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.
Overall great experience. We did take down one smoke detector in down stairs bedroom due to beeping and I did not know where any batteries were. Other than that, everything was great!

Reviewed on Oct 17, 2025

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Opens in a new windowNew Build! Log Cabin with Hot Tub in Wintergreen
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

Wintergreen Resort
This condo features laundry facilities.
Nice neat home. Had all conveniences we needed and it was close to the wedding venue

Reviewed on Oct 29, 2025

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Opens in a new windowTop of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
Wow! What A View!

Wow! What A View!

Wintergreen Resort
An outdoor pool is featured at this condo, along with laundry facilities.
The most amazing view of a sunrise .. nob

Reviewed on Nov 4, 2025

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Opens in a new windowWow! What A View!
You deserve it all! Awesome Views, Comfy Condo & Elevator!

You deserve it all! Awesome Views, Comfy Condo & Elevator!

Wintergreen Resort
An outdoor pool is featured at this condo, along with laundry facilities and barbecue grills.
Our stay was wonderful! The view was spectacular and even watched a bear wander underneath our 3rd floor balcony! Made this Louisiana girl’s day!

Reviewed on Oct 31, 2025

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Opens in a new windowYou deserve it all! Awesome Views, Comfy Condo & Elevator!
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Wintergreen Resort
This condo features laundry facilities.
The view is incredible! We loved the set up. Everything was well stocked and comfortable. This place makes you feel right at home.

Reviewed on Nov 10, 2025

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Opens in a new windowBreathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
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
The price is $249 total per night from Dec 1 to Dec 2
$249 total
per night
Dec 1 - Dec 2
This condo features laundry facilities.
Wonderful place. Cozy, clean, and a lot of thoughtful additions like providing shampoo/conditioner, etc. Would def stay again.

Reviewed on Nov 12, 2025

Opens in a new windowNew construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Wintergreen Resort
This condo features free WiFi in public areas, laundry facilities, and barbecue grills.
Clean and comfortable.

Reviewed on Nov 3, 2025

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Opens in a new windowRosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

Roseland VA
The price is $189 total per night from Nov 19 to Nov 20
$189 total
per night
Nov 19 - Nov 20
A water park and a hot tub are featured at this smoke-free condo. Laundry facilities are provided for your convenience.
The view was beautiful! Parking and check in were very easy. Was overall very clean but dated and a little banged up. In need of paint in several areas. Do not plan to watch TV in living room as the TV is too far off to the side in a cabinet to watch from the couch. We watched TV in the bedroom and ...

Reviewed on Oct 12, 2025

Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

2 out of 5
Wintergreen Resort, VA
This chalet features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A sauna ...
Our family had an excellent experience staying at this home during the fall. The host was extremely responsive, promptly addressing all of our questions and making sure we felt welcome. The house was exceptionally comfortable, spacious, and thoughtfully stocked with all the necessary utensils and ...

Reviewed on Nov 13, 2025

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Opens in a new windowFully Loaded 8BR in Wintergreen! Sleeps 23
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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 $189. 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 656 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

Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Our family had an excellent experience staying at this home during the fall. The host was extremely responsive, promptly addressing all of our questions and making sure we felt welcome. The house was exceptionally comfortable, spacious, and thoughtfully stocked with all the necessary utensils and essentials. We particularly appreciated the hot tub and pool table, which made it a memorable stay for our children as well. Overall, we thoroughly enjoyed our time and would highly recommend this property to others."
A verified traveler stayed at Fully Loaded 8BR in Wintergreen! Sleeps 23
Fully Loaded 8BR in Wintergreen! Sleeps 23

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