Photo by Rebecca Brent

Search Apartments in Wintergreen

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Apartments in Wintergreen

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (204)
"Nice stay"
The price is AED 419
AED 466 total
includes taxes & fees
5 Oct - 6 Oct
Valley Extended Suites

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

10.0 out of 10, Exceptional, (120)
"This is the perfect location, very clean, fabulous hosts, and nice, quiet neighborhood."
The price is AED 514
AED 891 total
includes taxes & fees
5 Oct - 6 Oct
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Queen City Hideaway - walk downtown, newly reno, classic, and cozy with views!

9.8 out of 10, Exceptional, (10)
"Loved staying here. So very clean and comfortable and really loved the decor! Location was great - easy walk to downtown main street with lots of shops and restaurants and the playhouse. "
The price is AED 468
AED 607 total
includes taxes & fees
6 Oct - 7 Oct
Queen City Hideaway - walk downtown, newly reno, classic, and cozy with views!

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

10.0 out of 10, Exceptional, (48)
"Had a great relaxing vacation. Weather was perfect!!!"
The price is AED 404
AED 527 total
includes taxes & fees
27 Oct - 28 Oct
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.

The Overlook: Walk Downtown + City Views

10.0 out of 10, Exceptional, (23)
"House was nicely decorated, great location to town, and had all the amenities you would need to stay. "
The price is AED 437
AED 917 total
includes taxes & fees
7 Oct - 8 Oct
The Overlook: Walk Downtown + City Views

Staunton Underground: Center of Downtown

9.6 out of 10, Exceptional, (40)
"Loved this little spot. Super easy to get around from. It had everything we needed and was comfortable and clean. "
The price is AED 345
AED 909 total
includes taxes & fees
6 Oct - 7 Oct
Staunton Underground: Center of Downtown

Stay in Crozet Mountain Suite in Downtown Crozet

10.0 out of 10, Exceptional, (119)
"A cute place. Well appointed and centrally located to restaurants, wineries, etc."
The price is AED 551
AED 893 total
includes taxes & fees
8 Oct - 9 Oct
Stay in Crozet Mountain Suite in Downtown Crozet

The Shenandoah Suite

2.0 star property
10.0 out of 10, Exceptional, (5)
"Not wanting a stuffy hotel we opted for an apartment type rental. Full kitchen, living room, bedroom and bathroom. Having a couch to feel at home to watch TV made our stay homey. Absolutely loved the decor with a theme throughout the place. I love the charm of the old homes and this one didn’t disappoint. If I get back to Staunton I will definitely stay here! "
The price is AED 378
AED 644 total
includes taxes & fees
7 Oct - 8 Oct
The Shenandoah Suite

Downtown Luxe: Luxury Vintage + Downtown

9.8 out of 10, Exceptional, (23)
"House was well maintained and the beds were very comfortable. The location was great for getting around town. "
The price is AED 448
AED 938 total
includes taxes & fees
7 Oct - 8 Oct
Downtown Luxe: Luxury Vintage + Downtown

Secret Garden: Pup Friendly & Walkable

8.8 out of 10, Excellent, (3)
"A short walk to downtown. The king sized bed!"
Secret Garden: Pup Friendly & Walkable

The Serendipity Suite: Walk Downtown!

10.0 out of 10, Exceptional, (16)
"great location for a weekend to explore Staunton"
The price is AED 378
AED 753 total
includes taxes & fees
7 Oct - 8 Oct
The Serendipity Suite: Walk Downtown!

Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

9.4 out of 10, Exceptional, (37)
"Beautiful property which is convenient to Charlottesville and the wineries. We will definitely come back again "
The price is AED 595
AED 1,403 total
includes taxes & fees
27 Oct - 28 Oct
Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

The Bohemian Suite: Walk Downtown!

9.0 out of 10, Wonderful, (8)
"What a beautiful place and the location is perfect"
The price is AED 382
AED 757 total
includes taxes & fees
8 Oct - 9 Oct
The Bohemian Suite: Walk Downtown!

The Bons Amis Suite: Walk Downtown!

9.8 out of 10, Exceptional, (16)
"The location: close to town and to the American Shakespeare Center, which was our primary reason for visiting Staunton."
The price is AED 378
AED 753 total
includes taxes & fees
7 Oct - 8 Oct
The Bons Amis Suite: Walk Downtown!

Spacious 3 bedroom 2 Full bathroom apartment

9.8 out of 10, Exceptional, (14)
"Wondering location for our itinerary! House was clean and great!"
Spacious 3 bedroom 2 Full bathroom apartment

Wintergreen Ski Resort Condo w/ Golf Access!

3.5 star property
10.0 out of 10, Exceptional, (2)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
Wintergreen Ski Resort Condo w/ Golf Access!

Private studio apartment in the heart of Ivy, Virginia

10.0 out of 10, Exceptional, (52)
"Beautiful, quiet location. Lovely accommodations! Definitely a peaceful setting to be in while in town for a friend’s funeral. Thank you!"
The price is AED 459
AED 609 total
includes taxes & fees
14 Oct - 15 Oct
Private studio apartment in the heart of Ivy, Virginia

The Serendipity Suite

2.0 star property
10.0 out of 10, Exceptional, (5)
"Cute and tidy. Easy check in and out. Easy parking and walk to dining. EV charge is for teslas, you'll need an adapter."
The price is AED 378
AED 644 total
includes taxes & fees
7 Oct - 8 Oct
The Serendipity Suite

The Barn at Haden near Wineries and C'ville

10.0 out of 10, Exceptional, (121)
"My husband and I loved our stay at the Barn. It’s so cute and bright and clean. The hosts were so nice when we bumped into them coming or going. It’s in a nice area at the end of a quiet street, near many wineries. Excellent stay!! Thank you. "
The price is AED 652
AED 1,137 total
includes taxes & fees
21 Oct - 22 Oct
The Barn at Haden near Wineries and C'ville

Guesthouse

10.0 out of 10, Exceptional, (58)
"Very clean and welcoming!"
The price is AED 413
AED 682 total
includes taxes & fees
5 Oct - 6 Oct
Guesthouse
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wintergreen Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Wintergreen?
You can choose from 19 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?
Here are some of the top apartments in the area: Hike, Bike & Explore: Wintergreen Resort Condo: Situated in Wintergreen, 3 mi/4.9 km from the heart of Wintergreen. 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. Secret Garden Studio: It's located in Staunton, 21.1 mi/34 km away. Murphy's Place 2-bedroom apartment near hiking skiing wineries and breweries.: Located 8.4 mi/13.5 km away in Afton. Free WiFi and Smart TVs are included. Access to an outdoor pool is available on site. North Central Loft: It's situated in Staunton, 20.8 mi/33.4 km from Wintergreen.
How many apartments can I expect to find in Wintergreen?
Expedia has 19 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. In the larger area, you'll find Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery.
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.