Book Hotels in Wintergreen, VA

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Oct 30 - Nov 1
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Top Wintergreen hotels

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

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

Wintergreen Resort VA
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
"Great place to stay and relax! The house was very clean, and my kids loved the game room. Would definitely stay there again, possibly during ski season."

Reviewed on Oct 16, 2026

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Opens in a new windowBlue Ridge Cabin · Hot Tub· 3 Levels · 3 Scenic Decks · Music Game Room · Arcade
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.
"Fairly clean. Didnt use fireplace. Hot tub was nice but some small dirt particles (probably from the fallen leaves). Small and cozy. Loft room not usable due to only a ladder to access. Not an issue for our group due to only 4 people.For the price it was good. Host was responsive. Zero phone signal ..."

Reviewed on Oct 13, 2026

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Opens in a new windowCozy Cabin with private HOT TUB!
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

Wintergreen Resort VA
This vacation home features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.
"Wonderful stay at this gorgeous property. Owners were communicative and the place was beautiful. Will be back!"

Reviewed on Oct 20, 2026

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Opens in a new windowNewly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
Family Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

Family Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

Wintergreen Resort VA
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
"The house was perfect. Kevin and Jen were VERY responsive to questions. I was unable to take the trash down to the dumpster and Kevin was super accommodating and offered a quick solution. We would absolutely stay there again. Highly recommended."

Reviewed on Oct 18, 2026

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Opens in a new windowFamily Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill
Best views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!

Best views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!

Wintergreen VA
A sauna is featured at this condo, along with laundry facilities and barbecue grills.
"What a gorgeous location to watch the sunrise and to enjoy the fall foliage! Perfect for a weekend away!"

Reviewed on Oct 25, 2026

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Opens in a new windowBest views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!
Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

Wintergreen Resort VA
This vacation home features a gym and a hot tub. Laundry facilities and barbecue grills are also provided.
"We had a lovely experience staying at this property. We stayed two nights with our 3 kids (ages 5, 7, 9) and we all thoroughly enjoyed the hot tub, Pac Mac console and enjoyed making a fire and roasting s'mores. The house was very clean, beds were comfortable and communication was prompt. We did ..."

Reviewed on Oct 20, 2026

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Opens in a new windowCozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard
Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.

Wintergreen Resort VA
$225 nightly
The price is $253 total per night from Nov 1 to Nov 2
$253 total
Nov 1 - Nov 2
Total with taxes and fees
This condo features laundry facilities.
"Great experience with host. I messed up the reservation and host was extremely responsive and accommodating. Check in instructions were perfect. Great location. Quiet, clean, comfortable."

Reviewed on Sep 13, 2026

Opens in a new windowUpdated! Cozy and clean two bedroom condo.
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

Roseland VA
$217 nightly
The price is $243 total per night from Nov 3 to Nov 4
$243 total
Nov 3 - Nov 4
Total with taxes and fees
A hot tub is featured at this condo, along with laundry facilities.
"Well appointed property with an amazing view. Excellent for entertaining or just relaxing."

Reviewed on Oct 12, 2026

Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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 29 to Oct 30
$258 total
Oct 29 - Oct 30
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Laundry facilities are provided for your convenience.
Opens in a new windowEscape to the Blue Ridge Mountains at Wine-tergreen!
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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 $243. 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 662 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 Nov 20-22 weekend!

Best views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"What a gorgeous location to watch the sunrise and to enjoy the fall foliage! Perfect for a weekend away!"
A verified traveler stayed at Best views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!
Best views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!

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