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Apartments in Wintergreen

Laurelwood Hollow: Walk to Ski & Swim

Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is AED 349
AED 1,025 total
includes taxes & fees
23 Nov - 24 Nov
Laurelwood Hollow: Walk to Ski & Swim

Ready for Ski Season! Book NOW!

Wintergreen Resort
9.8 out of 10, Exceptional, (25)
"Love everything about our stay there "
United States
Natalia S.
The price is AED 569
AED 1,177 total
includes taxes & fees
23 Nov - 24 Nov
Ready for Ski Season! Book NOW!

Cozy Modern getaway at Wintergreen Resort with skiing, hiking & Blue Ridge Views

Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
The price is AED 749
AED 1,402 total
includes taxes & fees
17 Dec - 18 Dec
Cozy Modern getaway at Wintergreen Resort with skiing, hiking & Blue Ridge Views

Waterfall Hikes Hike Bike Fish Ski Resort

2.0 star property
Nellysford
The price is AED 986
AED 1,687 total
includes taxes & fees
25 Nov - 26 Nov
Waterfall Hikes Hike Bike Fish Ski Resort

The Shenandoah Suite

2.0 star property
Staunton
10.0 out of 10, Exceptional, (5)
"Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. "
United States
Jani
The price is AED 327
AED 586 total
includes taxes & fees
2 Dec - 3 Dec
The Shenandoah Suite

Guesthouse

Crozet
10.0 out of 10, Exceptional, (65)
"Great stay and lovely property. Very kind and welcoming host!"
United States
brooke m.
The price is AED 413
AED 682 total
includes taxes & fees
24 Nov - 25 Nov
Guesthouse

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Afton
10.0 out of 10, Exceptional, (124)
"We loved our stay at Murphy's Place. It was quiet, cozy, and spacious for our 2-night stay. "
United States
Julie W.
The price is AED 477
AED 850 total
includes taxes & fees
23 Nov - 24 Nov
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Rockwell Ridge: Chestnut Suite with Lux Bathroom

Afton
9.6 out of 10, Exceptional, (7)
"Great location"
United States
Robert E.
Rockwell Ridge: Chestnut Suite with Lux Bathroom

Stay in Crozet Train Suite in Downtown Crozet

Crozet
10.0 out of 10, Exceptional, (68)
"Communication was excellent, check in easy, the apartment was stocked with all essentials and down right adorable. Will definitely stay again when we are back in the area. "
United States
Mary Lynn W.
The price is AED 551
AED 893 total
includes taxes & fees
23 Nov - 24 Nov
Stay in Crozet Train Suite in Downtown Crozet

Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries

Afton
10.0 out of 10, Exceptional, (2)
"It was exactly as we expected and was super cozy and comfy. Will stay here again when I am up that way. Jeremy was a great host. "
United States
Valerie C.
The price is AED 284
AED 608 total
includes taxes & fees
10 Dec - 11 Dec
Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries

Private studio apartment in the heart of Ivy, Virginia

Charlottesville
10.0 out of 10, Exceptional, (55)
"Beautiful, quiet location. Lovely accommodations! Definitely a peaceful setting to be in while in town for a friend’s funeral. Thank you!"
United States
Autumn C.
The price is AED 459
AED 609 total
includes taxes & fees
23 Nov - 24 Nov
Private studio apartment in the heart of Ivy, Virginia

Ever After: Luxury, Romantic Unit + Walk Downtown

2.0 star property
Staunton
10.0 out of 10, Exceptional, (1)
"I wish we had a longer stay planned, the space was amazing and well suited for two couples. Well appointed, lovely decour, clean, clean, clean! Comfy bed and great outdoor back porch to relax and take in the views. Walking distance to resturants. I would definately book it again."
United States
Susan
The price is AED 386
AED 839 total
includes taxes & fees
2 Dec - 3 Dec
Ever After: Luxury, Romantic Unit + Walk Downtown

Blair's Vintage Apartment Nestled in Wine Country

Waynesboro
10.0 out of 10, Exceptional, (22)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is AED 360
AED 822 total
includes taxes & fees
21 Nov - 22 Nov
Blair's Vintage Apartment Nestled in Wine Country

Piedmont Place 402 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Crozet
9.8 out of 10, Exceptional, (10)
"lovely place and location in Crozet. safe, secure and accomodating lodging and town! "
United States
sarah s.
The price is AED 771
AED 1,599 total
includes taxes & fees
23 Nov - 24 Nov
Piedmont Place 402 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

The Urban Cowboy

2.0 star property
Staunton
8.6 out of 10, Excellent, (7)
"The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!"
United States
Dorothy
The price is AED 327
AED 586 total
includes taxes & fees
23 Nov - 24 Nov
The Urban Cowboy

Staunton Underground: Center of Downtown

Staunton
9.6 out of 10, Exceptional, (41)
"Great location, close to town. We could hear people walking around upstairs but overall it was a comfortable stay in Staunton "
United States
Cyndy S.
The price is AED 327
AED 860 total
includes taxes & fees
2 Dec - 3 Dec
Staunton Underground: Center of Downtown

The Pop Inn: Family Destination, Walk Dwntwn

Staunton
10.0 out of 10, Exceptional, (15)
"We had a great stay at The Pop Inn. Very clean, good location, check-in and check-out were a breeze and all we needed for cooking simple meals was provided. "
United States
Janelle B.
The price is AED 364
AED 819 total
includes taxes & fees
2 Dec - 3 Dec
The Pop Inn: Family Destination, Walk Dwntwn

Shenandoah Valley Atelier: NEW Waynesboro Loft

Waynesboro
10.0 out of 10, Exceptional, (12)
"Great place and very close to great places to eat."
United States
Kathryn H.
The price is AED 400
AED 965 total
includes taxes & fees
24 Nov - 25 Nov
Shenandoah Valley Atelier: NEW Waynesboro Loft

Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.

Amherst
10.0 out of 10, Exceptional, (50)
"This was an amazingly relaxing place to stay!! The host was super welcoming and kind. I am looking forward to staying here again! "
United States
Kristin J.
The price is AED 404
AED 527 total
includes taxes & fees
21 Nov - 22 Nov
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.

Stoney Creek Cottage

Nellysford
9.8 out of 10, Exceptional, (26)
"This house was absolutely perfect for a quiet weekend getaway. "
United States
Andrea B.
The price is AED 599
AED 1,709 total
includes taxes & fees
24 Nov - 25 Nov
Stoney Creek Cottage
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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Top Wintergreen Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Wintergreen?
You can choose from 38 apartments in Wintergreen for your vacation. Why not visit the ski slopes and take time to enjoy the mountain landscape while you're in this family-friendly area?
Are you thinking about apartments over traditional hotel rooms?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's a favorite apartment I should consider for a stay in Wintergreen?
Listed below are some of the more popular apartments in the area: Golf Course Views • 3 King Suites • Fireplace • EV Charger: Located in Wintergreen, 3.8 mi/6.1 km from the heart of Wintergreen. Includes free WiFi, fireplaces, and separate dining areas. Access to onsite laundry facilities is available on site. Snug Wintergreen Resort Studio: Ski In & Out!: Located 3.2 mi/5.1 km away in Wintergreen. Sauna, dog friendly Amazing views to ski slopes: Located in Wintergreen, 3.7 mi/5.9 km away. Includes a private pool, free WiFi, and private balconies. Access to onsite laundry facilities is available on site. Ready for Ski Season! Book NOW!: Located 4 mi/6.4 km away in Wintergreen. Laundry facilities, fireplaces, and sofa beds are included. Access to onsite laundry facilities is available on site. Valley Extended Suites: Located in Fishersville, 14.9 mi/24 km from Wintergreen. Includes free WiFi. Free parking and onsite laundry facilities are on site.
How many apartments can I expect to find in Wintergreen?
Expedia has 38 apartments to book in Wintergreen.
What will the weather be like during my trip to Wintergreen?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Wintergreen. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
What are the must-see places to visit in Wintergreen?
Wintergreen is known for its mountain landscape and ski slopes. Explore the area and family-friendly sights such as War Fields, or get out into nature at a spot like George Washington National Forest. Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course are other places to visit while you're in town.
What's the best way to get to and around Wintergreen?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) from the heart of the city. Otherwise, you can search for flights to Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.