A historic brick building with columns and a central entrance.

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Check availability on Charlottesville Luxury Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Charlottesville luxury hotels

A large, elegant building with multiple balconies, a well-lit lawn with tables, and a grand staircase.

1. Keswick Hall

Keswick Hall
5.0 star property
Keswick
9.4 out of 10, Exceptional, (74 reviews)
  • cleanliness
    Luxurious mountain retreat featuring deep soaking tubs, heated pools, and full-service spa treatments near Virginia's scenic vineyards.
The price is ฿21,181
฿25,730 total
includes taxes & fees
17 Nov - 18 Nov
Keswick Hall
A well-lit gazebo with stone pillars and a tiled roof, surrounded by a landscaped area with a brick pathway leading to a building entrance.

2. Boar's Head Resort

Boar's Head Resort
4.0 star property
Ednam
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Savour serenity at this Charlottesville resort offering 3 outdoor pools, a full-service spa, and championship golf.
The price is ฿7,587
฿9,915 total
includes taxes & fees
22 Nov - 23 Nov
Boar's Head Resort
A dining table with breakfast items, two chairs, and a window with a view of greenery.

3. Foxfield Inn

Foxfield Inn
5.0 star property
Charlottesville
9.8 out of 10, Exceptional, (261 reviews)
The price is ฿8,738
฿9,987 total
includes taxes & fees
4 Nov - 5 Nov
Foxfield Inn
A large house with a spacious lawn, a driveway, and a view of rolling hills.

4. The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
9.8 out of 10, Exceptional, (74 reviews)
  • cleanliness
    Experience refined luxury at this mountain bed & breakfast with an attached winery.
The price is ฿6,248
฿7,141 total
includes taxes & fees
2 Nov - 3 Nov
The Crossroads Inn
A spacious living room with a stone fireplace, large windows, and a high ceiling.

5. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (17 reviews)
The price is ฿11,854
฿13,193 total
includes taxes & fees
29 Nov - 30 Nov
Iris Inn and Cabins
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.

6. Inn at Willow Grove

Inn at Willow Grove
4.5 star property
Orange
10.0 out of 10, Exceptional, (69 reviews)
  • cleanliness
    Indulge in luxury at this boutique Orange hotel with seasonal outdoor pool, full-service spa treatments, and refined dining experiences.
The price is ฿12,975
฿13,922 total
includes taxes & fees
1 Nov - 2 Nov
Inn at Willow Grove
A balcony with a table set for a meal, two chairs, and a scenic view of a vineyard.

7. Woodville Bed and Breakfast

Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (58 reviews)
  • cleanliness
    Indulge in rural elegance at this Esmont B&B with an attached winery and seasonal pool.
The price is ฿7,047
฿8,055 total
includes taxes & fees
8 Nov - 9 Nov
Woodville Bed and Breakfast
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 Charlottesville Hotel Reviews

Super 8 by Wyndham Charlottesville

Super 8 by Wyndham Charlottesville

8/10 Good
"Good parking"
Damon 2-night trip
Posted 10 hours ago
Super 8 by Wyndham Charlottesville

Frequently asked questions

Are you looking for a luxury hotel for your Charlottesville holiday?
During your visit, you might want to enjoy the wineries and mountain views which Charlottesville is known for.
What's the best luxury accommodation option in Charlottesville?
Boar's Head Resort is a luxury hotel with 2 restaurants and 2 bars, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale option for your holiday is Albemarle Estate at Trump Winery.
When can I expect good weather in Charlottesville?
Planning for the weather is an important factor for making your trip to Charlottesville 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 Charlottesville is 1213 mm.
What's there to see and do in Charlottesville?
Experience Charlottesville with a stop at Ting Pavilion, Historic Court Square and Downtown Mall. If you have a little extra time during your trip, you might want to check out Paramount Theater and The Jefferson Theater.
How can I get around Charlottesville?
It's easier to get around town in style when you know your options. To see more of the larger area, hop on a train at Charlottesville Station.