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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 3 B&B in Chester with updated reviews, rates, and availability.

The Conner House B&B
Exterior

The Conner House B&B

3.5 star property
10.0 out of 10, Exceptional, (13)
"Conner House is without parallel in the area - it stands alone by setting a relaxed yet elegant standard. We're treated beyond courtesy and civility with genuine respect and warmth. We've stayed here before and will likely do so again."
The price is AED 505
AED 561 total
includes taxes & fees
1 Feb - 2 Feb
The Conner House B&B
Corner George Inn Bed & Breakfast
Exterior

Corner George Inn Bed & Breakfast

2.5 star property
9.0 out of 10, Wonderful, (151)
"Hosts were excellent, very quiet and the breakfast was wonderful"
The price is AED 472
AED 524 total
includes taxes & fees
26 Jan - 27 Jan
Corner George Inn Bed & Breakfast
Hart Estate Bed and Breakfast
Front of property

Hart Estate Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (31)
"We enjoyed our stay and the bed was comfortable."
Hart Estate Bed and Breakfast
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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Other property types in Chester

Private Cabin with Pond on Family Farm
Cabin exterior from across pond

Private Cabin with Pond on Family Farm

10.0 out of 10, Exceptional, (60)
"Wonderful time with friends enjoying the cabin at Christmas time. We enjoyed fishing in the pond and watching the wildlife-especially the duck couple! Highly recommend this place!"
Private Cabin with Pond on Family Farm
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
New Summer 2018

Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist

10.0 out of 10, Exceptional, (164)
"Nice location, clean and inviting."
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
Secluded Lodge with Private Lake Minutes from St. Louis
Sunset on the lake

Secluded Lodge with Private Lake Minutes from St. Louis

10.0 out of 10, Exceptional, (198)
"We really enjoyed our stay here. The pond setting is peaceful - spent most of our time just sitting out near the water reading/journaling/relaxing. Even caught a few fish! The location is closer to a road than we expected, but it didn't cause any issues. It's also within 15-20 minute drive of many restaurants which we appreciated. Would certainly consider staying again!"
Secluded Lodge with Private Lake Minutes from St. Louis
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?
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a B&B may be the perfect thing for your trip to Chester. While you’re enjoying your trip to Chester, Elzie C. Segar Memorial Park and Randolph County State Recreation Area are perfect spots to get in some fresh air and greenery.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to interact with the owner, and breakfast served on site, B&Bs offer a truly one-of-a-kind environment.
What's the best time of year 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 75°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chester is 55 inches.
What is there to do in Chester?
Spend some time exploring Mississippi River and Elzie C. Segar Memorial Park if you’re hoping to see some of the area’s natural features. You might put Popeye Museum and Chester Skating Rink on your list if you want to see more of the area.