Wintergreen Holidays

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Your Wintergreen Holiday

Lock in a Wintergreen holiday package and get set to experience everything this city has to offer. Think about staying in the neighbourhood of Laurel Ridge, which is great for skiing, adventure sports and mountain biking. Ready to explore your new surroundings? Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course and Hill Top Berry Farm & Winery are some of the top-rated places to visit during a trip to Wintergreen. A couple of clicks is all it takes to build a tailor-made Wintergreen holiday on Expedia.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Wintergreen Holiday

Wintergreen Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charlottesville-Albemarle Airport (CHO)
Population
170
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Bold Rock Hard Cider Nellysford Cidery, Hill Top Berry Farm & Winery and Stoney Creek Golf Course

Our pick of the best Wintergreen Hotel Deals

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Roseland
The price is AU$596 per night from 1 Dec to 2 Dec
AU$596
includes taxes & fees
1 Dec - 2 Dec
9.4/10 Exceptional! (234 reviews)
Wedding Getaway
"We came to stay in this area to attend my best friend's wedding. There were around 100 guests at the wedding and everyone had rented a home in the area. Our location was perfect! We were near other guests, the venue, and several breweries. There were several activities planed at the resort as well. ..."

Reviewed on 13 Nov. 2024

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Best views on Mountain! Breathtaking 5 Star. Available Ski Season!  BOOK NOW!
Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!
Wintergreen
9.8/10 Exceptional! (208 reviews)
Repeat offenders of this amazing 5 star stay!
"Our annual girls weekends are our favorite time of year staying here. The coziness, the stunning views, and amazing host are unbeatable!"

Reviewed on 17 Nov. 2024

Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Roseland
10/10 Exceptional! (294 reviews)
Peaceful Getaway
"The property is very well maintained. The host is amazing, she makes sure that you have most of what you may need stocked in the condo. The condo was so peaceful that me and my wife didn't want to leave."

Reviewed on 18 Nov. 2024

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

Frequently asked questions

How much does a Wintergreen holiday package cost?
Starting from a low , a package is your gateway to affordable travel. Put together your Wintergreen getaway by choosing from our extensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Wintergreen?
Bundling your flight and hotel with Expedia won’t just save valuable time — it’ll save you dollars too. A Wintergreen holiday package makes it simple to arrange the perfect trip. With more than 550 airlines across the world to pick from, finding convenient flights that fit your schedule will be no sweat. On top of that, we’ve got over 1 000 000 hotels globally to select from. Now that’s what you call choice. No matter who you are, Expedia puts the world within your reach.
Where should I stay in Wintergreen?
You’ll want to stay where the action is. Many people like to book hotels in the vicinity of popular attractions, such as Wintergreen Resort, Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course.
What are the top hotels in Wintergreen?
Many people opt to stay at Wintergreen Five Star Rated One Bedroom Condo At Affordable Prices in Pedlars Edge. If it’s your first visit to Wintergreen, you’ll receive a warm welcome here.
How far in advance should I book my Wintergreen holiday?
Browse Expedia to compare flights as soon as you know your travel dates. You can usually purchase a ticket up to 12 months before departure. If it’s too early for your preferred air carrier, or you have to book last minute, don’t despair. Cheap fares to Wintergreen sometimes appear a few weeks before departure.
What does an Expedia Wintergreen travel package include?
Flights, car rentals and hotels — we connect you to the very best bargains. All you’ll have to do is decide on your preferred combination. Once you’ve made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it easy to customize an amazing Wintergreen holiday.
What should I know before booking a Wintergreen travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock great discounts. Hotels aren’t your only choice, though. Book with us and choose from beach villas, rural cottages and everything in between!
Can I choose my airline with a Wintergreen Expedia holiday package?
Yes, the choice is yours. Expedia has access to more than 550 airlines globally, so you can customize your Wintergreen trip according to your travel needs.
If I'm not able to travel, can I cancel my Wintergreen holiday package?
Yes, you can. We totally understand that life happens, so we’re happy to help if you have to make changes to your Wintergreen holiday package. It may be possible to cancel or amend your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

What to do in Wintergreen

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.