Book Hotels in Wintergreen, VA

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Top Wintergreen hotels

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
Enjoy free WiFi, laundry facilities, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
We had a fantastic time. The house was amazing. Everything you need and so spacious. The beds were very comfortable.id love to know the brand and type of the beds. Would definitely come back.

Reviewed on Dec 29, 2025

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Opens in a new windowNew Build! Log Cabin with Hot Tub in Wintergreen
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Wintergreen Resort VA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. A gym and laundry facilities are also provided.
Second time staying at the Condo in Wintergreen. The location is perfect, space immaculate, and beautiful. The condo has all you will need. Perfect for a get away.

Reviewed on Jan 12, 2026

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Opens in a new windowHighlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
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.
Amazing view, providing everything you need!

Reviewed on Jan 19, 2026

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Opens in a new windowBest views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!

Wintergreen Resort VA
$326 nightly
The price is $366 total per night from Jan 27 to Jan 28
$366 total
Jan 27 - Jan 28
Total with taxes and fees
This condo features laundry facilities.
Great host and a great property! Very convenient access to the mountain. Will definitely come back!

Reviewed on Jan 6, 2026

Opens in a new windowEndless Mountain Top Views from All The Way Up!
Wow! What A View!

Wow! What A View!

Wintergreen Resort VA
An outdoor pool is featured at this condo, along with laundry facilities.
Beautiful retreat to the mountains over the holidays! The condo was a perfect spot for us. Spacious & cozy for our family of 4 (included 2 teenage boys). The condo was very clean & nice accomodations which included firewood & a large balcony w/ an incredible view of the mountains & Wintergreen ski ...

Reviewed on Jan 2, 2026

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Opens in a new windowWow! What A View!
The Modern Mountain Condo

The Modern Mountain Condo

Wintergreen Resort VA
$215 nightly
The price is $242 total per night from Feb 2 to Feb 3
$242 total
Feb 2 - Feb 3
Total with taxes and fees
This condo features laundry facilities.
Keith was amazing. He responded in minutes to every question I had. The condo itself was perfect. Across the street from the ski lifts, spotless and every amenity you might need or want for your stay. I can’t say enough about it and plan on going back again very soon!!

Reviewed on Jan 13, 2026

Opens in a new windowThe Modern Mountain Condo
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Roseland VA
$237 nightly
The price is $266 total per night from Jan 27 to Jan 28
$266 total
Jan 27 - Jan 28
Total with taxes and fees
This condo features laundry facilities.
Nice cozy place in the Wintergreen resort. The property is great and has all the amenities. Great location and great place. The host is very responsive and the instructions were easy to follow.

Reviewed on Dec 31, 2025

Opens in a new windowNew construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views

Wintergreen Resort Virginia
$287 nightly
The price is $322 total per night from Feb 18 to Feb 19
$322 total
Feb 18 - Feb 19
Total with taxes and fees
This condo features laundry facilities.
The location was great and the sunrise views were amazing!

Reviewed on Dec 26, 2025

Opens in a new windowPanoramic Peak: Wintergreen Condo with Views
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

Roseland VA
$215 nightly
The price is $241 total per night from Feb 2 to Feb 3
$241 total
Feb 2 - Feb 3
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.
I love this place!!! Will book again everytime we are there!

Reviewed on Dec 30, 2025

Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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See all available properties in Wintergreen
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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 $241. 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 676 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.

Recent Wintergreen hotel reviews by fellow wanderers

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

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

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Amazing view, providing everything you need! "
A verified traveler stayed at Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

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