Photo by Rebecca Brent

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Aug 16 - Aug 17
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Aug 17 - Aug 18
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Aug 22 - Aug 24
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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 P8,276
P20,710 total
includes taxes & fees
Aug 19 - Aug 20
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 P12,791
P14,620 total
includes taxes & fees
Aug 17 - Aug 18
Woodville Bed and Breakfast
The Crossroads Inn
1 bedroom, Frette Italian sheets, premium bedding, down comforters

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The Crossroads Inn
Afton Mountain Inn
Property grounds

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"Great place!"
The price is P7,970
P11,793 total
includes taxes & fees
Sep 9 - Sep 10
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 P18,501
P20,776 total
includes taxes & fees
Aug 18 - Aug 19
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 P5,692
P6,392 total
includes taxes & fees
Aug 26 - Aug 27
Village Inn
Stoney Creek Cottage Off The VA 151 Wine Trail
4 bedrooms

Stoney Creek Cottage Off The VA 151 Wine Trail

2.0 star property
The price is P10,332
P37,610 total
includes taxes & fees
Aug 19 - Aug 20
Stoney Creek Cottage Off The VA 151 Wine Trail
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is P19,924
P22,374 total
includes taxes & fees
Aug 26 - Aug 27
Afton Mountain Vineyards
Grey Pine Lodge
Exterior

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (103)
"Easy self check in. Close to the blue ridge parkway. Great place to stay after a day of riding. "
The price is P5,853
P7,528 total
includes taxes & fees
Aug 17 - Aug 18
Grey Pine Lodge
Piedmont Grove
Exterior

Piedmont Grove

2.0 star property
9.4 out of 10, Exceptional, (27)
"Lovely place"
The price is P10,788
P12,115 total
includes taxes & fees
Aug 21 - Aug 22
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, (782)
"Rooms are spacious. Front office reception was above average. Kid loved the pool."
The price is P3,700
P4,118 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, (90)
"Very nice hotel. Room was very clean and bed was comfortable. Staff was very friendly. The breakfast was very good with lots of options available."
The price is P3,029
P3,371 total
includes taxes & fees
Sep 14 - Sep 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 P15,960
P17,764 total
includes taxes & fees
Aug 17 - Aug 18
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 P4,839
P5,385 total
includes taxes & fees
Aug 17 - Aug 18
Royal Inn Motel
Comfort Inn
Exterior

Comfort Inn

2.5 star property
8.4 out of 10, Very Good, (938)
"Good convenient place "
The price is P4,572
P5,089 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn
Residence Inn Marriott Waynesboro
Property amenity

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (434)
"From check in to check out, the entire experience was exceptional. Staff at front desk were extremely friendly, polite and helpful with recommendations in the area. Highly recommended and would not hesitate to return"
The price is P10,616
P11,816 total
includes taxes & fees
Aug 31 - Sep 1
Residence Inn Marriott Waynesboro
Holiday Inn Express & Suites Waynesboro East by IHG
Exterior

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (400)
"Great place to stay"
The price is P6,433
P7,159 total
includes taxes & fees
Aug 28 - Aug 29
Holiday Inn Express & 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, (1003)
"Amazing"
The price is P3,348
P3,726 total
includes taxes & fees
Aug 24 - Aug 25
Days Inn by Wyndham Waynesboro
Super 8 by Wyndham Waynesboro
Desk, free cribs/infant beds, rollaway beds, free WiFi

Super 8 by Wyndham Waynesboro

2.0 star property
7.6 out of 10, Good, (905)
"Great place to stay "
The price is P3,677
P4,093 total
includes taxes & fees
Aug 19 - Aug 20
Super 8 by Wyndham Waynesboro
Best Western Plus Waynesboro Inn & Suites Conference Center
Exterior

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 star property
8.6 out of 10, Excellent, (1002)
"Very nice place to stay, comfortable."
The price is P5,081
P5,655 total
includes taxes & fees
Aug 28 - Aug 29
Best Western Plus Waynesboro Inn & Suites Conference Center
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!

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

Top Wintergreen Hotel Reviews

Clarion Pointe Staunton East

Clarion Pointe Staunton East

10/10 Excellent
"enterance drive appearence needs work"
scott 1-night trip
Posted 2 days ago
Clarion Pointe Staunton East

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 & Suites Staunton by IHG and Holiday Inn Express & 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 & Suites Staunton by IHG and Holiday Inn Express & 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 240 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.