Photo by Rebecca Brent

Wintergreen Hotels from S$70

February 2025

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Check prices for these dates

Tonight
25 Feb - 26 Feb
Tomorrow
26 Feb - 27 Feb
This weekend
28 Feb - 2 Mar
Next weekend
7 Mar - 9 Mar

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Top 10 trending Wintergreen hotels

Blackwood Chalet
Terrace/patio

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$516
includes taxes & fees
3 Mar - 4 Mar
Blackwood Chalet
Woodville Bed and Breakfast
Seasonal outdoor pool

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (50)
"Excellent stay. Typical Virginia style but modern amenities. Awesome host. The best breakfast. "
The price is S$381
includes taxes & fees
3 Mar - 4 Mar
Woodville Bed and Breakfast
The Crossroads Inn
Winery

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (21)
"This was our second time here. It will definitely become an annual stay. Our favorite place to stay in Charlottesville and our favorite Virginia winery Pippin Hill. "
The price is S$283
includes taxes & fees
27 Feb - 28 Feb
The Crossroads Inn
Basecamp151
Exterior

Basecamp151

3.0 star property
9.4 out of 10, Exceptional, (63)
"Great location. Within 10 minutes from popular vineyards and breweries. "
The price is S$190
includes taxes & fees
4 Mar - 5 Mar
Basecamp151
Afton Mountain Inn
Property grounds

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (57)
"Amazing stay! There are plenty of great amenities. "
The price is S$275
includes taxes & fees
10 Mar - 11 Mar
Afton Mountain Inn
The Farmhouse at Veritas
Exterior

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (29)
"An amazing experience, would definitely recommend."
The price is S$488
includes taxes & fees
10 Mar - 11 Mar
The Farmhouse at Veritas
Village Inn
Aerial view

Village Inn

2.0 star property
9.0 out of 10, Wonderful, (184)
"It’s clean and it’s warm, what else can I ask from a hotel? Nothing extra, but nice for a night"
The price is S$135
includes taxes & fees
27 Feb - 28 Feb
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 S$630
includes taxes & fees
27 Feb - 28 Feb
Stoney Creek Cottage Off The VA 151 Wine Trail
Afton Mountain Vineyards
Laptop workspace, free WiFi

Afton Mountain Vineyards

2.0 star property
The price is S$361
includes taxes & fees
6 Mar - 7 Mar
Afton Mountain Vineyards
Grey Pine Lodge
Exterior

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (70)
"We had a great stay! Clean & cozy, we would definitely recommend staying here to others and would stay here again!"
The price is S$151
includes taxes & fees
27 Feb - 28 Feb
Grey Pine Lodge
Red Hill Bed and Breakfast
Interior

Red Hill Bed and Breakfast

3.0 star property
8.2 out of 10, Very good, (21)
"Wonderful stay! "
The price is S$450
includes taxes & fees
27 Feb - 28 Feb
Red Hill Bed and Breakfast
Piedmont Grove
Exterior

Piedmont Grove

2.0 star property
9.4 out of 10, Exceptional, (22)
"Very happy with our stay..."
The price is S$284
includes taxes & fees
10 Mar - 11 Mar
Piedmont Grove
Quality Inn Waynesboro - Skyline Drive
Desk, laptop workspace, blackout curtains, iron/ironing board

Quality Inn Waynesboro - Skyline Drive

2.5 star property
7.0 out of 10, Good, (749)
"Great stay for a great price"
The price is S$89
includes taxes & fees
4 Mar - 5 Mar
Quality Inn Waynesboro - Skyline Drive
Econo Lodge Waynesboro - Skyline Drive
Free daily continental breakfast

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
7.6 out of 10, Good, (54)
"Wonderful staff who upgraded our reservation for a larger room very quickly."
The price is S$70
includes taxes & fees
4 Mar - 5 Mar
Econo Lodge Waynesboro - Skyline Drive
Wingate by Wyndham Waynesboro
Desk, iron/ironing board, free wired Internet, bed sheets

Wingate by Wyndham Waynesboro

2.5 star property
8.6 out of 10, Excellent, (782)
"Overnight on our way to South Carolina. Very clean and comfortable."
The price is S$104
includes taxes & fees
4 Mar - 5 Mar
Wingate by Wyndham Waynesboro
Comfort Inn
Exterior

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (856)
"Room was cleanliness, many options for breakfast and staffs were gentle and friendly. I will be come back again"
The price is S$119
includes taxes & fees
3 Mar - 4 Mar
Comfort Inn
Residence Inn Marriott Waynesboro
Property amenity

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (415)
"This was such a beautiful and clean hotel. My two year old had a blast in the pool. Super clean and the beds were so comfy. Room was clean and ALL the staff was so sweet. Rosa who was cleaning the rooms was absolutely sweet and helpful and so kind. Would stay again in a heartbeat. The breakfast was amazing as well. Highly recommend!"
The price is S$176
includes taxes & fees
17 Mar - 18 Mar
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, (269)
"Great place to stay. Right off of highway. "
The price is S$165
includes taxes & fees
4 Mar - 5 Mar
Holiday Inn Express And Suites Waynesboro East by IHG
Days Inn by Wyndham Waynesboro
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1003)
"Good distance from Wintergreen and lots of places to eat nearby. "
The price is S$75
includes taxes & fees
4 Mar - 5 Mar
Days Inn by Wyndham Waynesboro
Super 8 by Wyndham Waynesboro
Desk, free cots/infant beds, rollaway beds, free WiFi

Super 8 by Wyndham Waynesboro

2.0 star property
7.6 out of 10, Good, (850)
"Good"
The price is S$87
includes taxes & fees
4 Mar - 5 Mar
Super 8 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, hiking and more!

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

Frequently asked questions

Where is the best place for a stay in Wintergreen?

Wingate by Wyndham Waynesboro, located 12.4 mi (20 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 Hotel 24 South and Sleep Inn 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! 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 is the best spa hotel in Wintergreen?

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

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 240 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.