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Check availability on Greenwood Luxury Hotels

Our top choices for Greenwood luxury hotels

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$3,893
NT$4,919 total
includes taxes & fees
Dec 14 - Dec 15
Batten Green Venue & Lodging
Terrace/patio
Omni Charlottesville Hotel

Omni Charlottesville Hotel

Omni Charlottesville Hotel
4.0 star property
North Downtown
9.2 out of 10, Wonderful, (1001)
"Friendly staff and great amenities. "
United States
Richard
The price is NT$4,746
NT$5,425 total
includes taxes & fees
Dec 14 - Dec 15
Omni Charlottesville Hotel
Lobby
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville
4.0 star property
Rio
8.2 out of 10, Very Good, (1000)
"Nice clean room, great staff"
United States
Dwayne
The price is NT$2,916
NT$3,333 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Charlottesville
Room, Private Bathroom (2 - Meriwether) | View from room
Dinsmore Boutique Inn

Dinsmore Boutique Inn

Dinsmore Boutique Inn
4.0 star property
Venable
9.6 out of 10, Exceptional, (329)
"Charming, historic inn with comfortable beds. Staff was attentive and welcoming. Walkable to UVA campus, and dining options. "
United States
Nancy
The price is NT$4,745
NT$5,423 total
includes taxes & fees
Dec 14 - Dec 15
Dinsmore Boutique Inn
Front of property - evening/night
Boar's Head Resort

Boar's Head Resort

Boar's Head Resort
4.0 star property
Ednam
9.0 out of 10, Wonderful, (1003)
"Pricey breakfast, however, no complaints about "
United States
Melissa
The price is NT$6,863
NT$8,994 total
includes taxes & fees
Dec 14 - Dec 15
Boar's Head Resort
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$4,024
NT$6,252 total
includes taxes & fees
Dec 14 - Dec 15
The Historic Berkeley Place
Outdoor pool, sun loungers
Oakhurst Inn at the University

Oakhurst Inn at the University

Oakhurst Inn at the University
4.0 star property
Jefferson Park Avenue
9.2 out of 10, Wonderful, (526)
"This was such a hidden gem! We thoroughly enjoyed our stay. I highly recommend the Oakhurst Inn and the staff was amazing."
United States
Kathryn
The price is NT$5,051
NT$5,773 total
includes taxes & fees
Dec 18 - Dec 19
Oakhurst Inn at the University
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$9,394
NT$10,455 total
includes taxes & fees
Dec 21 - Dec 22
Iris Inn and Cabins
Terrace/patio
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville
4.0 star property
Venable
8.2 out of 10, Very Good, (15)
"Great location and super cute"
United States
Erin
The price is NT$3,240
NT$3,703 total
includes taxes & fees
Jan 6 - 2026/1/7
Graduate by Hilton Charlottesville
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$6,863
NT$7,707 total
includes taxes & fees
Jan 5 - 2026/1/6
The Farmhouse at Veritas
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 Greenwood Hotel Reviews

Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

10/10 Excellent
"Clean and very friendly"
Ralph 1-night trip
Posted 4 days ago
Days Inn by Wyndham Charlottesville/University Area

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Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Greenwood?
Use Expedia to arrange your flight to Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport or Charlottesville-Albemarle Airport (CHO) airport, and then choose 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 special. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Greenwood offers. Greenwood has some interesting things to see and do including Pollak Vineyards, so you might want to take in the local sights during your visit.
When can I expect good weather in Greenwood?
Planning for the weather is a good way to make your trip to Greenwood relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Greenwood is 50 inches.
What's there to see and do in Greenwood?
Enjoy all that Greenwood has to offer and visit Shenandoah National Park, King Family Vineyards, and Veritas Vineyard and Winery. If you have spare time during your trip, you might want to make a stop at Rockfish Gap Entrance Shenandoah and Blue Ridge Parkway North Entrance.