Book Hotels in Wintergreen, VA

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Wintergreen hotels

Lofty Pursuits: Spectacular View + EV Charger

Lofty Pursuits: Spectacular View + EV Charger

Wintergreen Resort VA
$371 nightly
The price is $395 total per night from Jan 14 to Jan 15
$395 total
Jan 14 - Jan 15
Total with taxes and fees
Book a stay at this ski cabin in Wintergreen. Enjoy free WiFi, ski-in/ski-out access, and an in-room coffeemaker. Popular attractions Wintergreen Resort and ...
Simply delightful. Aside from the astounding views, all of the furniture and kitchen supplies were of great quality. The location was ideal. We loved every minute of our stay and would go back again. Can’t forget to mention how comfy the beds were (softest linens) and we used the fireplace the whole ...

Reviewed on Oct 12, 2025

Opens in a new windowLofty Pursuits: Spectacular View + EV Charger
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
$906 nightly
The price is $1,017 total per night from Jan 7 to Jan 8
$1,017 total
Jan 7 - Jan 8
Total with taxes and fees
Enjoy free WiFi, laundry facilities, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
Kitchen was fully supplied and all appliances worked great.

Reviewed on Dec 20, 2025

Opens in a new windowNew Build! Log Cabin with Hot Tub in Wintergreen
The Modern Mountain Condo

The Modern Mountain Condo

Wintergreen Resort VA
$239 nightly
The price is $268 total per night from Jan 5 to Jan 6
$268 total
Jan 5 - Jan 6
Total with taxes and fees
This condo features laundry facilities.
Beautiful home that made the perfect mountain ski weekend. The host was great at communicating and made our trip wonderful and stress free!

Reviewed on Dec 27, 2025

Opens in a new windowThe Modern Mountain Condo
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Wintergreen Resort VA
This condo features laundry facilities.
A million dollar view. The beds are comfortable. Kitchen are well equipped

Reviewed on Dec 24, 2025

Get rates
Opens in a new windowCozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Wintergreen VA
This condo features an outdoor pool and an indoor pool. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
We absolutely loved this condo, and especially the outstanding views.....a front row seat to gorgeous winter sunrises in your pjs! It was well equipped with everything one needs and was super cozy with a wood burning fireplace to boot. This 2 bedroom was perfect for 2 couples on a birthday weekend....an ...

Reviewed on Dec 14, 2025

Get rates
Opens in a new windowBest views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Wow! What A View!

Wow! What A View!

Wintergreen Resort VA
An outdoor pool is featured at this condo, along with laundry facilities.
Everything was perfect. Loved the view

Reviewed on Nov 26, 2025

Get rates
Opens in a new windowWow! What A View!
RARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!

RARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!

Wintergreen Resort VA
This condo includes free WiFi in public areas and laundry facilities.
This condo has everything you need! Homey and welcoming it’s also steps away from the ski slopes. Owner is helpful and responsive. will be back!

Reviewed on Dec 24, 2025

Get rates
Opens in a new windowRARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!
Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen Resort VA
$293 nightly
The price is $328 total per night from Jan 13 to Jan 14
$328 total
Jan 13 - Jan 14
Total with taxes and fees
An outdoor pool is featured at this condo, along with laundry facilities.
The host is very welcoming. Rooms were nice and clean. We really enjoyed the view of the mountains!

Reviewed on Dec 26, 2025

Opens in a new windowWintergreen. Sunset Vista Villa - Sea of Mountains
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland VA
$216 nightly
The price is $242 total per night from Jan 4 to Jan 5
$242 total
Jan 4 - Jan 5
Total with taxes and fees
A water park and a hot tub are featured at this smoke-free condo. Laundry facilities are provided for your convenience.
Overall we had an amazing time at this location. The view was beautiful and the apartment was more than spacious enough for 4 people. The size of the kitchen was great especially when cooking big meals for everyone. We all loved having a wood fireplace and being able to enjoy the warmth and hearing ...

Reviewed on Dec 14, 2025

Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Don't see what you're looking for?
See all available properties in Wintergreen
View all properties
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.

Wintergreen Hotel & Travel Guide\n

Within a 6-mile (10-kilometer) radius of the center of Wintergreen, through Travelocity's booking page you can select from a limited, yet excellent mix of rooms. You'll find 2 lodgings within a 6-mile (10-kilometer) distance of the center of town.

There are a choice of places to stay found within a 6-mile (10-kilometer) radius, including the The Mark Addy Bed & Breakfast and Rockfish Valley Inn.

The The Iris Inn Bed & Breakfast can be found 10 miles (16 kilometers) from the heart of Wintergreen. If you would prefer another option, the Frederick House is positioned 19 miles (31 kilometers) away. The Residence Inn Marriott Waynesboro as well as the Hampton Inn Waynesboro Stuarts Draft are two other recommended options around Wintergreen.

After you and your traveling partner have really explored Wintergreen, why not discover a little more of the region? The Central Virginia region boasts countless great other cultural and scenic delights to offer. Central Virginia is well known for rolling hills, and common visitor sights include history museums. Common activities in this particular part of United States of America include hiking, horse riding and shore fishing.

Located 25 miles (39 kilometers) to the northeast of Wintergreen is The Corner district, which offers a variety of Travelocity-listed bases. Rooms here include the Omni Charlottesville Hotel and Hampton Inn & Suites Charlottesville-At the University.

Prior to leaving Charlottesville, ensure you experience some sport. Get to Scott Stadium, located northeast of Wintergreen. Modern travelers wishing to find hotels in the area surrounding the game should check out the Residence Inn By Marriott Charlottesville or the Hyatt Place Charlottesville.

Travelocity's comprehensive travel guide is also a good way to pick up the secrets of Wintergreen.

Frequently asked questions

What are the top kid-friendly hotels in Wintergreen?
From carefully considered amenities to more room to move, kid-friendly hotels are equipped with features that can help transform a routine family vacation into a fantastic one. These Wintergreen properties make getting away with young ones a cinch: Best views on Mountain! Remodeled-Breathtaking 5 Star. Book Spring and Summer! will help make your break the best one yet. It comes with a range of conveniences geared toward families, such as a swimming pool and a sauna. Alternatively, spend your nights enjoying the comforts of Pine Cottage: Hot Tub and Central to Nelson 151. Take advantage of a king bed, a firepit and more here.
Where can I find cheap hotels in Wintergreen?
At Travelocity you'll find really nice hotels in Wintergreen at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Wintergreen rather than in Wintergreen. We may find you even better rates, too.
How do I find the best Wintergreen hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Wintergreen then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Wintergreen?
The cheapest hotel in Wintergreen is $242. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Wintergreen?
There are 670 hotels in Wintergreen on Travelocity.
What are the best hotels in Wintergreen?
Wintergreen has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Wintergreen for you!
When is the best time to visit Wintergreen?
If you want the joy of a fun-filled trip in peak season, visit Wintergreen during April, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as July, November and December.
When is the cheapest time to stay in Wintergreen?
Based on historic data is usually the cheapest month to visit Wintergreen. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Wintergreen?
There are multiple hotels in Wintergreen that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Wintergreen. We have plenty of kid-friendly hotels in Wintergreen to choose from on Travelocity!
Why book a hotel in Wintergreen through Travelocity?
Because we have the top hotels in Wintergreen! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Wintergreen on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Explore More Ways to Travel with Travelocity