes taxes & fees

Jun 21 - Jun 22

Condo, Private Bathroom (Mountain Vista View) | Lounge

Mountain View Vista

Nellysford

￥41,209 total

includes taxes & fees

Jun 21 - Jun 22

Firefly on The Ridge

Nellysford

￥54,885 total

includes taxes & fees

Jun 16 - Jun 17

Mountain Mindset

Laurel Ridge

￥86,376 total

includes taxes & fees

Jun 17 - Jun 18

House, Private Bathroom (Red White Wintergreen) | Lounge

Red White and Wintergreen

Pedlars Edge

￥143,780 total

includes taxes & fees

Jun 16 - Jun 17

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

Spark by Hilton Waynesboro

Waynesboro

Randy

￥16,523 total

includes taxes & fees

Jun 21 - Jun 22

Sleep Inn Staunton

Staunton

David

￥16,523 total

includes taxes & fees

Jun 28 - Jun 29

Room, 2 Double Beds, Non Smoking | Pillowtop beds, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Staunton

Staunton

Lisa

￥11,976 total

includes taxes & fees

Jun 28 - Jun 29

Basecamp151

Afton

Amy

￥21,200 total

includes taxes & fees

Jun 17 - Jun 18

Batten Green Venue & Lodging

Staunton

Julie

￥25,268 total

includes taxes & fees

Jun 16 - Jun 17

Hotel 24 South

Staunton

Lieven

￥19,086 total

includes taxes & fees

Jul 2 - Jul 3

Hampton Inn Staunton

Staunton

Louise

￥21,791 total

includes taxes & fees

Jun 28 - Jun 29

Motel 6 Staunton, VA

Staunton

Armando

￥11,233 total

includes taxes & fees

Jun 25 - Jun 26

Suite, Private Bathroom (Suite 8) | Bathroom

Barristers Row

Staunton

Luis

￥28,715 total

includes taxes & fees

Jun 16 - Jun 17

Best Western Plus Waynesboro Inn & Suites Conference Center

Waynesboro

ELIASIBE

￥20,574 total

includes taxes & fees

Jul 9 - Jul 10

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

Spark by Hilton Staunton

Staunton

John

￥16,671 total

includes taxes & fees

Jun 22 - Jun 23

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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!"

Cottage

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Treeloft

"Lovely property"

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."

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. "

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. "

Apartment

Wintergreen Ski Resort Condo w/ Golf Access!

Nellysford

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

Cottage

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Nellysford

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

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! "

Apartment

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Roseland

"Absolutely wonderful!"

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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

￥15,223

￥41,132 total

Jul 5 - Jul 6

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Wintergreen?

Based on Expedia's traveler preferences, 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. is a top place to stay in Wintergreen. Other good choices for your stay include New Build! Log Cabin with Hot Tub in Wintergreen and Wintergreen Luxury, Best Views in VA!. See all available top hotels, or vacation rentals in Wintergreen.

What are some of the best vacation home rentals in Wintergreen?

One of the Best Views in Wintergreen!: Visitors like this Wintergreen vacation home rental. It is located in the mountains and has an indoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a patio and an outdoor tennis court. Some other homes for rent in Wintergreen include Heaven On Earth ~ Wintergreen Mountain and Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!. See all vacation rentals in Wintergreen.

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

Yes! Most hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Wintergreen.

Where can I learn more about changing or cancelling my trip to Wintergreen?

To find more details about picking new dates or cancelling your trip to Wintergreen, click here.

What's the best pet-friendly place to stay in Wintergreen?

Beautiful Farmhouse On 11 Heavenly Acres is a top country house for people traveling with their pets, and offers laundry facilities and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Wintergreen.

Where is the best place to stay near Wintergreen Resort?

A Loft For All Seasons Ski-in/Ski-out at the top of Wintergreen Mountain is one of the top choices for your stay based on our traveler data, and this condo offers private decks and free WiFi. It's located just a short 0.3 mi (0.5 km) from Wintergreen Resort.

What's the best place to stay if I'm looking to play golf in Wintergreen?

Cozy Mountain Retreat * Dog Friendly is a top guesthouse 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 accommodations with pools in Wintergreen?

Large 5 Br/3 ba Lodge on Wintergreen Mountain is a top hotel with a communal pool, free WiFi, and an in-room kitchen. View all hotels with pools in Wintergreen.

What's the best place to stay near Charlottesville-Albemarle Airport (CHO)?

DoubleTree by Hilton Hotel Charlottesville is one of the top choices for your stay and is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located 3.1 mi (4.9 km) from Charlottesville-Albemarle Airport. Other options near the airport include Cedar Spring Inn & Spa and Renew@coniferidge ... New Construction in a Beautiful Wooded Setting.

What's it like to stay in Wintergreen?

Visitors to Wintergreen are sure to enjoy the mountain views and ski areas. Tourists can also enjoy the city's wineries, coffeehouses, and breweries. In Wintergreen, there are 654 hotels and other accommodations to choose from. Find out more about Wintergreen.

What should I do while I'm visiting Wintergreen?

Skiing is a great activity, and Stoney Creek Golf Course is one place to visit. A couple of additional sights to add to your agenda are Bold Rock Hard Cider Nellysford Cidery and Wintergreen Resort. Check out what more to see and do in Expedia's Wintergreen guide.

What's the seasonal weather like in Wintergreen?

The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.

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Find hotels in Wintergreen, VA from ￥11,233

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wintergreen

Check prices for these dates

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Our top choices for Wintergreen hotels

Bear Tracks Cottage

Wintergreen Ski Resort Condo w/ Golf Access!

Laurelwood Hollow

Panoramic Peak

Blackwood Chalet

Mountain View Vista

Firefly on The Ridge

Mountain Mindset

Red White and Wintergreen

Spark by Hilton Waynesboro

Sleep Inn Staunton

Days Inn by Wyndham Staunton

Basecamp151

Batten Green Venue & Lodging

Hotel 24 South

Hampton Inn Staunton

Motel 6 Staunton, VA

Barristers Row

Best Western Plus Waynesboro Inn & Suites Conference Center

Spark by Hilton Staunton

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

Frequently asked questions

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