20 Best B&B in Chester, IL - Bed and Breakfast from $134

A steel bridge over a river with a white boat.

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Our top choices for Chester bed & breakfast

The Conner House B&B

Prairie du Rocher

Bradley

$156 nightly

Jul 6 - Jul 7

Total with taxes and fees

Dave & Mayme's Whirlpool Suite | Individually decorated, individually furnished, iron/ironing board

Corner George Inn Bed & Breakfast

Maeystown

John

$121 nightly

Jul 11 - Jul 12

Total with taxes and fees

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Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

8/10 Good

"Had to move rooms air wasn't working and there wasn't another king available had to settle for 2 queens. 2nd room wasn't very clean and dusty bed wasn't comfy all in all not a great stay"

Baymont by Wyndham Chester IL

8/10 Good

"This is my 3rd stay in 4 years at this property and was pleased with the staff and community the hotel is located in. Outside the property cleanliness and helpful staff, the first room I was in had an air conditioner unit that sounded like a race car starting up when the compressor started. The young lady was very helpful in moving me to a new room."

In the Country a Beautiful 2-bedroom house with its own private lake

10/10 Excellent

"We booked this house to stay in for our fishing trip near St. Louis and thoroughly enjoyed our time here! I loved being able to drink my coffee on the porch while taking in the peaceful atmosphere. We fished the pond and had a blast catching a variety of fish. A great location with lots to do in the surrounding towns!"

Baymont by Wyndham Festus

8/10 Good

"This property clearly was once a beautiful conference facility with a pool, large conference area that includes a big indoor fountain, lots of rooms and parking, etc. However, as what often happens in the hotel industry, this one has deteriorated over time. It's clear that the staff is doing the best with what they have to offer. The room was clean; beds comfortable. The room was clean but lots of little things needed maintenance.....BUT nothing that would make your stay awful....just things I notice, having worked in hotel sales & management. Example: The faucet's size didn't fit the opening in the sink, so the faucet was sort of loose. Drapes were missing some curtain rings and so we had to sort of 'arrange' the curtains around a chair to keep the light out---a privacy issue but one not impossible to resolve. We stayed one night on our way to our destination and one night coming back. The second night clearly someone had smoked in the room (NOT allowed!) and housekeeping had shampooed the carpet. I'm sure it was to help alleviate the odor but sadly, carpets were not dry yet. The humidity in the room was pretty high but we resolved it by putting on the heat while we went to dinner and then the AC. Breakfast offerings were plenty and hours for breakfast were quite ample. As of this review (6/29/2026) I'd say for the price, it's a good value. I really feel bad to see properties go downhill when clearly there once were a beautiful property."

Find out more about Chester

Chester B&B information

Number of reviews	155
Accommodation	2 B&B
Lowest Price	$134
Highest Price	$173

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 $134 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.

What is the difference between a Chester Bed & Breakfast 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.

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Our top choices for Chester bed & breakfast

The Conner House B&B

Corner George Inn Bed & Breakfast

Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

Super 8 by Wyndham Perryville

Baymont by Wyndham Chester IL

Holiday Inn Express & Suites Perryville by IHG

In the Country a Beautiful 2-bedroom house with its own private lake

Holiday Inn Express Hotel & Suites Sparta by IHG

Baymont by Wyndham Festus

Microtel Inn & Suites by Wyndham Sainte Genevieve

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Find out more about Chester

Chester B&B information

Frequently asked questions

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Book Chester Bed & Breakfast

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Chester bed & breakfast

The Conner House B&B

Corner George Inn Bed & Breakfast

Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

Find out more about Chester

Chester B&B information

Frequently asked questions

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