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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 488
AED 540 total
includes taxes & fees
23 Nov - 24 Nov
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 520 total
includes taxes & fees
30 Nov - 1 Dec
Corner George Inn Bed & Breakfast
Hart Estate Bed and Breakfast
Front of property

Hart Estate Bed and Breakfast

3.5 star property
9.4 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

Downtown historic main street
PRIVATE ENTRANCE TO RUST APARTMENT

Downtown historic main street

9.6 out of 10, Exceptional, (176)
"The area was very eclectic and fun. Very unique area. Needs a little work yet but was informed of that from the get go. "
The price is AED 441
AED 523 total
includes taxes & fees
25 Nov - 26 Nov
Downtown historic main street
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, (56)
"We are here visiting family and needed a peaceful place to stay. This was exactly what we needed. When we come back to the area, we WILL stay here. Thank you for a great vacation "
Private Cabin with Pond on Family Farm
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, (196)
"My best friend of 50 years and I spent four days at this lovely house. The hosts were wonderful; answered any questions we had very promptly. We are both in our 70s and the stairs were more of a challenge than I had anticipated from the pictures, but we managed. The house is lovely, the grounds are great and the fishing was awesome. We would definitely recommend this or a quiet getaway, especially if you like to fish."
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 Fort Kaskaskia and Popeye Museum on your list if you want to see more of the area.