Photo by Rebecca Brent

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Top hotels and accommodation in Wintergreen

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$562
includes taxes & fees
6 May - 7 May
Blackwood Chalet

Hike, Bike & Explore: Wintergreen Resort Condo

3.0 star property
9.0 out of 10, Wonderful, (4)
"Close to everything we needed for a nice ski getaway. The property was clean and as described. We would love this place again with friends "
The price is AU$340
includes taxes & fees
6 May - 7 May
Hike, Bike & Explore: Wintergreen Resort Condo

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (50)
"A truly great place!"
The price is AU$442
includes taxes & fees
11 May - 12 May
Woodville Bed and Breakfast

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (24)
"Wonderful stay! "
The price is AU$420
includes taxes & fees
6 May - 7 May
The Crossroads Inn

Basecamp151

3.0 star property
9.4 out of 10, Exceptional, (68)
"conveniently located between Wintergreen Spa and a multitude of wineries and breweries. "
The price is AU$220
includes taxes & fees
6 May - 7 May
Basecamp151

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (60)
"Great place!"
The price is AU$326
includes taxes & fees
21 May - 22 May
Afton Mountain Inn

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (30)
"Spectacular stay. You walk in and are immediately greeted and ushered to your room. A lot of staff for just a small place. Nice bottle of wine in your room. Free beer and soda in the fridge. Chocolate cookies always available. Amazing happy hour (all the wine you want plus charcuterie). Super nice place, lots of places to find a private place to read a book. Gorgeous view of the winery/grapes. 7 minute walk to the winery. Great place to meet and chat with other guests. Spectacular white...
The price is AU$567
includes taxes & fees
19 May - 20 May
The Farmhouse at Veritas

Village Inn

2.0 star property
9.0 out of 10, Wonderful, (186)
"The owner was the sweetest!! Rooms are clean! Old school looking but it’s really cute and the field was fun to play in! "
The price is AU$175
includes taxes & fees
6 May - 7 May
Village Inn

Stoney Creek Cottage Off The VA 151 Wine Trail

2.0 star property
The price is AU$856
includes taxes & fees
6 May - 7 May
Stoney Creek Cottage Off The VA 151 Wine Trail

Afton Mountain Vineyards

2.5 star property
The price is AU$589
includes taxes & fees
6 May - 7 May
Afton Mountain Vineyards

Grey Pine Lodge

2.0 star property
9.6 out of 10, Exceptional, (81)
"Easy to check into and check out of. It's a renovated motel and looks great"
The price is AU$206
includes taxes & fees
6 May - 7 May
Grey Pine Lodge

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is AU$901
includes taxes & fees
7 May - 8 May
Waynesboro Home Near Wintergreen Charlottesville

Piedmont Grove

2.0 star property
9.4 out of 10, Exceptional, (24)
"Perfect little getaway place. The place is super cute. Nice and quiet and relaxing. Great location to Devils Backbone and Bold Rock. Only fault is the late check in and early check out times. "
The price is AU$330
includes taxes & fees
6 May - 7 May
Piedmont Grove

Quality Inn Waynesboro - Skyline Drive

2.5 star property
7.0 out of 10, Good, (763)
"Warm welcome, room clean and confortable, good breakfast. "
The price is AU$117
includes taxes & fees
3 June - 4 June
Quality Inn Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
7.4 out of 10, Good, (64)
"Wonderful staff who upgraded our reservation for a larger room very quickly."
The price is AU$99
includes taxes & fees
25 May - 26 May
Econo Lodge Waynesboro - Skyline Drive

Royal Inn Motel

2.0 star property
6.0 out of 10, (65)
"Not the best place to stay! Doesn’t allow pets or service animals without "
The price is AU$112
includes taxes & fees
6 May - 7 May
Royal Inn Motel

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (881)
"Super friendly staff! I would definitely stay there again!"
The price is AU$139
includes taxes & fees
1 June - 2 June
Comfort Inn

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (426)
"Great stay"
The price is AU$234
includes taxes & fees
1 June - 2 June
Residence Inn Marriott Waynesboro

Holiday Inn Express And Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (312)
"Location was awesome after our visit to brewery row. "
The price is AU$192
includes taxes & fees
22 May - 23 May
Holiday Inn Express And Suites Waynesboro East by IHG

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1004)
"Friendly staff"
The price is AU$101
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Waynesboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Wintergreen

Wintergreen awaits: its mountain views, skiing, wineries and more!

Photo by Rebecca Brent
Open Photo by Rebecca Brent

Frequently asked questions

Where is the best place for a stay in Wintergreen?

Hotel 24 South, located 20.5 mi (32.9 km) from the heart of Wintergreen, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Wingate by Wyndham Waynesboro and Sleep Inn Staunton. See all available top hotels, or vacation rentals in Wintergreen.

What are some of the best holiday rentals that Wintergreen has to offer?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This highly rated holiday home rental in Wintergreen is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other homes for rent in Wintergreen include Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub! and Blue Ridge Mountain Retreat in Wintergreen. 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 budget-friendly hotel in Wintergreen?

Based on reviews, Wintergreen Five Star Rated One Bedroom Condo at Affordable Prices is a popular condo for our travellers who want a more economical choice, and features free WiFi and an outdoor pool. Another top choice for your stay on the cheap is Spectacular Post & Beam Contemporary Home/ Beautiful Setting in Center of Resort.

What's the best accommodation option when travelling with children to Wintergreen?

NEW Hot Tub! Hi-speed Wifi Firepit! Hiking Trail off Property! 60" Hdtv Cozy 4BR is a resort with in-room kitchens and an arcade, and it's a top choice on Expedia for families. Walk to Slopes/luxury Living/sunset Mountain Views and Same Day Arrival OK is another choice for your family trip. Also, attractions in the area such as Wildlife Center of Virginia are fun for the whole family.

What's the best accommodation for a couple visiting Wintergreen?

Walk to Slopes/luxury Living/sunset Mountain Views and Same Day Arrival OK is a favourite resort for couples, and features in-room fireplaces and kitchens.

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

Comfy Mountain Retreat-wintergreen Resort Lodge #2 is a top condo for people travelling with their pets and offers in-room kitchenettes for its human guests.

What's the best accommodation option for a trip to the slopes in Wintergreen?

5/6 BR home, *HOT TUB AVAILABLE MAY 1*, walk to slopes is a top lodge for skiing, and features free WiFi and in-room kitchensThis lodge is adjacent to Wintergreen Resort. See all ski hotels in Wintergreen.

What are some accommodation options with pools in Wintergreen?

Hotel 24 South: Features complimentary wireless Internet access, an indoor pool and televisions. Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House. and Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt! are two additional hotels that offer an on-site pool. View all hotels with pools in Wintergreen.

What is the best spa hotel 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 235 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. Additionally, you might want to add George Washington National Forest to your itinerary. 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.