Photo by Rebecca Brent

Find hotels in Wintergreen, VA from ₩78,989

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Filter by

Guest rating
Guest rating
Star rating

Compare 1,194 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Osceola Mill
Exterior

Osceola Mill

2.0 star property
10.0 out of 10, Exceptional, (4)
"Welcoming host in an interesting converted building. There’s not much in the immediate area we travelled out to Staunton to eat which was also a nice town."
The price is ₩260,949
₩300,875 total
includes taxes & fees
Jul 31 - Aug 1
Osceola Mill
Royal Inn Motel
Double Room, 2 Double Beds, Ground Floor | Free WiFi, bed sheets

Royal Inn Motel

2.0 star property
6.2 out of 10, (70)
"The place was great for obe night stay "
The price is ₩117,358
₩130,618 total
includes taxes & fees
Jul 25 - Jul 26
Royal Inn Motel
Hotel 24 South
Lobby

Hotel 24 South

3.0 star property
9.4 out of 10, Exceptional, (1014)
"We had an excellent stay "
The price is ₩151,392
₩169,560 total
includes taxes & fees
Aug 13 - Aug 14
Hotel 24 South
Blackwood Chalet
Cabin, Private Bathroom (Blackwood Chalet) | Exterior

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is ₩233,335
₩538,175 total
includes taxes & fees
Jul 27 - Jul 28
Blackwood Chalet
Waynesboro Home Near Wintergreen Charlottesville
House

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is ₩222,385
₩800,318 total
includes taxes & fees
Jul 27 - Jul 28
Waynesboro Home Near Wintergreen Charlottesville
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is ₩465,980
₩523,295 total
includes taxes & fees
Jul 27 - Jul 28
Afton Mountain Vineyards
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is ₩248,019
₩361,366 total
includes taxes & fees
Jul 28 - Jul 29
Love Ridge Mountain Lodging
Modern Nellysford Getaway on 40 Private Acres!
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

3.0 star property
The price is ₩372,784
₩793,091 total
includes taxes & fees
Jul 25 - Jul 26
Modern Nellysford Getaway on 40 Private Acres!
Iris Inn and Cabins
Family Cottage | 1 bedroom, blackout drapes, soundproofing, free WiFi

Iris Inn and Cabins

4.0 star property
10.0 out of 10, Exceptional, (2)
"Every thing , extraordinary place ."
The price is ₩428,977
₩477,452 total
includes taxes & fees
Jul 27 - Jul 28
Iris Inn and Cabins
The Shenandoah Suite
Apartment, Private Bathroom (The Shenandoah Suite) | Exterior

The Shenandoah Suite

2.0 star property
10.0 out of 10, Exceptional, (5)
"Not wanting a stuffy hotel we opted for an apartment type rental. Full kitchen, living room, bedroom and bathroom. Having a couch to feel at home to watch TV made our stay homey. Absolutely loved the decor with a theme throughout the place. I love the charm of the old homes and this one didn’t disappoint. If I get back to Staunton I will definitely stay here! "
The price is ₩125,642
₩223,560 total
includes taxes & fees
Aug 12 - Aug 13
The Shenandoah Suite
Secret Garden Studio
Apartment, Private Bathroom (Secret Garden Studio) | Shared kitchen

Secret Garden Studio

2.0 star property
9.4 out of 10, Exceptional, (3)
"It was great to wake up to bird song instead of traffic noise, and almost everything I needed for my 4-day stay was there--even coffee and filters for the coffeemaker, which I didn't use because I brought my own, and dish detergent, a sponge, towels, etc. The shower control was very hard to pull out to increase water pressure, and the area rug in the front/bedroom seemed not to have been vacuumed in a while, as I discovered because I forgot my yoga mat. Other than that, everything was neat,...
The price is ₩110,454
₩227,260 total
includes taxes & fees
Aug 4 - Aug 5
Secret Garden Studio
Quality Inn Waynesboro - Skyline Drive
Desk, laptop workspace, blackout drapes, iron/ironing board

Quality Inn Waynesboro - Skyline Drive

2.5 star property
7.0 out of 10, Good, (781)
"Was good place for what I needed "
The price is ₩93,306
₩103,850 total
includes taxes & fees
Aug 24 - Aug 25
Quality Inn Waynesboro - Skyline Drive
Econo Lodge Waynesboro - Skyline Drive
Free daily continental breakfast

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
7.2 out of 10, Good, (86)
"Room was nice! Breakfast buffet was pretty good."
The price is ₩78,989
₩87,914 total
includes taxes & fees
Aug 24 - Aug 25
Econo Lodge Waynesboro - Skyline Drive
The Urban Cowboy
Apartment, Private Bathroom (The Urban Cowboy) | Exterior

The Urban Cowboy

2.0 star property
8.0 out of 10, Very Good, (5)
"Didn't stay there, couldn't get in Expensive"
The price is ₩122,535
₩219,847 total
includes taxes & fees
Aug 6 - Aug 7
The Urban Cowboy
Barristers Row
Signature Suite, Private Bathroom (Suite 5) | 1 bedroom

Barristers Row

2.0 star property
7.0 out of 10, Good, (2)
"The room was very nice"
The price is ₩244,380
₩366,487 total
includes taxes & fees
Aug 20 - Aug 21
Barristers Row
Holiday Inn Express And Suites Waynesboro East by IHG
Exterior

Holiday Inn Express And Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (380)
"Nice location, lots of restaurants nearby, friendly staff. "
The price is ₩153,255
₩170,569 total
includes taxes & fees
Jul 28 - Jul 29
Holiday Inn Express And Suites Waynesboro East by IHG
The Crossroads Inn
Winery

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The price is ₩255,284
₩291,790 total
includes taxes & fees
Jul 29 - Jul 30
The Crossroads Inn
Grey Pine Lodge
Exterior

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (100)
"Couldn't ask for better "
The price is ₩167,587
₩211,096 total
includes taxes & fees
Jul 27 - Jul 28
Grey Pine Lodge
Motel 6 Staunton, VA
Front of property

Motel 6 Staunton, VA

2.0 star property
8.4 out of 10, Very Good, (1004)
"Staff was great!"
The price is ₩89,730
₩99,871 total
includes taxes & fees
Jul 25 - Jul 26
Motel 6 Staunton, VA
Days Inn by Wyndham Staunton
Room, 2 Double Beds, Non Smoking | Pillowtop beds, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Staunton

2.0 star property
7.4 out of 10, Good, (1002)
"The young man that checked us in was new and very friendly and helpful on where to eat and park"
The price is ₩85,671
₩95,350 total
includes taxes & fees
Jul 27 - Jul 28
Days Inn by Wyndham Staunton
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Wintergreen

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

See all hotels in Wintergreen
You can pick up the new and old Appalachian Trails near Wintergreen. We had a lovely walk even on a cold winter day.
Photo by Rebecca Brent
Open Photo by Rebecca Brent

Top Wintergreen Hotel Reviews

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Great location"
David Scott 1-night trip
Posted 2 days ago
Hotel 24 South

Frequently asked questions

Where is the best place for a stay in Wintergreen?

Sleep Inn Staunton, located 18.1 mi (29.1 km) from the heart of Wintergreen, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Hotel 24 South and Howard Johnson by Wyndham Staunton. See all available top hotels, or 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.

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 are some accommodations with pools in Wintergreen?

Hotel 24 South: Features complimentary wireless internet access, an indoor pool, and televisions. Howard Johnson by Wyndham Staunton and Days Inn by Wyndham Waynesboro are a couple of other choices with an onsite pool. 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 239 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 Wintergreen Resort is one place to visit. Additionally, you might want to add George Washington National Forest to your itinerary. 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.