Wintergreen Holidays
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Your Wintergreen Holiday
When a break in the city is calling, answer it with a Wintergreen holiday package. The neighbourhood of Laurel Ridge, which is good for skiing, adventure sports and mountain biking, makes a fantastic base for your adventures. Fill your days with visits to Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course and Hill Top Berry Farm & Winery, some of the things you simply have to see during a trip to Wintergreen. Don't delay exploring this city any longer. Your dream Wintergreen holiday is only a few clicks away with Expedia.
Where to stay in Wintergreen
Find the best Wintergreen areas and neighborhoods for the activities you enjoy most. Learn more about Wintergreen
Chestnut Springs
While Chestnut Springs may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wintergreen Resort and Raven's Roost Overlook.
Treeloft
Though Treeloft may not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.
Pedlars Edge
1 out of top 10 points of interest in this area
While Pedlars Edge isn't home to many top sights, Wintergreen Resort and Raven's Roost Overlook are some notable places to visit nearby.
Laurel Ridge
Laurel Ridge might not have many top sights, but Wintergreen Resort and Raven's Roost Overlook are two attractions nearby that you can check out.
Deer Springs
Though Deer Springs may not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.
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 |
Top hotels in Wintergreen
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland VA
£186
18 Aug - 19 Aug
includes taxes & fees
9/10 Wonderful! (329 reviews)
"The stay was pleasant. The location is very nice with a great view but the condo is starting to show some age so a few renovations and updates are needed."
Reviewed on 24 Jul 2026
Endless Mountain Top Views from All The Way Up!
Wintergreen Resort VA
£227
23 Aug - 24 Aug
includes taxes & fees
10/10 Exceptional! (117 reviews)
"Great location with amazing views, perfect size living space, and everything we needed. Easy access to walking, hicking, swimming, golf, spa, food, etc. Short drive to wineries, recreational lake and local restaurants. Really didn't have to leave the mountain for much. Super enjoyable ..."
Reviewed on 24 Jul 2026
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Roseland VA
10/10 Exceptional! (368 reviews)
"Beautiful condo close to the Mountain Inn. Kitchen is well stocked and the owners provide a lot for your furry companions. We had a great time hiking the trails and coming back for a quiet evening. Wonderful place to stay and I can't wait to come back!!"
Reviewed on 2 Aug 2026
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.
Stay near popular Wintergreen attractions
Wintergreen Resort
8.8/10 (140 reviews)
Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.
Photo by Brittany Davidson
Raven's Roost Overlook
Find out about the history of Wintergreen with a stop at Raven's Roost Overlook. Discover the mountain views and top-notch restaurants in this vibrant area.
Bold Rock Hard Cider Nellysford Cidery
9.4/10 (21 reviews)
You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Wintergreen. Discover the mountain views in this family-friendly area or seek out the ski slopes.
Stoney Creek Golf Course
10.0/10 (3 reviews)
Enjoy a round of golf in Wintergreen at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.
What to do in Wintergreen
Blue Ridge Parkway Self-Guided Audio Tour Bundle
£18
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
£10
per traveller
Frequently asked questions
How much does a Wintergreen travel package cost?
We make it simple to explore the world, with Wintergreen travel packages starting from just . You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your travel itinerary?
If I'm not able to travel, can I cancel my Wintergreen travel package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel or alter your Wintergreen travel package for free within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your hotel, car rental company or airline may charge additional fees. Looking for more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Wintergreen?
You'll save piles of cash if you combine your flights, car rentals and hotels into a Wintergreen travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Wintergreen holidays?
We do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply choose the payment plan that works for you during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:
- Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying a little each month sounds right for you, pick this option at checkout.
- Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you want to grab an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.
Where should I stay in Wintergreen?
We recommend staying near the action. Many travellers like to book hotels around popular attractions, such as Bold Rock Hard Cider Nellysford Cidery, Hill Top Berry Farm & Winery and Stoney Creek Golf Course.
What are the top hotels in Wintergreen?
Many travellers like to stay at Wintergreen Five Star Rated One Bedroom Condo At Affordable Prices in Pedlars Edge. If it's your first time visiting Wintergreen, you'll receive a warm welcome here.
How far in advance should I book my Wintergreen holiday?
Be rewarded with the widest variety at the lowest prices by booking your holiday to Wintergreen nice and early. Airlines typically advertise tickets anywhere up to a year prior to departure, so reserve your spot as soon as you can. Having said that, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Wintergreen travel package include?
That depends on what you want. If you're travelling solo, you might decide to combine hotels and flights. Bringing the whole family to Wintergreen? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Wintergreen travel package?
Tailor deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we have them all. You'll save loads just by combining your bookings. Whether you're embarking on an adventure in the snow or sipping cocktails on a beach, your dream holiday is only clicks away.
Can I choose my airline with a Wintergreen Expedia travel package?
Yes, and with over 550 airlines to pick from all over the world, you're spoiled for choice. Have a look through the available options and see which airline fits your needs and budget.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
