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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Wintergreen apartments

Exterior

Apartment in Wintergreen Resort

Laurelwood Hollow: Walk to Ski & Swim
10.0 out of 10, Exceptional, (3 reviews)
"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
20 Jan - 21 Jan
Laurelwood Hollow: Walk to Ski & Swim
Exterior detail

Apartment in Wintergreen Resort

Little Mountain Haven. True ski-in, ski-out. First floor!
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Ski slopes just outside your door! Walk out outside and you are at the top is the slope. Clean, recently updated condo that is well appointed with all you need for a weekend or week long stay. Host was extremely responsive as if on standby if assistance was needed at any time. They were truly invested in making sure i had a great experience. "
United States
Kathleen E.
The price is AED 676
AED 1,291 total
includes taxes & fees
20 Jan - 21 Jan
Little Mountain Haven. True ski-in, ski-out. First floor!
Outdoor dining

Apartment in Charlottesville

Private studio apartment in the heart of Ivy, Virginia
10.0 out of 10, Exceptional, (56 reviews)
"The space was incredibly well furnished. Wi-Fi worked from the jump, check in was easy, host was very communicative. Great spot to stay!"
United States
Samuel M.
The price is AED 459
AED 609 total
includes taxes & fees
18 Jan - 19 Jan
Private studio apartment in the heart of Ivy, Virginia
Living area

Apartment in Fishersville

Country Oasis: NEW Fishersville Apartment
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The host was very prompt with some things I had questions about. The place was really high tech was definitely a beautiful place. "
United States
April E.
The price is AED 364
AED 793 total
includes taxes & fees
19 Jan - 20 Jan
Country Oasis: NEW Fishersville Apartment
Dining

Apartment in Staunton

The Pop Inn: Family Destination, Walk Dwntwn
10.0 out of 10, Exceptional, (19 reviews)
"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 831 total
includes taxes & fees
18 Jan - 19 Jan
The Pop Inn: Family Destination, Walk Dwntwn
Terrace/patio

Apartment in Crozet

Guesthouse
10.0 out of 10, Exceptional, (68 reviews)
"Excellent host Beautiful settingEasy access to all the beautiful town of Crozet has to offerEasy access to hiking trailsQuiet charming "
United States
Catherine T.
The price is AED 413
AED 682 total
includes taxes & fees
18 Jan - 19 Jan
Guesthouse
Exterior detail

Apartment in Crozet

Stay in Crozet Train Suite in Downtown Crozet
10.0 out of 10, Exceptional, (68 reviews)
"The property was clean and well stocked for visitors. A very enjoyable stay"
United States
Michael K.
The price is AED 551
AED 889 total
includes taxes & fees
18 Jan - 19 Jan
Stay in Crozet Train Suite in Downtown Crozet
Terrace/patio

Apartment in Waynesboro

Blair's Vintage Apartment Nestled in Wine Country
10.0 out of 10, Exceptional, (23 reviews)
"Great experience. Host was great at communicating and made check in/check out super easy. She had everything we needed and way more. Location perfect for fly fishing the south river."
United States
Elpidio R.
The price is AED 360
AED 834 total
includes taxes & fees
18 Jan - 19 Jan
Blair's Vintage Apartment Nestled in Wine Country
Apartment, Private Bathroom (The Bohemian Suite) | Lobby

Apartment in Staunton

The Bohemian Suite
2.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is AED 327
AED 613 total
includes taxes & fees
19 Jan - 20 Jan
The Bohemian Suite
Exterior

Apartment in Staunton

Ever After: Luxury, Romantic Unit + Walk Downtown
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 831 total
includes taxes & fees
19 Jan - 20 Jan
Ever After: Luxury, Romantic Unit + Walk Downtown
Exterior

Apartment in Staunton

Magnolia Suite: Luxury Private Room Downtown
10.0 out of 10, Exceptional, (1 review)
"It was absolutely perfect in every way. The old four posted cherry bed and dresser were beautiful. But it was coupled with an updated modern bathroom, sitting room with every amenity you ever needed. Well thought out and chic decorated."
United States
Marilee M.
The price is AED 378
AED 794 total
includes taxes & fees
18 Jan - 19 Jan
Magnolia Suite: Luxury Private Room Downtown
Exterior

Apartment in Afton

Stylish Studio near Virginia Wine Trail | Sleeps 4
10.0 out of 10, Exceptional, (1 review)
"Everything was great, hope to stay longer next time!"
United States
Ginger C.
The price is AED 437
AED 573 total
includes taxes & fees
19 Jan - 20 Jan
Stylish Studio near Virginia Wine Trail | Sleeps 4
Dining

Apartment in Staunton

The Nest: Cozy Staunton Apartment + Walk Downtown
10.0 out of 10, Exceptional, (5 reviews)
"The apartment was well decorated and felt cozy. It had everything we needed and it was a great location."
United States
Rachel
The price is AED 400
AED 860 total
includes taxes & fees
16 Feb - 17 Feb
The Nest: Cozy Staunton Apartment + Walk Downtown
Terrace/patio

Apartment in Staunton

The Overlook: Walk Downtown + City Views
10.0 out of 10, Exceptional, (30 reviews)
"House was nicely decorated, great location to town, and had all the amenities you would need to stay. "
United States
Stephanie P.
The price is AED 437
AED 934 total
includes taxes & fees
19 Jan - 20 Jan
The Overlook: Walk Downtown + City Views
Exterior detail

Apartment in Staunton

Staunton Underground: Center of Downtown
9.4 out of 10, Exceptional, (43 reviews)
"Wonderful location right downtown. Great amenities and space was perfect for our needs. Excellent communication with our hostess too. "
United States
Linda R.
The price is AED 327
AED 876 total
includes taxes & fees
20 Jan - 21 Jan
Staunton Underground: Center of Downtown
Terrace/patio

Apartment in Crozet

Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
9.8 out of 10, Exceptional, (28 reviews)
"Great location with restaurants and bars nearby. Short driving distance to hiking and wineries"
United States
Lori D.
The price is AED 735
AED 1,621 total
includes taxes & fees
18 Jan - 19 Jan
Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Street view

Apartment in Fishersville

Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (217 reviews)
"Nice stay"
United States
swati
The price is AED 419
AED 466 total
includes taxes & fees
18 Jan - 19 Jan
Valley Extended Suites
Exterior detail

Apartment in Crozet

Stay in Crozet Mountain Suite in Downtown Crozet
10.0 out of 10, Exceptional, (120 reviews)
"Nice and clean, Charming Studio and right above a great coffee shop! Slept great and will stay again next time I'm in Crozet!"
United States
Matt C.
The price is AED 551
AED 893 total
includes taxes & fees
19 Jan - 20 Jan
Stay in Crozet Mountain Suite in Downtown Crozet
Apartment, Private Bathroom (The Serendipity Suite) | Exterior

Apartment in Staunton

The Serendipity Suite
2.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"Cute and tidy. Easy check in and out. Easy parking and walk to dining. EV charge is for teslas, you'll need an adapter."
United States
Jennifer
The price is AED 327
AED 613 total
includes taxes & fees
19 Jan - 20 Jan
The Serendipity Suite
TV

Apartment in Waynesboro

Shenandoah Valley Atelier: NEW Waynesboro Loft
10.0 out of 10, Exceptional, (13 reviews)
"This property is comfortable, restful, and beautiful. Very clean and had everything we needed."
United States
Kathy B.
The price is AED 400
AED 965 total
includes taxes & fees
25 Jan - 26 Jan
Shenandoah Valley Atelier: NEW Waynesboro Loft
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

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

10/10 Excellent
"Had everything we needed. Thanks!"
Chad P. 2-night trip
Posted 3 days ago
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Frequently asked questions

What's it like to stay at an apartment in Wintergreen?
You can choose from 40 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 favorite apartments in the area: Cozy studio in the fantastic Wintergreen Resort, Ski-in, ski-out. First floor,: Situated in Wintergreen, 3.2 mi/5.2 km from the heart of Wintergreen. Snug Wintergreen Resort Studio: Ski In & Out!: Located 3.2 mi/5.1 km away in Wintergreen. Hike, Bike & Explore: Wintergreen Resort Condo: It's located in Wintergreen, 3 mi/4.9 km away. Valley Extended Suites: Located 14.9 mi/24 km away in Fishersville. Amenities include free WiFi. Free parking and onsite laundry facilities are on site. Affordable Suites of America Waynesboro: Located in Waynesboro, 13.3 mi/21.4 km from Wintergreen. Includes free WiFi and soaking bathtubs. Free parking and onsite laundry facilities are on site.
How many apartments can I expect to find in Wintergreen?
Expedia has 40 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.