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Check prices for these dates

Our top choices for Charlottesville luxury hotels

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 AED 1,769
AED 2,188 total
includes taxes & fees
1 Dec - 2 Dec
Keswick Hall

2. Boar's Head Resort

Boar's Head Resort
4.0 star property
Ednam
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Savor serenity at this Charlottesville resort offering 3 outdoor pools, a full-service spa, and championship golf.
The price is AED 777
AED 1,024 total
includes taxes & fees
6 Dec - 7 Dec
Boar's Head Resort

3. Foxfield Inn

Foxfield Inn
5.0 star property
Charlottesville
9.8 out of 10, Exceptional, (261 reviews)
The price is AED 858
AED 981 total
includes taxes & fees
30 Nov - 1 Dec
Foxfield Inn

4. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (18 reviews)
The price is AED 1,214
AED 1,351 total
includes taxes & fees
18 Nov - 19 Nov
Iris Inn and Cabins

5. 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 AED 1,245
AED 1,336 total
includes taxes & fees
2 Dec - 3 Dec
Inn at Willow Grove

6. Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Nellysford
10.0 out of 10, Exceptional, (5 reviews)
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

7. Prospect Hill Inn & Restaurant

Prospect Hill Inn & Restaurant
3.5 star property
Louisa
9.6 out of 10, Exceptional, (64 reviews)
The price is AED 883
AED 991 total
includes taxes & fees
29 Nov - 30 Nov
Prospect Hill Inn & Restaurant

8. 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 AED 768
AED 877 total
includes taxes & fees
15 Nov - 16 Nov
Woodville Bed and Breakfast

9. The Estate at Meander

The Estate at Meander
4.0 star property
Locust Dale
9.0 out of 10, Wonderful, (174 reviews)
The price is AED 833
AED 927 total
includes taxes & fees
16 Nov - 17 Nov
The Estate at Meander

10. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 942
AED 1,703 total
includes taxes & fees
29 Nov - 30 Nov
Charming 4-bedroom house in Madison centrally located!
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.

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.