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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.
"Just wrapped up a fantastic 3-night stay with my husband and our dog—this place is a total gem! Spacious, spotless, comfy, and truly pet-welcoming with everything you would need including thoughtful touches for the fur baby. We loved the king bed (so comfy!), and cozy fireplace for our surprisingly ..."

Reviewed on Aug 29, 2026

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Opens in a new windowWintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Highlands Condo Views for days! Tons of details listed ⬇️☺️

Highlands Condo Views for days! Tons of details listed ⬇️☺️

Wintergreen Resort VA
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. Laundry facilities are provided for your convenience.
"Great place!"

Reviewed on Aug 16, 2026

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Opens in a new windowHighlands Condo Views for days! Tons of details listed ⬇️☺️
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
"Our family had a wonderful time during our stay at Chestnut Springs. The home is beautiful and nestled in the hills. There was plenty of room for six adults and five kids ages eight to sixteen. The hot tub was a big hit as was the comfortable furnishings and the wood burning fireplace. The kitchen ..."

Reviewed on Aug 8, 2026

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Opens in a new windowNew Build! Log Cabin with Hot Tub in Wintergreen
Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!

Wintergreen Resort VA
$221 nightly
The price is $248 total per night from Aug 31 to Sep 1
$248 total
Aug 31 - Sep 1
Total with taxes and fees
This condo features laundry facilities.
"This place was perfect! The views were incredible, the location was ideal, and the house had everything we could need. On top of that, we had to reschedule our stay, and Tyler was incredibly understanding and helpful throughout the entire process. Overall, it was a fantastic experience. 10/10 would ..."

Reviewed on Aug 5, 2026

Opens in a new windowEndless Mountain Top Views from All The Way Up!
Large and Luxurious Exec 5BR Chalet

Large and Luxurious Exec 5BR Chalet

Wintergreen Resort VA
This vacation home features ski-in/ski-out access, laundry facilities, and barbecue grills.
"This property was perfect for our family to celebrate our son’s graduation from Liberty University. It provided a peaceful space with gorgeous surroundings. We were nestled in the woods. The home has plenty of space for kiddos and family to reset. There are stairs to the upper level. Three bedrooms ..."

Reviewed on May 23, 2026

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Opens in a new windowLarge and Luxurious Exec 5BR Chalet
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen Resort VA
$294 nightly
The price is $330 total per night from Aug 31 to Sep 1
$330 total
Aug 31 - Sep 1
Total with taxes and fees
An outdoor pool is featured at this condo, along with laundry facilities.
"Great location. Beautiful view."

Reviewed on Aug 16, 2026

Opens in a new windowWintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
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.
"The property was very clean and beautiful. It had some modern touches,yet felt rustic mountain. Plenty of room and comfortable. Beautiful views. Unfortunately it rained our three days,so we were unable to use the hot tub. But the rain on the surrounding trees sounded beautiful and the windows looking ..."

Reviewed on Aug 5, 2026

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Opens in a new windowCozy Cabin with private HOT TUB!
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Roseland VA
$190 nightly
The price is $213 total per night from Aug 31 to Sep 1
$213 total
Aug 31 - Sep 1
Total with taxes and fees
An outdoor pool is featured at this condo, along with laundry facilities.
"Great place and"

Reviewed on Aug 12, 2026

Opens in a new windowCozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

Roseland VA
$229 nightly
The price is $257 total per night from Sep 27 to Sep 28
$257 total
Sep 27 - Sep 28
Total with taxes and fees
A hot tub is featured at this condo, along with laundry facilities.
"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its ..."

Reviewed on Aug 15, 2026

Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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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 $213. 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 668 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

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

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

5 out of 5
Posted 16 hours ago
Travelocity Verified Review
"Just wrapped up a fantastic 3-night stay with my husband and our dog—this place is a total gem! Spacious, spotless, comfy, and truly pet-welcoming with everything you would need including thoughtful touches for the fur baby. We loved the king bed (so comfy!), and cozy fireplace for our surprisingly chilly August nights. You can tell the owner really cares for this place, and it shows in every detail—from the decor, entertainment options, furnishings and more, to the well-stocked kitchen. Also, the location within Wintergreen Resort is ideal. Heather, our host, was super responsive and a real pleasure to rent from. You'd be hard-pressed to find a better place or host."
A verified traveler stayed at Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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