Photo by Rebecca Brent

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Aug 6 - Aug 7
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Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
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Aug 15 - Aug 17

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Top 10 trending Wintergreen hotels

Blackwood Chalet
Exterior

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is P9,695
P22,361 total
includes taxes & fees
Aug 11 - Aug 12
Blackwood Chalet
Woodville Bed and Breakfast
Seasonal outdoor pool

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (51)
"Second time staying here and we will be back. Marvelous hospitality and divine breakfast. "
The price is P12,919
P14,767 total
includes taxes & fees
Aug 11 - Aug 12
Woodville Bed and Breakfast
The Crossroads Inn
Winery

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The Crossroads Inn
Modern Nellysford Getaway on 40 Private Acres!
Interior

Modern Nellysford Getaway on 40 Private Acres!

3.0 star property
The price is P15,489
P32,952 total
includes taxes & fees
Aug 19 - Aug 20
Modern Nellysford Getaway on 40 Private Acres!
Afton Mountain Inn
Property grounds

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"Great place!"
The price is P8,013
P11,879 total
includes taxes & fees
Aug 26 - Aug 27
Afton Mountain Inn
The Farmhouse at Veritas
Exterior

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
The price is P18,644
P20,937 total
includes taxes & fees
Aug 7 - Aug 8
The Farmhouse at Veritas
Village Inn
Exterior

Village Inn

2.0 star property
9.0 out of 10, Wonderful, (197)
"Itvwas a good place. It was just what we wre looking for. We were traveling thru the area and need a place to crash for the night"
The price is P5,736
P6,442 total
includes taxes & fees
Aug 14 - Aug 15
Village Inn
Stoney Creek Cottage Off The VA 151 Wine Trail
Room

Stoney Creek Cottage Off The VA 151 Wine Trail

2.0 star property
The price is P11,784
P39,752 total
includes taxes & fees
Aug 10 - Aug 11
Stoney Creek Cottage Off The VA 151 Wine Trail
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is P19,361
P21,742 total
includes taxes & fees
Aug 7 - Aug 8
Afton Mountain Vineyards
Grey Pine Lodge
Exterior

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (100)
"We had a great stay! Clean & cozy, we would definitely recommend staying here to others and would stay here again!"
The price is P5,927
P7,623 total
includes taxes & fees
Aug 7 - Aug 8
Grey Pine Lodge
Waynesboro Home Near Wintergreen Charlottesville
Room

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is P9,285
P33,416 total
includes taxes & fees
Aug 10 - Aug 11
Waynesboro Home Near Wintergreen Charlottesville
Piedmont Grove
Exterior

Piedmont Grove

2.0 star property
9.4 out of 10, Exceptional, (26)
"Lovely place"
The price is P10,842
P12,176 total
includes taxes & fees
Aug 11 - Aug 12
Piedmont Grove
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 P3,542
P3,943 total
includes taxes & fees
Aug 17 - Aug 18
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, (88)
"Room was nice! Breakfast buffet was pretty good."
The price is P3,098
P3,448 total
includes taxes & fees
Aug 14 - Aug 15
Econo Lodge Waynesboro - Skyline Drive
Iris Inn and Cabins
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 P16,041
P17,854 total
includes taxes & fees
Aug 7 - Aug 8
Iris Inn and Cabins
Royal Inn Motel
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 P4,876
P5,427 total
includes taxes & fees
Aug 15 - Aug 16
Royal Inn Motel
Comfort Inn
Exterior

Comfort Inn

2.5 star property
8.4 out of 10, Very Good, (931)
"Nice clean hotel, friendly staff."
The price is P4,595
P5,114 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn
Residence Inn Marriott Waynesboro
Property amenity

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (433)
"I was impressed and loved the stay. Sometimes a hotel thats dog friendly have a smell. This place very clean no smell. I loved my stay here will recommend "
The price is P8,301
P9,240 total
includes taxes & fees
Aug 31 - Sep 1
Residence Inn Marriott Waynesboro
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, (391)
"Great place to stay"
The price is P6,482
P7,215 total
includes taxes & fees
Aug 14 - Aug 15
Holiday Inn Express And Suites Waynesboro East by IHG
Days Inn by Wyndham Waynesboro
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1001)
"Amazing"
The price is P3,072
P3,419 total
includes taxes & fees
Aug 17 - Aug 18
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, beer, and more!

See all hotels in Wintergreen
Photo by Rebecca Brent
Open Photo by Rebecca Brent

Top Wintergreen Hotel Reviews

avid hotel Staunton by IHG

avid hotel Staunton by IHG

10/10 Excellent
"It was great"
Scott 1-night trip
Posted 4 days ago
avid hotel Staunton by IHG

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 traveler data. Other good choices for your stay in the area are Holiday Inn Express And Suites Staunton by IHG and Holiday Inn Express And Suites Waynesboro East by IHG. 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. Holiday Inn Express And Suites Staunton by IHG and Holiday Inn Express And Suites Waynesboro East by IHG 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 241 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.