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Check availability on Wintergreen Luxury Hotels

Our top choices for Wintergreen luxury hotels

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 ₹11,683
₹32,526 total
includes taxes & fees
18 May - 19 May
Wintergreen Ski Resort Condo w/ Golf Access!
Lobby sitting area

Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (11 reviews)
The price is ₹35,910
₹39,967 total
includes taxes & fees
31 May - 1 Jun
Iris Inn and Cabins
Porch

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (35 reviews)
  • cleanliness
    Mountain retreat nestled in the vineyard offers luxury escape with fine dining options.
The price is ₹27,700
₹34,938 total
includes taxes & fees
1 Jun - 2 Jun
The Farmhouse at Veritas
Interior

Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
Staunton
9.8 out of 10, Exceptional, (217 reviews)
  • cleanliness
    Luxurious country inn retreat with memory foam beds and beautiful grounds creates peaceful escape near cultural attractions.
The price is ₹11,977
₹15,134 total
includes taxes & fees
17 May - 18 May
Batten Green Venue & Lodging
Winery

The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
10.0 out of 10, Exceptional, (47 reviews)
  • cleanliness
    Experience refined luxury at this mountain bed & breakfast with an attached winery.
The price is ₹17,707
₹20,239 total
includes taxes & fees
18 May - 19 May
The Crossroads Inn
Terrace/patio

Woodville Bed and Breakfast

Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (55 reviews)
  • cleanliness
    Indulge in rural elegance at this Esmont B&B with an attached winery and seasonal pool.
The price is ₹23,845
₹27,255 total
includes taxes & fees
17 May - 18 May
Woodville Bed and Breakfast
Property entrance

Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
9.6 out of 10, Exceptional, (142 reviews)
The price is ₹24,359
₹28,086 total
includes taxes & fees
18 May - 19 May
Steeles Tavern Manor
Exterior

The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
Staunton
9.2 out of 10, Wonderful, (148 reviews)
The price is ₹12,354
₹19,194 total
includes taxes & fees
1 Jun - 2 Jun
The Historic Berkeley Place
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

Frequently asked questions

Are you looking for a luxury hotel for your stay in Wintergreen?
Expedia can help you get a flight to Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport or Charlottesville, VA (CHO-Charlottesville-Albemarle) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want a posh hotel with fine dining, a spa or several swimming pools, Expedia can help you find the best luxury hotel experience that Wintergreen has to offer. Wintergreen has some interesting things to see and do including Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course, so you might want to take in the local sights during your visit.
When can I expect good weather in Wintergreen?
Planning for the weather is an important factor for making your trip to Wintergreen a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Wintergreen is 1228 mm.
What's there to see and do in Wintergreen?
When you're in Wintergreen, enjoy exploring the sights and attractions here including Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course and Wintergreen Resort. If you have a little extra time during your trip, you might want to check out Raven's Roost Overlook and George Washington National Forest.

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