Book Hotels in Wintergreen, VA

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

This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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
Property amenities
Property amenities
Accessibility
Accessibility

Top Wintergreen hotels

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Roseland VA
This condo features laundry facilities.
"Lovely condo with everything you could need for an enjoyable stay. Definitely recommend this rental and the host."

Reviewed on Sep 22, 2026

Get rates
Opens in a new windowWintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

Nellysford VA
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
"Nice house/property. Excellent location for nature/breweries."

Reviewed on Sep 5, 2026

Get rates
Opens in a new windowCozy Cabin with private HOT TUB!
Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade

Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade

Wintergreen Resort VA
$680 nightly
The price is $741 total per night from Oct 21 to Oct 22
$741 total
Oct 21 - Oct 22
Total with taxes and fees
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
"the family loved the house again this year. the method of communication with vrbo is very difficult. never felt like i get questions answered"

Reviewed on Sep 21, 2026

Opens in a new windowBlue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

Wintergreen Resort VA
$872 nightly
The price is $979 total per night from Oct 20 to Oct 21
$979 total
Oct 20 - Oct 21
Total with taxes and fees
This vacation home features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.
"Mountain Treehouse was perfect for our girls getaway. Plenty of gathering spaces, clean and had everything we needed to be comfortable and enjoy our stay."

Reviewed on Oct 13, 2026

Opens in a new windowNewly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

Wintergreen VA
A sauna is featured at this condo, along with laundry facilities and barbecue grills.
"Beautiful views with all the necessary amenities. Maureen, the host, was always responsive to our questions and communication was excellent."

Reviewed on Oct 14, 2026

Get rates
Opens in a new windowBest views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend
Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!

Wintergreen Resort VA
$230 nightly
The price is $258 total per night from Oct 18 to Oct 19
$258 total
Oct 18 - Oct 19
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Laundry facilities are provided for your convenience.
"Very cozy place at a beautiful location. The community was very quiet and you are staying right on a mountain. Well equipped kitchen for a long weekend stay and the master bed was comfy"

Reviewed on Oct 13, 2026

Opens in a new windowEscape to the Blue Ridge Mountains at Wine-tergreen!
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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

Roseland VA
$220 nightly
The price is $247 total per night from Nov 12 to Nov 13
$247 total
Nov 12 - Nov 13
Total with taxes and fees
This condo features laundry facilities.
"This place was spotless and cozy we loved it!"

Reviewed on Sep 7, 2026

Opens in a new windowNew construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

Roseland VA
$224 nightly
The price is $251 total per night from Oct 25 to Oct 26
$251 total
Oct 25 - Oct 26
Total with taxes and fees
A hot tub is featured at this condo, along with laundry facilities.
"Great place! Will remember for next visit for sure!"

Reviewed on Sep 25, 2026

Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!

Wintergreen Resort VA
This condo features laundry facilities.
Get rates
Opens in a new windowEndless Mountain Top Views from All The Way Up!
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 $247. 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 667 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! Available October 2-4 weekend

Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Beautiful views with all the necessary amenities. Maureen, the host, was always responsive to our questions and communication was excellent."
A verified traveler stayed at Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend
Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

Explore More Ways to Travel with Travelocity