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Historic Hotels & Resorts in Charlottesville from NZ$95

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Check availability on Charlottesville Historic Hotels

Our top choices for Charlottesville historic hotels

Front of property – evening/night
Boar's Head Resort

Boar's Head Resort

4.0 star property
Ednam
9.0 out of 10, Wonderful, (1003)
"What a great location for a football fall weekend. The hospitality, scenery and meals were all 5 star. "
United States
David
The price is NZ$499
includes taxes & fees
21 Dec - 22 Dec
Boar's Head Resort
Exterior detail
Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet

Crozet
10.0 out of 10, Exceptional, (68)
"Communication was excellent, check in easy, the apartment was stocked with all essentials and down right adorable. Will definitely stay again when we are back in the area. "
United States
Mary Lynn W.
The price is NZ$421
includes taxes & fees
14 Dec - 15 Dec
Stay in Crozet Train Suite in Downtown Crozet
Terrace/patio
High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly

Crozet
9.8 out of 10, Exceptional, (104)
"reaturants walking distance, just wish the water pressure was better"
United States
ann l.
The price is NZ$577
includes taxes & fees
14 Dec - 15 Dec
High Street | Walk to Everything Crozet | Pet-Friendly
Breakfast, dinner served; American cuisine, golf course views
Keswick Hall

Keswick Hall

5.0 star property
Keswick
9.4 out of 10, Exceptional, (62)
"Everyone and everything was wonderful "
United States
Kathleen
The price is NZ$1,427
includes taxes & fees
5 Jan - 6 Jan 2026
Keswick Hall
Outdoor dining
The Barn at Haden near Wineries and C'ville

The Barn at Haden near Wineries and C'ville

Crozet
10.0 out of 10, Exceptional, (124)
"A simply stunning place to stay in! One of the nicest VRBO’s we’ve stayed in. "
United States
Pieter H.
The price is NZ$590
includes taxes & fees
14 Dec - 15 Dec
The Barn at Haden near Wineries and C'ville
Fridge, microwave, oven, stovetop
Newly remodeled basement apt just two blocks from the downtown mall - 2 miles to hospital

Newly remodeled basement apt just two blocks from the downtown mall - 2 miles to hospital

North Downtown
9.8 out of 10, Exceptional, (51)
"Comfortable stay in perfect downtown location. Mall is nearby with plenty of restaurants and shops. Super comfy beds!"
United States
Beth H.
The price is NZ$601
includes taxes & fees
11 Dec - 12 Dec
Newly remodeled basement apt just two blocks from the downtown mall - 2 miles to hospital
Desk, laptop workspace, blackout curtains, iron/ironing board
Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

2.5 star property
Waynesboro
7.0 out of 10, Good, (821)
"It’s an older motel and could use some sprucing up, but the kind and courteous demeanor of the staff makes up for everything! It was a great stay! I would stay here again. "
United States
Samuel
The price is NZ$119
includes taxes & fees
23 Dec - 24 Dec
Quality Inn Waynesboro - Skyline Drive
Free daily continental breakfast
Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
Waynesboro
7.0 out of 10, Good, (120)
"Needs updated rooms "
United States
Evan
The price is NZ$95
includes taxes & fees
10 Jan - 11 Jan 2026
Econo Lodge Waynesboro - Skyline Drive
Dining
The Arundel Room in historic Holladay House

The Arundel Room in historic Holladay House

Orange
The price is NZ$497
includes taxes & fees
23 Dec - 24 Dec
The Arundel Room in historic Holladay House
Exterior
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville
9.8 out of 10, Exceptional, (137)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is NZ$345
includes taxes & fees
23 Dec - 24 Dec
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
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

Omni Charlottesville Hotel

Omni Charlottesville Hotel

10/10 Excellent
"Hotel was really lovely very nicely done very clean nice bathroom and shower and very comfortable beds. Will definitely go back."
Judith 1-night trip
Posted 1 day ago
Omni Charlottesville Hotel

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Frequently asked questions

What should a history buff expect from a stay in Charlottesville?
Tourists love the rich history they can explore on holiday in Charlottesville. And while you're here, you can visit the university campus and majestic mountain landscape. You can also take time at the major shopping area.
What's the best accommodation in Charlottesville to absorb the local history?
Based on our travel expertise, Boar's Head Resort is a top historic hotel bookable on our site and it features free WiFi. Rotunda is a short 5-minute drive away. A couple of other options to soak up the local history include Cottage on quiet farm close to town and wineries and Renew@Coniferidge ... Located in a beautiful wooded setting..
How many historically relevant hotels will I find in Charlottesville?
Charlottesville is home to 376 hotels bookable on Expedia, including 3 historic hotels or hotels close to historic sites.
What are the most important historical sites and other places in Charlottesville?
Charlottesville is notable for landmarks like Historic Court Square, The Jefferson Theater and Monticello. Known for its live music and theatres, cultural venues include Ting Pavilion, Paramount Theater and Charlottesville Pavilion. A couple of additional sights to add to your itinerary are Downtown Mall and Rotunda.
What is a historic hotel like in Charlottesville?
A guest who chooses a historic hotel has an opportunity to stay in a place recognised with a national historic designation. Historic hotels throughout the world come in all forms like castles, palaces or even pubs or old police stations — as long as it's of special interest. These types of hotels in Charlottesville often retain original qualities like traditional architecture and period features in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. A heritage hotel draws meaning mainly from the cultural value that the place has and how it inspired the community.
Do historic hotels in Charlottesville have modern facilities?
Yes, every effort is made to preserve historic facades and treasured traditions, but interiors include modern conveniences and safety features. Visitors can expect the usual amenities you'd find in a hotel such as Smart TVs, WiFi and updated bathroom facilities. When you book a historic hotel in Charlottesville, it doesn't mean you're picking a place that's uncomfortable for guests or rundown.