Find a Bed and Breakfast in Chester from CA $99

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Chester B&B

Gracefield Hall B&B
Front of property

Gracefield Hall B&B

3.0 star property
10.0 out of 10, Exceptional, (67)
"Great location for Colonial Downs racing, beautiful accommodations and your hosts, Patricia and Larry could not have done more for us."
The price is CA $257
CA $277 total
includes taxes & fees
Aug 23 - Aug 24
Gracefield Hall B&B
Ragland Mansion Bed & Breakfast
Front of property

Ragland Mansion Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (349)
"This historic property is a great place to share time with family and friends before Amtrak trip the next morning . Convenient to Old Town restaurants. We were welcomed and truly enjoyed the individual attention. The whole experience was perfect."
The price is CA $160
CA $214 total
includes taxes & fees
Sep 3 - Sep 4
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, (93)
"Great place to stay. Pete is a great host, easy check in great communication, pinball machines and games in the rooms really great. Quick drive to some good dining."
The price is CA $99
CA $133 total
includes taxes & fees
Sep 7 - Sep 8
A house full of steel balls and games
The Boulevard Inn
Terrace/patio

The Boulevard Inn

4.0 star property
9.8 out of 10, Exceptional, (56)
"Gorgeous property and very helpful hosts. Didn’t get to try the food as we had breakfast plans every day that we were there, but look forward to trying it next time!"
The price is CA $390
CA $444 total
includes taxes & fees
Aug 24 - Aug 25
The Boulevard Inn
Historic Vaiden House, c.1781, on 8 acres: Modern Amenities with Old World Charm
Interior

Historic Vaiden House, c.1781, on 8 acres: Modern Amenities with Old World Charm

10.0 out of 10, Exceptional, (37)
"Came together with a group of friends to celebrate many things. Can’t say enough about the host and staff’s friendliness as well as maintaining a beautiful location at the Vaiden Inn. We’ll be back!!"
The price is CA $276
CA $574 total
includes taxes & fees
Sep 8 - Sep 9
Historic Vaiden House, c.1781, on 8 acres: Modern Amenities with Old World Charm
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 Chester Hotel Reviews

Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

10/10 Excellent
"Our stay was very awesome and the area was the highlight. Shopping was very convenient from this location and many restaurants to choose from. Staff very friendly and helpful"
Mertalia 7-night trip
Posted 1 day ago
Holiday Inn Hotel and Suites Richmond West End by IHG

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chester?
Prices for B&Bs in Chester often vary, but you can find a great deal from CA $99 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chester?
The best time to book a B&B in Chester is during the enchanting spring months of April to June. This period attracts visitors eager to immerse themselves in the rich history and vibrant culture of this charming city. With the arrival of warmer weather, the historic streets come alive, and outdoor sightseeing becomes a true pleasure.

April, in particular, is a lovely time to visit, with temperatures typically ranging from 10 to 15 degrees Celsius. The blossoming gardens and parks, like Grosvenor Park, offer a picturesque setting for leisurely strolls, and the city's famous Roman walls provide a unique vantage point to appreciate Chester's scenic beauty.

If you're looking for a more budget-friendly option, consider visiting in November. This quieter month allows for a more relaxed exploration of Chester's attractions, including the stunning Chester Cathedral and the captivating Rows. You'll find that the city's charm remains intact, with fewer crowds and the opportunity to enjoy the local shops and cafés at your own pace.
What is the difference between a Chester B&B and a hotel?
Every Chester B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chester B&Bs.