Photo by Melissa Smestad

Hotels in Wintergreen

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Check prices for these dates

Next weekend
May 22 - May 24
In two weeks
May 29 - May 31

Where to stay in Wintergreen?

Cabin, Private Bathroom (Blackwood Chalet) | Lounge

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
The price is $160
$380 total
includes taxes & fees
May 19 - May 20
Blackwood Chalet
Apartment (2 Bedrooms) | Front of property

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
The price is $122
$340 total
includes taxes & fees
May 18 - May 19
Wintergreen Ski Resort Condo w/ Golf Access!
Terrace/patio

Woodville Bed and Breakfast

Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (55 reviews)
The price is $249
$285 total
includes taxes & fees
May 17 - May 18
Woodville Bed and Breakfast
Winery

The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
10.0 out of 10, Exceptional, (47 reviews)
Luxurious retreat at this North Garden B&B featuring an on-site winery, serene terrace, and complimentary gourmet breakfast. Just minutes from Pippin Hill Farm and Albemarle CiderWorks, with easy access to Charlottesville's attractions.
The price is $205
$235 total
includes taxes & fees
May 18 - May 19
The Crossroads Inn
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
Tucked into Virginia's picturesque Nellysford area, this cozy cottage offers mountain charm with essential comforts. Kitchen, balcony, and coffeemaker make mornings memorable. Explore nearby Wintergreen Resort or Hill Top Berry Farm, with free parking for easy adventures.
The price is $245
$608 total
includes taxes & fees
May 20 - May 21
Modern Nellysford Getaway on 40 Private Acres!
Front of property

Basecamp151

Basecamp151
2.5 star property
Afton
9.0 out of 10, Wonderful, (12 reviews)
Located just 15 minutes from Shenandoah National Park, this motel offers free WiFi and parking. Explore nearby Wintergreen Resort and Flying Fox Vineyard, then relax with an in-room coffee as mountain adventures await.
The price is $131
$147 total
includes taxes & fees
May 17 - May 18
Basecamp151
Outdoor pool, sun loungers

Afton Mountain Inn

Afton Mountain Inn
3.0 star property
Afton
9.6 out of 10, Exceptional, (80 reviews)
Escape to this charming Afton retreat with refreshing pool and garden oasis. Just minutes from Shenandoah National Park and local wineries, the guesthouse offers easy access to hiking trails, kayaking, and skiing adventures with free parking for explorers.
The price is $139
$212 total
includes taxes & fees
May 18 - May 19
Afton Mountain Inn
Porch

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (35 reviews)
Wake to mountain views at this charming Afton retreat steps from Veritas Vineyard. The on-site restaurant serves local cuisine while free breakfast, WiFi, and parking enhance your stay. Explore nearby Shenandoah National Park and regional wineries.
The price is $325
$405 total
includes taxes & fees
May 18 - May 19
The Farmhouse at Veritas
Exterior

Village Inn

Village Inn
2.0 star property
Lovingston
9.2 out of 10, Wonderful, (218 reviews)
Escape to this welcoming Lovingston motel where free WiFi and parking enhance your wine country adventure. Located near Mountain Cove Vineyards and Lovingston Winery, you'll appreciate the 24-hour front desk and consistently praised helpful staff.
The price is $100
$112 total
includes taxes & fees
May 18 - May 19
Village Inn
Apartment | 4 bedrooms

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
Surrounded by natural beauty, this Nellysford apartment offers a tranquil garden setting with free parking. Just minutes from Wintergreen Resort and Stoney Creek Golf Course for convenient outdoor adventures.
The price is $195
$485 total
includes taxes & fees
May 19 - May 20
Stoney Creek Cottage Wintergreen w EV Charger
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 reviews)
The price is $419
$470 total
includes taxes & fees
May 17 - May 18
Afton Mountain Vineyards
Exterior

Grey Pine Lodge

Grey Pine Lodge
2.0 star property
Waynesboro
9.4 out of 10, Exceptional, (125 reviews)
Surrounded by natural beauty, this cozy motel offers hiking trails right outside your door. Just 5 minutes from Shenandoah National Park and near Rockfish Gap Entrance, you'll enjoy free WiFi and parking after a day of outdoor adventure.
The price is $144
$178 total
includes taxes & fees
May 20 - May 21
Grey Pine Lodge
Free daily full breakfast

Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive
2.5 star property
Waynesboro
7.0 out of 10, Good, (851 reviews)
Steps from scenic mountain adventures, this Waynesboro hotel offers a seasonal pool and complimentary full breakfast. Near Wayne Theatre and local heritage spots, guests praise the helpful staff and convenient free parking.
The price is $67
$75 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Waynesboro - Skyline Drive
Free daily continental breakfast

Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive
2.0 star property
Waynesboro
6.8 out of 10, (148 reviews)
Minutes from Shenandoah National Park, this Waynesboro motel offers a refreshing seasonal outdoor pool and complimentary perks including WiFi, parking, and daily continental breakfast. Nearby attractions include Plumb House Museum and Wayne Theatre.
The price is $61
$68 total
includes taxes & fees
May 31 - Jun 1
Econo Lodge Waynesboro - Skyline Drive
Lobby sitting area

Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (11 reviews)
Immerse yourself in nature at this Waynesboro resort, just minutes from Shenandoah National Park. Unwind with spa treatments or dinner at the Great Room before retreating to your cabin with modern conveniences. Free breakfast, WiFi, and parking enhance your mountain getaway.
The price is $391
$435 total
includes taxes & fees
May 17 - May 18
Iris Inn and Cabins
Front of property

Royal Inn Motel

Royal Inn Motel
2.0 star property
Waynesboro
6.2 out of 10, (76 reviews)
This roadside motel offers a convenient base for exploring Shenandoah National Park, just 15 minutes away. Visit the nearby Plumb House Museum or catch a show at Zeus Digital Theater. Room service and free wifi enhance your stay.
The price is $85
$95 total
includes taxes & fees
May 17 - May 18
Royal Inn Motel
Suite, Private Bathroom (Suite 2) | Exterior

Piedmont Grove

Piedmont Grove
2.0 star property
Roseland
9.4 out of 10, Exceptional, (33 reviews)
The price is $252
$283 total
includes taxes & fees
May 17 - May 18
Piedmont Grove
Dining

Stable Craft Brewing & Cidery

Stable Craft Brewing & Cidery
2.0 star property
Waynesboro
The price is $164
$274 total
includes taxes & fees
May 20 - May 21
Stable Craft Brewing & Cidery
Property amenity

Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
Waynesboro
9.2 out of 10, Wonderful, (454 reviews)
Unwind at this friendly Waynesboro hotel, just minutes from Shenandoah National Park. Jump-start your day with free breakfast before exploring nearby attractions like Fastrax and P. Buckley Moss Gallery. Return for a refreshing dip in the indoor pool.
The price is $149
$166 total
includes taxes & fees
Jun 7 - Jun 8
Residence Inn Marriott Waynesboro
Front of property

Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
Waynesboro
4.0 out of 10, (1 review)
Immerse yourself in nature at this quiet hotel just a 10-minute drive from Shenandoah National Park. Enjoy a refreshing dip in the seasonal outdoor pool, grab a free breakfast, and stroll to downtown. Nearby restaurants and the riverfront walk make exploration effortless.
The price is $93
$103 total
includes taxes & fees
May 25 - May 26
Spark by Hilton Waynesboro
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 landmarks in Wintergreen

Farm road wooden fence in Roseland, Virginia near Blue Ridge parkway mountains in summer with idyllic rural landscape countryside in Nelson County

Wintergreen Resort

4.4/5 (140 reviews)
Skiers and snowboarders might want to test out the slopes at Wintergreen Resort, a skiing spot located 3.2 mi (5.1 km) from central Wintergreen. Wintergreen has other activities you might want to enjoy such as Shenandoah National Park.
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Learn more about Wintergreen

Wintergreen, well-known for its mountains and skiing, features attractions such as Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course. This family-friendly city has something for everyone including sights like Wintergreen Resort and Raven's Roost Overlook within a scenic setting.

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Photo by Melissa Smestad
Open Photo by Melissa Smestad

Check out reviews of Wintergreen hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Wintergreen?
Guests like Wintergreen Resort Vacation Rental w/ Balcony!.
Can I book refundable hotels in Wintergreen?
If you're looking for the flexibility to change your plans to Wintergreen, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Wintergreen if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, review our selection of 224 vacation homes. In addition, there are 39 apartments and 313 condos.
What will the weather in Wintergreen be like during my trip?
July and August are typically the warmest months in Wintergreen when the average temp is 73°F. January and February are the coldest months when the average temperature is 38°F. May and September are the months with the most rain.
Why should I book my Wintergreen accommodation with Hotels.com?
There are lots of reasons to book your Wintergreen trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.