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Top 10 Wintergreen hotels and places to stay

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is £275
includes taxes & fees
22 Jul - 23 Jul
Blackwood Chalet

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (28)
"Wonderful stay! "
The Crossroads Inn

Gibson's Warehouse

3.5 star property
10.0 out of 10, Exceptional, (167)
"Fabulous location, cool and cozy atmosphere, comfy bed, clear and straightforward check-in instructions, very responsive hosts."
Gibson's Warehouse

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (51)
"Second time staying here and we will be back. Marvelous hospitality and divine breakfast. "
The price is £191
includes taxes & fees
29 Jul - 30 Jul
Woodville Bed and Breakfast

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"The property was beautiful and it literally had everything we needed and more! They even had a firstaid kit which was useful after finding some ticks from our Shenandoah hike. Loved the pla e and will definately be back!"
The price is £169
includes taxes & fees
29 Jul - 30 Jul
Afton Mountain Inn

Basecamp151

3.0 star property
9.4 out of 10, Exceptional, (73)
"Thought it was going to be more of a hotel and then realizing it was like a full apartment was quite nice"
The price is £106
includes taxes & fees
10 Aug - 11 Aug
Basecamp151

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is £195
includes taxes & fees
17 Jul - 18 Jul
Love Ridge Mountain Lodging

Hotel 24 South

3.0 star property
9.4 out of 10, Exceptional, (1001)
"We had an excellent stay "
The price is £93
includes taxes & fees
14 Aug - 15 Aug
Hotel 24 South

Steeles Tavern Manor

4.0 star property
9.6 out of 10, Exceptional, (137)
"Lovely country home, very well kept, and with gracious hosts and great breakfasts!"
The price is £232
includes taxes & fees
24 Jul - 25 Jul
Steeles Tavern Manor

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (401)
"We stayed in Patrick 26. Wonderful stay! Clean, comfortable, historic, walkable to many great restaurants, winery, breweries. Staff are friendly and breakfast delicious. "
The price is £124
includes taxes & fees
21 Jul - 22 Jul
Frederick House

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
The price is £272
includes taxes & fees
23 Jul - 24 Jul
The Farmhouse at Veritas

Holiday Inn Express And Suites Staunton by IHG

2.5 star property
9.4 out of 10, Exceptional, (780)
"Great property! staff was polite and very helpful, hotel was very clean! We had a great stay. "
The price is £76
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express And Suites Staunton by IHG

The Blackburn Inn and Conference Center

3.5 star property
9.2 out of 10, Wonderful, (1000)
"Beautiful location. And I loved the Old Town."
The price is £80
includes taxes & fees
27 Jul - 28 Jul
The Blackburn Inn and Conference Center

The Historic Berkeley Place

4.0 star property
9.2 out of 10, Wonderful, (125)
"Lovely, clean and comfortable. Will visit again for sure! "
The price is £161
includes taxes & fees
6 Aug - 7 Aug
The Historic Berkeley Place

Sugar Tree Inn

3.5 star property
9.4 out of 10, Exceptional, (101)
"Friendly owners, amazing breakfast and pristine room! EV charger is a very nice added bonus too."
The price is £180
includes taxes & fees
17 Jul - 18 Jul
Sugar Tree Inn

Sleep Inn Staunton

2.5 star property
9.2 out of 10, Wonderful, (1205)
"Friendly staff, decent breakfast and good location. "
The price is £78
includes taxes & fees
3 Aug - 4 Aug
Sleep Inn Staunton

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (429)
"I was impressed and loved the stay. Sometimes a hotel thats dog friendly have a smell. This place very clean no smell. I loved my stay here will recommend "
The price is £119
includes taxes & fees
10 Aug - 11 Aug
Residence Inn Marriott Waynesboro

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (189)
"I liked that it's has regular door keys. Loved it!"
The price is £78
includes taxes & fees
21 Jul - 22 Jul
Valley Extended Suites

avid hotel Staunton by IHG

2.5 star property
9.0 out of 10, Wonderful, (976)
"This place was great and the staff was very nice as well."
The price is £72
includes taxes & fees
20 Jul - 21 Jul
avid hotel Staunton by IHG

Holiday Inn Express And Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (373)
"Nice location, lots of restaurants nearby, friendly staff. "
The price is £94
includes taxes & fees
31 Jul - 1 Aug
Holiday Inn Express And Suites Waynesboro East by IHG
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Learn more about Wintergreen

Wintergreen awaits: its mountain views, skiing, beer and more!

Photo by Rebecca Brent
Open Photo by Rebecca Brent

Find out more about Wintergreen

Find out more about Wintergreen

Top reasons to visit Wintergreen

  • Thrilling Skiing Opportunities: Wintergreen is renowned for its excellent ski facilities, ideal for both novices and seasoned skiers.
  • Charming Local Boutiques: Enjoy a leisurely day of window shopping in quaint local shops and boutiques.
  • Stunning Blue Ridge Scenery: The breathtaking landscapes of the Blue Ridge Mountains offer a perfect backdrop for outdoor activities.
  • Cultural Experiences: Explore local history through museums and historic houses, enriching your visit with American heritage.
  • Diverse Accommodation Options: From cosy bed and breakfasts to family-friendly resorts, Wintergreen caters to every traveller’s needs.

Find great hotels near Wintergreen

Discover an array of charming accommodations in Wintergreen, Virginia, perfect for every type of traveller. Whether you're seeking a cosy bed and breakfast, a family-friendly resort, or a pet-friendly getaway, Wintergreen offers diverse lodging options tailored for adventure enthusiasts. Enjoy the stunning natural surroundings while indulging in the comforts of local hotels and agritourism properties, providing a memorable experience for your holiday.

  • Days Inn by Wyndham Waynesboro: This charming motel is an ideal choice for pet-loving travellers seeking a convenient stay just 7.5km from Wintergreen. Days Inn by Wyndham Waynesboro boasts a welcoming atmosphere, making it perfect for business-themed vacations. With a pet-friendly policy allowing dogs and cats, guests can relax knowing their furry friends are welcome. The property features essential business services catering to the needs of professionals, ensuring a comfortable and practical environment for all guests.
  • Best Western Plus Waynesboro Inn & Suites Conference Center: Located 8.1km from Wintergreen, this hotel embodies a nature-inspired theme ideal for adventurous spirits and business travellers alike. Best Western Plus Waynesboro Inn & Suites offers a range of amenities, including a 24-hour business centre, meeting rooms, and conference facilities. Adventure enthusiasts can indulge in nearby activities such as skiing, hiking, and fishing, while the on-site conveniences make it easy to balance work and play during your stay.
  • Super 8 by Wyndham Waynesboro: Situated 8.1km from Wintergreen, Super 8 by Wyndham Waynesboro is a fantastic choice for families and business travellers. This hotel prioritises family-friendly amenities, including complimentary cribs and first aid kits, ensuring a comfortable stay for guests of all ages. With a well-equipped business centre, it also caters to the needs of corporate visitors, making it an excellent option for those who wish to blend leisure with work during their holiday.

Where to stay near Wintergreen

Wintergreen, Virginia, is a delightful village perfect for ski and adventure enthusiasts, offering a blend of family-friendly activities and stunning scenery. Explore the Wintergreen Resort for thrilling sports and recreation, or venture into the surrounding areas for a relaxing atmosphere and picturesque landscapes. Nearby cities and neighbourhoods provide a charming urban vibe, making Wintergreen an ideal destination for travellers seeking both excitement and tranquillity in the heart of the Blue Ridge Mountains.

  • Nellysford: Nestled merely a mile from Wintergreen, Nellysford is a charming city that draws visitors year-round, with peak seasons in April, July, and September. This locality is a haven for those seeking ski adventures and outdoor sports, with easy access to ski fields and resorts. Nature enthusiasts will appreciate the nearby lake and the expansive national and state parks that offer stunning landscapes and recreational activities. Whether you’re hitting the slopes or exploring the trails, Nellysford is a delightful base for your adventures.
  • Laurel Ridge: Located three miles away from Wintergreen, Laurel Ridge is a picturesque neighbourhood that remains a popular destination throughout the year, particularly in May, July, and October. Visitors flock here for thrilling ski experiences and outdoor sports. The neighbourhood is well-positioned for access to ski resorts and fields, making it ideal for winter sports enthusiasts. Additionally, the surrounding natural attractions, including a serene lake and beautiful national parks, provide ample opportunities for hiking, picnicking, and wildlife observation.
  • Love: Situated six miles from Wintergreen, Love is a quaint village that offers a tranquil escape. With peak visitor numbers in May, July, and October, it’s an excellent spot for those craving adventure and outdoor activities. Love is perfect for skiing, with close proximity to ski fields and resorts that cater to all skill levels. The nearby lakes and national parks invite exploration and relaxation, making it a fantastic destination for both thrill-seekers and nature lovers alike.

Things to do near Wintergreen

Wintergreen, Virginia, offers a thrilling vacation for those seeking adventure and sports, particularly skiing. Popular activities include exploring the Wintergreen Resort ski facilities and enjoying the picturesque ski fields. In addition to skiing, visitors can indulge in window shopping at local boutiques, making it a well-rounded getaway for both thrill-seekers and those looking to relax and explore the charming surroundings.

Shopping

For a delightful shopping experience in Wintergreen, explore Windmill Square, a charming shopping centre located 8.1km away, offering a vibrant atmosphere. If you're up for a drive, check out Staunton Mall and Orchard Hill Square Shopping Center, both 11.8km away, perfect for family and business vibes.

Recreation

Stoney Creek Golf Course, merely 621m from Wintergreen, offers a vibrant outdoor atmosphere perfect for golf enthusiasts. For relaxation, visit Sherando Lake Recreation Area, located 4.3km away, where tranquil surroundings invite a peaceful retreat. Finally, indulge in rejuvenating treatments at All's Well Massage Studio, 2621ms from Wintergreen.

Adventure

Experience the thrill of skiing at Wintergreen Resort, a mere 1.9km from Wintergreen, where you can enjoy exhilarating slopes and stunning mountain views. For a scenic adventure, hike the Reids Gap Trailhead, located 3.1km away, and immerse yourself in the breathtaking outdoors. Don’t miss a visit to Caromont Farm, 13.1km distant, for a unique agritourism experience.

Nightlife

Experience the vibrant nightlife at Wayne Theatre and American Shakespeare Center, both offering rich cultural performances. For a cinematic experience, visit Zeus Digital Theater, where you can enjoy family-friendly films in a romantic setting. Each venue promises a delightful evening filled with entertainment and charm.

Booking tips and Expedia advantages for Wintergreen

To save money on your trip to Wintergreen, consider visiting between December and February, when accommodation prices are lower. Book your stay on a Tuesday for the best rates and utilise Expedia’s search tool to find eco-friendly hotels and compare room rates. Look for package deals that combine your hotel, flights, and activities for extra savings. Additionally, explore free local attractions and use public transport to keep travel costs down. Sorting prices from lowest to highest will help you uncover the best deals available.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Wintergreen are December to February, where the prices are slightly lower. This is in comparison to May and October to November, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Wintergreen is Tuesday. The most expensive day to stay in Wintergreen is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will present you with sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Wintergreen hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Wintergreen

Wintergreen, Virginia, is perfect for ski enthusiasts and adventure seekers alike, offering a variety of attractions such as ski resorts, museums, and historic houses. This charming location provides a blend of cultural and outdoor experiences, making it an ideal destination for those seeking both thrill and heritage. Whether you're hitting the slopes or exploring local history, Wintergreen promises memorable adventures and a taste of American culture.

  • Blue Ridge Parkway North Entrance: Experience the breathtaking beauty of the Blue Ridge Parkway at this visitor centre, located 6.2km from Wintergreen. Enjoy outdoor activities and adventure with family, while soaking in stunning views of the Appalachian Mountains.
  • Rockfish Gap Entrance Shenandoah: Just 6.8km away, this national park offers an exhilarating blend of adventure and scenic beauty. Explore hiking trails and witness the enchanting landscapes that define the heart of the Shenandoah region.
  • Walton's Mountain Museum: Situated 8.1km from Wintergreen, this charming museum is steeped in culture. Discover the local heritage and the history behind the beloved television show The Waltons, making it a unique cultural experience.

Best time to go to Wintergreen

The best time to visit Wintergreen can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Wintergreen falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Wintergreen falls in January, visitor numbers are moderately high and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January33.4°F (0.8°C)Light RainMostly SunnyModerately HighSlightly Low
February37.2°F (2.9°C)Light RainMostly SunnyModerately HighAverage
March44.6°F (7.0°C)Light RainMostly SunnyAverageSlightly Low
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May64.0°F (17.8°C)Light RainMostly SunnyModerately LowSlightly High
June72.1°F (22.3°C)Light RainMostly SunnyModerately LowAverage
July76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
August74.3°F (23.5°C)Light RainMostly SunnyModerately LowAverage
September68.0°F (20.0°C)Light RainMostly SunnyAverageSlightly High
October56.8°F (13.8°C)Light RainMostly SunnyAverageSlightly High
November44.8°F (7.1°C)Light RainMostly SunnyAverageAverage
December38.5°F (3.6°C)Light RainMostly SunnyModerately HighSlightly Low

The nearest major airports for your trip to Wintergreen

For a vacation in Wintergreen, Virginia, you have several airport options. Charlottesville-Albemarle Airport (CHO) is approximately 18.6km away, with nearby hotels such as the 5-star Keswick Hall & Golf Club and the 4-star Omni Charlottesville Hotel, both around 5.6km from the airport. Lynchburg Regional Airport (LYH) is located 26.1km from Wintergreen, offering hotel choices like the 4-star Virginian Lynchburg Curio Collection, just 3.7km away. Lastly, Shenandoah Valley Regional Airport (SHD) is 23.7km from Wintergreen, with options including the 4-star Batten Green Venue & Lodging, situated 5.6km from the airport. All hotels provide convenient access to their respective airports.

Frequently asked questions

When is the best time to go to Wintergreen?
The most popular time to visit Wintergreen is January, when the ski season is in full swing and the landscape is transformed into a winter wonderland. During this peak season, typically spanning from December to February, temperatures can range from -5 to 5°C, providing excellent conditions for skiing, snowboarding, and enjoying other winter sports.

As you immerse yourself in the outdoor activities available, you'll find that January offers a vibrant atmosphere, with visitors flocking to the slopes and participating in festive events. The well-groomed trails and varied terrain cater to all skill levels, ensuring that both beginners and seasoned skiers can have an exhilarating experience. Additionally, the resort's amenities, including cozy lodges and quality dining options, enhance your comfort after a day spent in the snow.

For those looking for a more budget-friendly option, May presents a fantastic opportunity to visit Wintergreen, when the crowds have thinned out and prices are generally lower. Although the ski slopes may be closed, the natural beauty of the area can still be appreciated through hiking and exploring the stunning scenery that comes alive as spring blooms.
Where can I find the best nightlife in Wintergreen?
Wintergreen is a charming mountain resort area renowned for its stunning natural beauty and outdoor activities, but when it comes to nightlife, options are somewhat limited.

The main hub for evening entertainment in Wintergreen is the resort itself, which often hosts events and activities for guests. You can enjoy a laid-back evening at one of the on-site restaurants where you can savour delicious local cuisine paired with a glass of wine or craft beer.

For a more lively atmosphere, you might consider venturing down to nearby towns like Nellysford or Lovingston, where you can find a few local pubs and bars that offer a relaxed vibe, live music, or occasional themed nights.

If you're after a more spirited night out, the broader Charlottesville area is only about a 30-minute drive away, featuring a vibrant nightlife scene with a variety of bars, clubs, and live music venues.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wintergreen.
How can I save on a Wintergreen hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Wintergreen hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Wintergreen hotel?
Prices for hotels in Wintergreen often vary, but you can find a great deal from £49 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.