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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 574
AED 637 total
includes taxes & fees
26 Dec - 27 Dec
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 449
AED 498 total
includes taxes & fees
3 Jan - 4 January 2025
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, (57)
"We loved the cabin! Owners were so kind and accommodating! Beds & pillows were feathery and so comfy! We loved having 2 complete levels to spread out in. We had a great time and will definitely book again!! Our only ding in an otherwise perfect review is that the oven didn’t work very well & we couldn’t see the oven temp hardly at all. It was a little frustrating trying to cook for a family. Also, only service for 4 for a cabin that sleeps 6. Good thing we brought our own paper plates. But...
Private Cabin with Pond on Family Farm
Downtown historic main street
PRIVATE ENTRANCE TO RUST APARTMENT

Downtown historic main street

9.6 out of 10, Exceptional, (177)
"Great location down town, able to walk to shops and restaurants. "
The price is AED 551
AED 639 total
includes taxes & fees
3 Jan - 4 January 2025
Downtown historic main street
Sweet Farm Stay
Exterior

Sweet Farm Stay

10.0 out of 10, Exceptional, (25)
"Very nice location out in the middle of nowhere! Our dogs loved the huge yard and liked talking with Dexter! Clean and very comfortable! Will definitely consider staying again if we come back to the area!"
The price is AED 551
AED 629 total
includes taxes & fees
3 Jan - 4 January 2025
Sweet Farm Stay
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 Fort Kaskaskia on your list if you want to see more of the area.