Find Historic Hotels in Chester, VA

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Check availability on Chester Historic Hotels

Our top choices for Chester historic hotels

Lobby
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (113)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
The price is AED 422
AED 815 total
includes taxes & fees
15 Dec - 16 Dec
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Marina
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (228)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is AED 422
AED 815 total
includes taxes & fees
15 Dec - 16 Dec
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Fridge, microwave, stovetop, coffee/tea maker
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING
Richmond
10.0 out of 10, Exceptional, (17)
"Simply a beautiful spot on the James River with a great restaurant and live music. This is an older boat and boats are different than a house so keep that in mind if you havent been around boats. Ron is a wonderful host who is extremely responsive. He looks out for his guests and is full of wonderful stories. We'll be back!"
United States
Eric B.
The price is AED 459
AED 882 total
includes taxes & fees
31 Dec - 1 January 2026
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING
Exterior
Linden Row Inn

Linden Row Inn

Linden Row Inn
3.0 star property
Downtown Richmond
9.2 out of 10, Wonderful, (1288)
"Great stay, location, & customer service. "
United States
Rosa
The price is AED 393
AED 457 total
includes taxes & fees
21 Dec - 22 Dec
Linden Row Inn
Lobby
The Jefferson Hotel

The Jefferson Hotel

The Jefferson Hotel
5.0 star property
Downtown Richmond
9.8 out of 10, Exceptional, (1012)
"Excellent dining, beautiful hotel, very convenient amenities "
United States
Karin
The price is AED 1,083
AED 1,260 total
includes taxes & fees
4 Jan - 5 January 2026
The Jefferson Hotel
Front of property - evening/night
Quirk Hotel Richmond

Quirk Hotel Richmond

Quirk Hotel Richmond
4.0 star property
Downtown Richmond
8.8 out of 10, Excellent, (1003)
"Great great people/staff!!"
United States
Samantha
Quirk Hotel Richmond
Fridge, microwave, oven, stovetop
Downtown RVA Cozy 3BR Near VCU

Downtown RVA Cozy 3BR Near VCU

Downtown RVA Cozy 3BR Near VCU
2.0 star property
Downtown Richmond
10.0 out of 10, Exceptional, (7)
"Place was perfect and so was our host, Toyin! It was so great we are staying here again very soon!"
United States
Paul M.
The price is AED 918
AED 1,915 total
includes taxes & fees
15 Dec - 16 Dec
Downtown RVA Cozy 3BR Near VCU
Private kitchen
Historic Modern Walkable to to VCU

Historic Modern Walkable to to VCU

Historic Modern Walkable to to VCU
2.0 star property
Downtown Richmond
8.6 out of 10, Excellent, (9)
"Facility was just right for 5 adults and two children. Older couple appreciated ground floor bedroom and bathroom. One suggestion: please let people know there is no ice machine is the refrigerator and there are no ice trays either, so you must bring bag ice. "
United States
Mark V.
The price is AED 422
AED 1,697 total
includes taxes & fees
5 Jan - 6 January 2026
Historic Modern Walkable to to VCU
1 bedroom, desk, iron/ironing board, WiFi
Private Guest house with Parking and Wi-Fi in a Central Location

Private Guest house with Parking and Wi-Fi in a Central Location

Private Guest house with Parking and Wi-Fi in a Central Location
Virginia Union
10.0 out of 10, Exceptional, (3)
"A perfect VRBO: clean, tastefully decorated, great location, safe, comfortable bed, great communication, and an overall warm welcoming feel. I would love to stay in Amanda’s VRBO again when visiting Richmond."
United States
Sandra D.
The price is AED 311
AED 1,018 total
includes taxes & fees
15 Dec - 16 Dec
Private Guest house with Parking and Wi-Fi in a Central Location
TV
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking
2.0 star property
Downtown Richmond
The price is AED 286
AED 930 total
includes taxes & fees
16 Dec - 17 Dec
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking
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.
View all properties

Top Chester Hotel Reviews

The Jefferson Hotel

The Jefferson Hotel

10/10 Excellent
"Very friendly and welcoming staff. The lobby was beautifully decorated for the Holiday, including an enormous handmade gingerbread scene! We were upgraded to a lovely king suite with small lounge area. "
Elizabeth 1-night trip
Posted 2 days ago
The Jefferson Hotel

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Frequently asked questions

What should a history buff expect from a stay in Chester?
A trip to the historical places in Chester is likely at the top of your travel itinerary. During your stay, you can visit the shops and restaurants.
How many historically relevant hotels will I find in Chester?
In Chester, there are 31 lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights in Chester?
Chester is notable for landmarks like Parker's Battery Park. Favorite family attractions include Iron Bridge Sports Park and The Lazy Daisy. A couple of additional sights to add to your agenda are James River and Appomattox River.
What is a historic hotel like in Chester?
When you choose a historic hotel, you'll sleep someplace that has an officially recognized national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be considered a historic hotel provided that it's a place of special interest. Traditional architecture and period features are typically found within the guestrooms or public spaces of such hotels in Chester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value and how it inspired the community.
Do historic hotels in Chester have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, but hotel interiors are fitted with modern conveniences and safety features. Visitors can expect the amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Chester, it doesn't mean you're choosing a place that's rundown.