Wintergreen Vacation Packages

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Top Wintergreen hotel deals

SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.

SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.

The price is $170 per night
$170
per night
May 13 - May 14
A spa tub is featured at this vacation home, along with barbecue grills.
Hot Tub
Fireplace
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!

Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!

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This condo features an outdoor pool and an indoor pool. A spa tub, a sauna, and barbecue grills are also on offer.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

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Stay at this condo in Nellysford. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
Fireplace
Pet friendly
Fantastic Mountain & Valley Views! On Top of the Mountain & Close to the Resort.

Fantastic Mountain & Valley Views! On Top of the Mountain & Close to the Resort.

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An outdoor pool is featured at this vacation home, along with a garden and barbecue grills.
Luxury Chalet, Best Views in Virginia

Luxury Chalet, Best Views in Virginia

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This chalet features a gym and a spa tub. Families will appreciate the arcade/game room and barbecue grills. A sauna is also provided.
Wingate by Wyndham Waynesboro

Wingate by Wyndham Waynesboro

2.5 out of 5
20 Windigrove Dr, Waynesboro, VA
Free Cancellation
Reserve now, pay when you stay
The price is $80 per night
$80
per night
May 27 - May 28
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and free perks like continental breakfast and free self parking.
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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.

Popular places to visit in Wintergreen

Image for Wintergreen Resort

Wintergreen Resort

4.5/5(79 reviews)

Hit the slopes in Nellysford with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.

Wintergreen Resort
Image for Bold Rock Hard Cider Nellysford Cidery

Bold Rock Hard Cider Nellysford Cidery

4.5/5(6 reviews)

You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Nellysford. Discover the mountain views in this family-friendly area.

Bold Rock Hard Cider Nellysford Cidery
Image for Stoney Creek Golf Course

Stoney Creek Golf Course

Enjoy a round of golf in Nellysford at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.

Stoney Creek Golf Course

Frequently asked questions

How much are vacation packages to Wintergreen?
Splash out on a memorable experience in Wintergreen with a vacation package starting at . Organizing your flights, hotels and tours with Travelocity is easy. And even better, our package deals will leave you with extra cash for loads of fun times.
Where can I get the best vacation package deals for Wintergreen?
Travelocity is here to help you lock in a Wintergreen package deal. With 400 partner airlines and 1,000,000 properties around the world, you’re sure to be able to craft the perfect itinerary.
Why should I purchase my Wintergreen vacation package with Travelocity?
Travel is all about making fantastic new memories and leaving all your worries behind — which is why we have a team of experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you’ll always get the best price available on our huge range of vacation destinations. So what are you waiting for? There’s no time like the present to secure that vacation you’ve always dreamed of.
Can I save on my Wintergreen car rental if I bundle it with a hotel or flight?
Bundling your car, flight and hotel into a Wintergreen vacation package is an excellent way to land the best prices. Plus, having your own rental car gives you the freedom to make your way to all the landmarks you can’t wait to see. Situated 120 mi from Wintergreen, White House is one place that should be on your must-do list. Put together a driving playlist and make a day trip of it.
What is the best time of year to go to Wintergreen?
You can sidestep the crowds and save cold, hard cash in July, November and December, the quietest period for tourism. Peak season months of April, May and June are busier (and more expensive), but there’ll be more happening around Wintergreen. Reserve a hotel in and you’ll get the best value for your dollar. Room rates are normally dearer in .
Which airport is best for Wintergreen?
Charlottesville-Albemarle Airport (CHO) is one of the busiest airports in Wintergreen. You’ll find it 30 mi northeast of the buzzing city center. Other options available to you are Lynchburg Regional Airport (LYH) (40 mi away from central Wintergreen) and Shenandoah Valley Regional Airport (SHD) (25 mi away from central Wintergreen).
Where should I stay when visiting Wintergreen?
Many visitors opt to hit the hay at the Ski - In Ski - Out Wintergreen Condo W. It’s sure to be a great base for your Wintergreen getaway.