A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

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Check availability on Wintergreen Luxury Hotels

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Wintergreen luxury hotels

Lobby sitting area
Exterior
Family Cottage | Blackout curtains, soundproofing, free WiFi
Family Cottage | Blackout curtains, soundproofing, free WiFi

1. Iris Inn and Cabins

Iris Inn and Cabins
Waynesboro
₹33,514
₹37,301 total
includes taxes & fees
27 Aug - 28 Aug
Iris Inn and Cabins
Porch
Interior detail
Exterior
Exterior

2. The Farmhouse at Veritas

The Farmhouse at Veritas
Afton
  • Mountain retreat nestled in the vineyard offers luxury escape with fine dining options.
₹29,934
₹37,434 total
includes taxes & fees
24 Aug - 25 Aug
The Farmhouse at Veritas
Winery
Reception hall
Sutherland | Mountain view
Property entrance

3. The Crossroads Inn

The Crossroads Inn
North Garden
  • Experience refined luxury at this mountain bed & breakfast with an attached winery.
₹17,648
₹20,171 total
includes taxes & fees
2 Sept - 3 Sept
The Crossroads Inn
Terrace/patio
Library
Property grounds
Seasonal outdoor pool

4. Woodville Bed and Breakfast

Woodville Bed and Breakfast
Esmont
  • Indulge in rural elegance at this Esmont B&B with an attached winery and seasonal pool.
₹23,738
₹27,133 total
includes taxes & fees
16 Aug - 17 Aug
Woodville Bed and Breakfast
Property entrance
Romantic Room, 1 King Bed, Non Smoking, Private Bathroom (Norton) | Egyptian cotton sheets, premium bedding, pillow-top beds
Interior
Front of property

5. Steeles Tavern Manor

Steeles Tavern Manor
Raphine
₹20,364
₹23,480 total
includes taxes & fees
19 Aug - 20 Aug
Steeles Tavern Manor
Interior
Exterior
Superior Suite, Ensuite (8) | Premium bedding, memory-foam beds, laptop workspace, blackout curtains
Superior Cottage, Ensuite (The Cottage) | Living area | Smart TV

6. Batten Green Venue & Lodging

Batten Green Venue & Lodging
Staunton
  • Luxurious country inn retreat with memory foam beds and beautiful grounds creates peaceful escape near cultural attractions.
₹11,912
₹15,051 total
includes taxes & fees
16 Aug - 17 Aug
Batten Green Venue & Lodging
Exterior
House, Private Bathroom (Entire Property) | Interior
Room
Lobby

7. The Historic Berkeley Place

The Historic Berkeley Place
Staunton
₹12,503
₹19,344 total
includes taxes & fees
31 Aug - 1 Sept
The Historic Berkeley Place
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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 Wintergreen Resort, 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, Wintergreen Resort and George Washington National Forest. If you have a little extra time during your trip, you might want to check out Stoney Creek Golf Course and Raven's Roost Overlook.

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