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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Apartments in Wintergreen

Exterior
Laurelwood Hollow: Walk to Ski & Swim

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 SAR 357
SAR 1,048 total
includes taxes & fees
9 Dec - 10 Dec
Laurelwood Hollow: Walk to Ski & Swim
Outdoor dining
Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries

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 SAR 225
SAR 547 total
includes taxes & fees
10 Dec - 11 Dec
Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries
Apartment, Private Bathroom (The Shenandoah Suite) | Exterior
The Shenandoah Suite

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 SAR 334
SAR 599 total
includes taxes & fees
7 Dec - 8 Dec
The Shenandoah Suite
Outdoor dining
Guesthouse

Guesthouse

Crozet
10.0 out of 10, Exceptional, (67)
"The property was the perfect place for a weekend trip to Crozet! The beds were comfy, the place was beautifully decorated, and the location was ideal. Plus, Joanna was super responsive throughout the entire process. We will definitely keep this lovely guesthouse in mind for future trips! "
United States
MaryJo M.
The price is SAR 422
SAR 697 total
includes taxes & fees
7 Dec - 8 Dec
Guesthouse
Property grounds
Private studio apartment in the heart of Ivy, Virginia

Private studio apartment in the heart of Ivy, Virginia

Charlottesville
10.0 out of 10, Exceptional, (55)
"Good stay."
United States
Aabir K.
The price is SAR 469
SAR 622 total
includes taxes & fees
6 Dec - 7 Dec
Private studio apartment in the heart of Ivy, Virginia
TV
Piedmont Place 401 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Piedmont Place 401 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Crozet
9.8 out of 10, Exceptional, (22)
"Amazing stay! The space was perfect. "
United States
Gia S.
Piedmont Place 401 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Exterior
The Pop Inn: Family Destination, Walk Dwntwn

The Pop Inn: Family Destination, Walk Dwntwn

Staunton
10.0 out of 10, Exceptional, (16)
"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 SAR 372
SAR 849 total
includes taxes & fees
5 Dec - 6 Dec
The Pop Inn: Family Destination, Walk Dwntwn
Interior
Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown

Staunton
9.6 out of 10, Exceptional, (42)
"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 SAR 334
SAR 896 total
includes taxes & fees
7 Dec - 8 Dec
Staunton Underground: Center of Downtown
Fridge, microwave, oven, stovetop
Jungalu: NEW Jungle Inspired Unit + Walk Downtown

Jungalu: NEW Jungle Inspired Unit + Walk Downtown

2.0 star property
Staunton
10.0 out of 10, Exceptional, (1)
"BOOK IT!! What a delightful place to stay! Jungalu is a basement apartment complete w kitchen and deck! From top to bottom the finishes are a visual treat! I’m always looking for a unique stay and this surely delivered. The hosts have left thoughtful touches everywhere - my favorite was the sound machine (we forgot ours). And a fan in the bedroom as I can’t sleep without that either. Extra clean and Linens were cozy "
United States
Kimberley J.
Jungalu: NEW Jungle Inspired Unit + Walk Downtown
Terrace/patio
Stylish Studio near Virginia Wine Trail | Sleeps 4

Stylish Studio near Virginia Wine Trail | Sleeps 4

Afton
10.0 out of 10, Exceptional, (1)
"Everything was great, hope to stay longer next time!"
United States
Ginger C.
The price is SAR 608
SAR 767 total
includes taxes & fees
1 Jan - 2 January 2026
Stylish Studio near Virginia Wine Trail | Sleeps 4
Exterior detail
Stay in Crozet Train Suite in Downtown Crozet

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.
Stay in Crozet Train Suite in Downtown Crozet
Terrace/patio
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.

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.
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.
Apartment, Private Bathroom (The Bohemian Suite) | Lobby
The Bohemian Suite

The Bohemian Suite

2.0 star property
Staunton
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is SAR 334
SAR 599 total
includes taxes & fees
8 Dec - 9 Dec
The Bohemian Suite
Standard Suite, 1 Queen Bed | Living area | LCD TV, DVD player
Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro

2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is SAR 297
SAR 330 total
includes taxes & fees
1 Jan - 2 January 2026
Affordable Suites of America Waynesboro
Fridge, microwave, oven, stovetop
Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

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

Crozet
9.4 out of 10, Exceptional, (38)
"Great location! We enjoyed exploring Crozet! Accommodations were perfect for a family of three. "
United States
Felicia E.
The price is SAR 1,689
SAR 2,973 total
includes taxes & fees
31 Dec - 1 January 2026
Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Property grounds
The Nest: Cozy Staunton Apartment + Walk Downtown

The Nest: Cozy Staunton Apartment + Walk Downtown

Staunton
10.0 out of 10, Exceptional, (5)
"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 SAR 409
SAR 896 total
includes taxes & fees
5 Dec - 6 Dec
The Nest: Cozy Staunton Apartment + Walk Downtown
Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop
Valley Extended Suites

Valley Extended Suites

3.0 star property
Fishersville
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is SAR 428
SAR 476 total
includes taxes & fees
14 Dec - 15 Dec
Valley Extended Suites
Pool
Stoney Creek Cottage

Stoney Creek Cottage

Nellysford
9.8 out of 10, Exceptional, (27)
"This house was absolutely perfect for a quiet weekend getaway. "
United States
Andrea B.
Stoney Creek Cottage
Terrace/patio
The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views

Staunton
10.0 out of 10, Exceptional, (29)
"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 SAR 447
SAR 946 total
includes taxes & fees
7 Dec - 8 Dec
The Overlook: Walk Downtown + City Views
1 bedroom, iron/ironing board, free WiFi, bed sheets
Magnolia Suite: Luxury Private Room Downtown

Magnolia Suite: Luxury Private Room Downtown

Staunton
10.0 out of 10, Exceptional, (1)
"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.
Magnolia Suite: Luxury Private Room Downtown
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

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10/10 Excellent
"Perfect stay yet again! "
Ashton B. 3-night trip
Posted 2 days ago
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Frequently asked questions

What's it like to stay at an apartment in Wintergreen?
You can choose from 37 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: Snug Wintergreen Resort Studio: Ski In & Out!: Situated in Wintergreen, 3.2 mi/5.1 km from the heart of Wintergreen. Sauna, dog friendly Amazing views to ski slopes: Located 3.7 mi/5.9 km away in Wintergreen. A private pool, free WiFi, and private balconies are included. Access to onsite laundry facilities is available on site. Walk to Slopes: Wintergreen Resort Condo w/ Pool: Located in Wintergreen, 3.1 mi/4.9 km away. Includes private patios and fireplaces. Free parking and an outdoor pool are 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 37 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.