A historic brick building with columns and a central entrance.

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Check availability on Charlottesville Luxury Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Charlottesville luxury hotels

A large, elegant building with multiple balconies, a well-lit lawn with tables, and a grand staircase.
A large hotel with multiple buildings, a swimming pool, and outdoor seating areas.
A spacious room with large windows, wooden beams, and comfortable seating.
A bar area with a checkered floor, wooden ceiling beams, and a bartender at the counter.

1. Keswick Hall

Keswick Hall
Keswick
  • Luxurious mountain retreat featuring deep soaking tubs, heated pools, and full-service spa treatments near Virginia's scenic vineyards.
S$875
includes taxes & fees
3 Nov - 4 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.
A large outdoor swimming pool with multiple lanes, surrounded by sun loungers and umbrellas.
A golf course with bunkers, a pond, and a hilly backdrop.
A stone exterior with a covered outdoor seating area and a stone wall.

2. Boar's Head Resort

Boar's Head Resort
Ednam
  • Savour serenity at this Charlottesville resort offering 3 outdoor pools, a full-service spa, and championship golf.
S$289
includes taxes & fees
28 Oct - 29 Oct
Boar's Head Resort
A gravel path leading to a large house surrounded by lush greenery and white hydrangea bushes.
A sign for Crossroads Inn with a date of establishment and address.
A room with a large window, curtains, a table with tea set, and a view of greenery outside.
A covered porch with white railings, brick walls, and hanging planters.

3. The Crossroads Inn

The Crossroads Inn
North Garden
  • Experience refined luxury at this mountain bed & breakfast with an attached winery.
S$270
includes taxes & fees
7 Oct - 8 Oct
The Crossroads Inn
A balcony with a table set for a meal, two chairs, and a scenic view of a vineyard.
A rectangular pool with a stone border, surrounded by a patio area with outdoor furniture and umbrellas.
A wooden chair in a grassy area with trees and a fence in the background.
A spacious living room with a large bookshelf, a sofa, armchairs, and a coffee table.

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.
S$305
includes taxes & fees
3 Nov - 4 Nov
Woodville Bed and Breakfast
A spacious living room with a stone fireplace, large windows, and a high ceiling.
A large, multi-story building surrounded by dense forest, with a spacious driveway and a small parking area.
A spacious room with large windows, a wooden deck, and a view of trees.
A wooden deck with a hot tub, outdoor seating, and large windows offering a forest view.

5. Iris Inn and Cabins

Iris Inn and Cabins
Waynesboro
S$643
includes taxes & fees
25 Oct - 26 Oct
Iris Inn and Cabins
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.
A cozy dining area with a brick fireplace, comfortable seating, and a large window with a view.
A bar area with a rustic brick wall, wooden ceiling beams, and a bar counter with stools.
A large, two-story house with a central balcony, surrounded by well-maintained gardens and trees.

6. Inn at Willow Grove

Inn at Willow Grove
Orange
  • Indulge in luxury at this boutique Orange hotel with seasonal outdoor pool, full-service spa treatments, and refined dining experiences.
S$506
includes taxes & fees
21 Oct - 22 Oct
Inn at Willow Grove
View all properties

Top Charlottesville Hotel Reviews

Red Roof Inn Charlottesville

Red Roof Inn Charlottesville

8/10 Good
"Great accommodations for the price. Location was perfect for our needs. Property is in need of some TLC but overall itโ€™s a good value. Big plus was being able to bring my dog. Pillows need replacing but beds were ok. Would consider staying there again."
Deanne 2-night trip
Posted 2 hours ago
Red Roof Inn Charlottesville
Boar's Head Resort

Boar's Head Resort

10/10 Excellent
"The Boarโ€™s Head Resort was a wonderful place to stay. The room was spacious, clean, beautifully decorated, and I loved the espresso machine in the room! The Mill Room was a delicious dinner place with very friendly staff. They had a fireplace with a fire going which added lovely ambiance."
Gary 3-night trip
Posted 6 hours ago
Boar's Head Resort
Comfort Inn Monticello

Comfort Inn Monticello

10/10 Excellent
"All was great. Room clean and d staff was attentive."
Frank 1-night trip
Posted 7 hours ago
Comfort Inn Monticello
English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"We can count on the English Inn to provide us with clean, comfortable lodgings. The staff is always friendly and helpful. We visit Charlottesville several times a year and the English Inn is our number one choice for where to stay."
Patricia 1-night trip
Posted 22 hours ago
English Inn of Charlottesville
Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

10/10 Excellent
"The hotel is under renovations so it is a bit messy but the room was clean and the bed was very comfortable. The room was a good size and quiet. The front desk was very nice. My only complaint is no protein choice for breakfast and as I read in the other comments, the coffee was indeed very weak"
Douglas 1-night trip
Posted 2 days ago
Days Inn by Wyndham Charlottesville/University Area
Oakhurst Inn at the University

Oakhurst Inn at the University

10/10 Excellent
"One of the best hotel visits we have ever had!! What a wonderful property and staff!!!"
Stacey 2-night trip
Posted 2 days ago
Oakhurst Inn at the University

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 23ยฐC, while the coldest months are January and February, with an average of 4ยฐC. 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.

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