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Find Luxury Hotels in Wintergreen, VA

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Check availability on Wintergreen Luxury Hotels

Our top choices for Wintergreen luxury hotels

Exterior
The Historic Berkeley Place

The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
Staunton
9.2 out of 10, Wonderful, (139)
"Beautiful inn and room!"
United States
Bryan
The price is NT$4,069
NT$6,322 total
includes taxes & fees
Jan 4 - 2026/1/5
The Historic Berkeley Place
Superior Cottage, Ensuite (The Cottage) | Private kitchen
Batten Green Venue & Lodging

Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
Staunton
9.8 out of 10, Exceptional, (216)
"Beautiful property with pasture views. "
United States
Erika
The price is NT$3,936
NT$4,974 total
includes taxes & fees
Jan 4 - 2026/1/5
Batten Green Venue & Lodging
Fishing
Steeles Tavern Manor

Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
9.6 out of 10, Exceptional, (140)
"Sandra made sure we know the code for the door if we got oj late but was there to meet us when we got in. She’s so accommodating and the inn is lovely!"
United States
Will
The price is NT$7,406
NT$8,539 total
includes taxes & fees
Dec 21 - Dec 22
Steeles Tavern Manor
Exterior
The Farmhouse at Veritas

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (33)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
The price is NT$6,939
NT$7,792 total
includes taxes & fees
Jan 5 - 2026/1/6
The Farmhouse at Veritas
Property entrance
The Crossroads Inn

The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
10.0 out of 10, Exceptional, (42)
"The staff were excellent. Very friendly, great hospitality. We will definitely book again."
United States
Sharon
The Crossroads Inn
Family Cottage | Blackout drapes, soundproofing, free WiFi
Iris Inn and Cabins

Iris Inn and Cabins

Iris Inn and Cabins
4.0 star property
Waynesboro
9.6 out of 10, Exceptional, (7)
"Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast."
United States
Dale
The price is NT$9,498
NT$10,571 total
includes taxes & fees
Dec 21 - Dec 22
Iris Inn and Cabins
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-Albemarle Airport (CHO) 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 want 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 offers. 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 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'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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