A historic brick building with columns and a central entrance.

Find Luxury Hotels in Charlottesville, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Charlottesville Luxury Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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, multi-story hotel with a central courtyard, outdoor pool, and a scenic view of a forested area.
A spacious room with large windows, wooden beams, and comfortable seating.
A large hotel with multiple buildings, a swimming pool, and outdoor seating areas.

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.
₩901,473
₩1,090,684 total
includes taxes & fees
Nov 8 - Nov 9
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 stone exterior with a covered outdoor seating area and a stone wall.
A spacious restaurant with wooden floors and high ceilings, featuring multiple dining areas with tables and chairs.

2. Boar's Head Resort

Boar's Head Resort
Ednam
  • Savor serenity at this Charlottesville resort offering 3 outdoor pools, a full-service spa, and championship golf.
₩222,105
₩303,257 total
includes taxes & fees
Nov 8 - Nov 9
Boar's Head Resort
A gravel path leading to a large house surrounded by lush greenery and white hydrangea bushes.
A covered porch with white railings, brick walls, and hanging planters.
A room with a large window, curtains, a table with tea set, and a view of greenery outside.
A staircase with wooden railings and a chandelier above.

3. The Crossroads Inn

The Crossroads Inn
North Garden
  • Experience refined luxury at this mountain bed & breakfast with an attached winery.
₩247,763
₩283,194 total
includes taxes & fees
Oct 12 - Oct 13
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 dining room with a large wooden table surrounded by chairs, a patterned rug, and a painting on the wall.
A wooden chair in a grassy area with trees and a fence in the background.

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.
₩280,060
₩320,113 total
includes taxes & fees
Nov 3 - Nov 4
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 spacious living area with a high ceiling, large windows, a fireplace, and a modern staircase.

5. Iris Inn and Cabins

Iris Inn and Cabins
Waynesboro
₩504,832
₩561,878 total
includes taxes & fees
Nov 2 - Nov 3
Iris Inn and Cabins
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.
A pool area with lounge chairs and umbrellas, surrounded by trees.
A large, two-story house with a central balcony, surrounded by well-maintained gardens and trees.
A bar area with a rustic brick wall, wooden ceiling beams, and a bar counter with stools.

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.
₩494,460
₩530,560 total
includes taxes & fees
Oct 21 - Oct 22
Inn at Willow Grove
View all properties

Top Charlottesville Hotel Reviews

Omni Charlottesville Hotel

Omni Charlottesville Hotel

10/10 Excellent
"Excellent location, free parking, excellent breakfast menu."
Anita 2-night trip
Posted 2 days ago
Omni Charlottesville Hotel
Red Roof Inn Charlottesville

Red Roof Inn Charlottesville

10/10 Excellent
"Nice and clean place, well situated close to many shops, friendly and kind front desk stuff, pet friendly"
Peter 1-night trip
Posted 2 days ago
Red Roof Inn Charlottesville

Frequently asked questions

Are you looking for a luxury hotel for your Charlottesville vacation?
During your visit, you might want to enjoy the wineries and mountain views which Charlottesville is known for.
What's the best luxury place to stay in Charlottesville?
Boar's Head Resort is a luxury hotel with 2 restaurants and 2 bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Another upscale option for your stay 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 temp of 73°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Charlottesville is 48 inches.
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. If you want to explore the larger area, hop aboard a train at Charlottesville Station.

Explore a world of travel with Expedia