4/5 - Good
Verified traveler
Eat breakfast before you leave your hotel to save money while at the resort, because the food at Wintergreen is ridiculously expensive.
Wintergreen Resort Tours
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Price found within the past 48 hours. Click for updated prices.
Oakhurst Inn at the University
Jefferson Park Avenue
Price was $932, price is now $709 per person
$709
per person
Feb 13 - Feb 16
found 3 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Charlottesville (CHO)
9.2/10 Wonderful! (517 reviews)
This was such a hidden gem! We thoroughly enjoyed our stay. I highly recommend the Oakhurst Inn and the staff was amazing.
Reviewed on Dec 8, 2025
The Doyle Hotel
Starr Hill
Price was $823, price is now $649 per person
$649
per person
Feb 13 - Feb 16
found 3 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Charlottesville (CHO)
8.6/10 Excellent! (944 reviews)
This was the first time staying at a hotel without a front desk, and not gonna lie I was a little nervous, however they texted the link to my phone to check in and out and the code for our room when it was ready. It was very confident and easy and I very much like the keyless entry! We had a few small issues with WiFi and hot water and they were quick to respond.
The only reason they didn’t get 5 stars is because of the location and parking; the hotel is hard to spot because the building is thin and doesn't have a sign. There is also no parking. No street parking, no parking lot which would not be a problem if they had complimentary valet, but they don't. Valet was $25 a day which was an unexpected expense and honeslty very inconvenient as my handicap mother and infant daughter (3 months old) were traveling with me.
Reviewed on Dec 7, 2025
Reviews of Wintergreen Resort
4.4
Top Destination
Popular places to visit
Raven's Roost Overlook
Find out about the history of Wintergreen when you take a trip to Raven's Roost Overlook. Discover the mountain views and top-notch restaurants in this vibrant area.
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 Wintergreen. Discover the mountain views in this family-friendly area, or seek out the ski slopes.
Crabtree Falls
4.5/5(25 reviews)
Explore the great outdoors at Crabtree Falls and enjoy the mountain views during your trip to Tyro. Wander around the natural setting in this relaxing area, or simply enjoy its wineries.
Blue Ridge Parkway North Entrance
4.5/5(267 reviews)
Enjoy the mountain views and explore Blue Ridge Parkway North Entrance, a lovely green space in Afton. While in this vibrant area, you can savor the top-notch restaurants.
Reids Gap Trailhead
4.5/5(15 reviews)
You can take time to visit Reids Gap Trailhead during your travels to Roseland. Discover the mountain views in this relaxing area.
Stoney Creek Golf Course
Enjoy a round of golf in Wintergreen at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.
Best Lodging Options Near Wintergreen Resort
Check availability on hotels close to Wintergreen Resort
Wow! What A View!
Wintergreen Resort VA
New Build! Log Cabin with Hot Tub in Wintergreen
Wintergreen Resort VA
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Wintergreen VA
The Modern Mountain Condo
Wintergreen Resort VA
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
Wintergreen VA
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
Wintergreen Resort VA
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort VA
Priced to rent! Amazing views. Overlooking Black Diamond Slope
Wintergreen VA
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Roseland VA
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.
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