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Compare 7 B&B in Chester with updated reviews, rates, and availability.

Ragland Mansion Bed & Breakfast
Living area
Ragland Mansion Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (285)
"Fantastic property, being restored to better than it was originally, by owners who sincerely went out of their way to make us feel welcome. Surprisingly generous amenities (multiple types of coffee and tea options available 24/7, and a fridge for free bottled drinks, along with a fantastic breakfast buffet.) This is the place to stay, in Petersburg!"
The price is AED 380
AED 511 total
includes taxes & fees
17 Jun - 18 Jun
Ragland Mansion Bed & Breakfast
A house full of steel balls and games
Front of property
A house full of steel balls and games
2.5 star property
9.6 out of 10, Exceptional, (72)
"The host couldn’t have been nicer. House is a museum of pinball machines that you can play!! Everything was spotlessly clean and light breakfast is available. I’ll definitely return."
The price is AED 356
AED 461 total
includes taxes & fees
4 Jun - 5 Jun
A house full of steel balls and games
The Boulevard Inn
Front of property
The Boulevard Inn
4.0 star property
9.8 out of 10, Exceptional, (26)
"Beautiful old home and suite. Very clean, comfortable and the breakfast was first-rate. The hosts are welcoming and have an eye for detail that makes this a special and highly recommended experience. Walkable to numerous dining options and several museums. Only downside was traffic noise in the evening that mostly abated after about midnight so if you are noise-sensitive consider booking a room at the middle or back, but don’t let this stop you from experiencing this fantastic inn."
The price is AED 1,062
AED 1,126 total
includes taxes & fees
16 Jun - 17 Jun
The Boulevard Inn
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Gracefield Hall B&B
Porch
Gracefield Hall B&B
3.0 star property
10.0 out of 10, Exceptional, (49)
"Lovely experience. Property is lovely and the hosts are the most kind and accommodating couple! We will return!"
The price is AED 661
AED 714 total
includes taxes & fees
5 Jun - 6 Jun
Gracefield Hall B&B
Rent the Entire Historic Vaiden Inn on 8 acres - sleeps 12
Main entrance to Vaiden Inn
Rent the Entire Historic Vaiden Inn on 8 acres - sleeps 12
10.0 out of 10, Exceptional, (30)
"The whole area around New Kent is full of history, but not all can boast of housing Martha Washington and hosting George as he courted her! It was a treat to be able to stay here. Marty’s Kitchen, across the street, offered tasty local dishes very reasonable priced. The only challenge we had was the location of the bathrooms. A couple of guests had to go through the room of another to get to the bathroom or go downstairs. Coffee availability was plentiful in the form of Keurigs in both floors....
Rent the Entire Historic Vaiden Inn on 8 acres - sleeps 12
Vaiden Inn c. 1781 - 4 bedrooms, kitchenette, parlor, living/dining, 8+ acres
West entrance with porch swing
Vaiden Inn c. 1781 - 4 bedrooms, kitchenette, parlor, living/dining, 8+ acres
10.0 out of 10, Exceptional, (25)
"We had an amazing time. The furniture and house takes you back centuries. The bed and pillows were the most comfortable I’ve ever had at a hotel or VRBO. Will visit again!"
Vaiden Inn c. 1781 - 4 bedrooms, kitchenette, parlor, living/dining, 8+ acres
Cozy Suburban Nest with fenced in backyard for dogs
Exterior
Cozy Suburban Nest with fenced in backyard for dogs
8.0 out of 10, Very Good, (2)
"As pet parents being able to have our Porkchop with us was very accommodating. We apologize for leaving and not removing his dropping, the plan was to do it before we left this morning."
The price is AED 404
AED 541 total
includes taxes & fees
6 Jun - 7 Jun
Cozy Suburban Nest with fenced in backyard for dogs
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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.

Other property types in Chester

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
The GiaMaria resting in only 4 feet of water and a beautiful oxbow on the James.
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
9.6 out of 10, Exceptional, (191)
"We had an enjoyable stay on the houseboat. The bed was comfortable, and the accommodations had everything we needed. We even made spaghetti the first night for dinner since we arrived later than planned. The area is private, we only saw a few people and those we did see gave a friendly hello if they didn't stop to chat with us. For anyone wondering about the movement of the boat, it is very stable. The boat is docked in a channel off the main river so not a lot of boat traffic and the currents...
The price is AED 367
AED 720 total
includes taxes & fees
18 Jun - 19 Jun
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Garden Penthouse in RVA! 3 Bedroom, 3 Bath!
Third bedroom upstairs with two queen beds
Garden Penthouse in RVA! 3 Bedroom, 3 Bath!
10.0 out of 10, Exceptional, (9)
"This is the place for you and yours! We came to Richmond to see the sites and tour civil war era places. It was always so nice to come "home""
Garden Penthouse in RVA! 3 Bedroom, 3 Bath!
Downtown Living in Richmond's Amazing Shockoe Bottom
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Downtown Living in Richmond's Amazing Shockoe Bottom
9.8 out of 10, Exceptional, (13)
"Exactly as described and in a nice and convenient location"
The price is AED 444
AED 952 total
includes taxes & fees
10 Jun - 11 Jun
Downtown Living in Richmond's Amazing Shockoe Bottom
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

Searching for B&Bs in Chester?
Whether you’re traveling with your family and want a friendly place to stay, or you’re traveling solo and hoping to get some tips from locals, a B&B can be a good choice for many different types of travelers. If your ideal vacation to Chester includes spending lots of time outside, Henricus Historical Park and Parker’s Battery Park are good spots to enjoy the scenery.
Why consider a B&B over a traditional hotel room?
With attentive service, opportunities to meet other guests, and delectable breakfasts, B&Bs provide a truly one-of-a-kind environment.
When is the best time to stay at a B&B in Chester?
When you’re dreaming of a stay in Chester, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Chester is 50 inches.
What is there to do in Chester?
Travelers enjoy Chester for its restaurants and shopping. If you’re looking to find something to do during your travels, you might consider checking out Iron Bridge Sports Park and The Lazy Daisy. You might put James River and Henricus Historical Park on your list if you want to see more of the area.
How can I get to and around Chester?
Mapping out your trip in and around Chester is easy with these transportation options. Fly into Richmond Intl. Airport (RIC), which is located 12.2 mi (19.6 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of Chester hotels
Expedia verified reviews

SpringHill Suites Chester

SpringHill Suites Chester

5/5 Excellent
"Love the front desk people."
A verified traveler stayed at SpringHill Suites Chester
Posted 19 hours ago
SpringHill Suites Chester