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Our top choices for Chesterfield bed & breakfast

Central West End B&B

Central West End B&B
3.5 star property
Central West End
7.8 out of 10, Good, (53)
"Really enjoyed the comfort. I would recommend this place to anyone. Very nice breakfast also!!! "
United States
Stacee
$177 nightly
The price is $207
Dec 22 - Dec 23
Total with taxes and fees
Central West End B&B

The Lodge at Grant's Trail

The Lodge at Grant's Trail
3.5 star property
St. Louis
9.6 out of 10, Exceptional, (469)
"I stayed in the Christmas room after our work Christmas party in the Grand Room! It was cozy and perfect! Breakfast in the morning was freshly prepared, eggs cooked to order, and delicious! "
United States
Kimberly
$137 nightly
The price is $158
Dec 28 - Dec 29
Total with taxes and fees
The Lodge at Grant's Trail

Benton Park Inn

Benton Park Inn
3.5 star property
Benton Park
9.6 out of 10, Exceptional, (313)
"Great place, great host!"
United States
Andrew
$129 nightly
The price is $151
Dec 31 - Jan 1, 2026
Total with taxes and fees
Benton Park Inn

TheOutPostInn Bed&Breakfast - The Blue Victorian

TheOutPostInn Bed&Breakfast - The Blue Victorian
Marthasville
8.6 out of 10, Excellent, (7)
"Stayed in Hermann one night and here one night. Great space, comfy bed, quiet area."
United States
Erin A.
$169 nightly
The price is $183
Dec 22 - Dec 23
Total with taxes and fees
TheOutPostInn Bed&Breakfast - The Blue Victorian

The Cyclist! Katy Trail comfort in Marthasville,MO

The Cyclist! Katy Trail comfort in Marthasville,MO
Marthasville
9.8 out of 10, Exceptional, (10)
"We have stayed here before and always enjoy the stay."
United States
Barbara S.
$224 nightly
The price is $243
Dec 22 - Dec 23
Total with taxes and fees
The Cyclist! Katy Trail comfort in Marthasville,MO

The Wineaux! Wine Country charm in Marthasville,MO

The Wineaux! Wine Country charm in Marthasville,MO
Marthasville
9.4 out of 10, Exceptional, (11)
" Nice setting. Relaxing room yo come back yo after visiting the wineries all day."
United States
Chris N.
$224 nightly
The price is $243
Dec 22 - Dec 23
Total with taxes and fees
The Wineaux! Wine Country charm in Marthasville,MO

The Daniel Boone Room -Marthasville,MO

The Daniel Boone Room -Marthasville,MO
Marthasville
8.6 out of 10, Excellent, (8)
"Although there was a maintenance issue with the room we had booked the staff upgraded us to another larger room that was perfect. For a small town along the Katy trail the accommodations were first class and we would be happy to stay there again."
United States
Tom S.
$146 nightly
The price is $158
Dec 22 - Dec 23
Total with taxes and fees
The Daniel Boone Room -Marthasville,MO

TheOutPostInn Bed&Breakfast - The Purple Victorian

TheOutPostInn Bed&Breakfast - The Purple Victorian
Marthasville
6.0 out of 10, (1)
"It was a small room and had to squeeze between the bed and wall to get in. Almost had to use the foot stool to get in the bed secondary to being so high up and the mattress was extremely firm. The pillows were super soft which did not go with the firm bed, woke up several times in the night to re fluff the pillows and still woke up with a sore neck. The thing that bothered me the most was the curtain in the bathroom was screwed to the wall and you could not close them for privacy. The building...
United States
Michelle G.
$189 nightly
The price is $204
Dec 22 - Dec 23
Total with taxes and fees
TheOutPostInn Bed&Breakfast - The Purple Victorian
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Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
680
Accommodation
10 B&B
Lowest Price
$151
Highest Price
$243

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chesterfield?
Prices for B&Bs in Chesterfield often vary, but you can find a great deal from $151 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesterfield 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 Chesterfield?
The best time to book a B&B in Chesterfield is during the late spring to early summer months, particularly from May to July. This period marks the peak travel season, when visitors flock to the area to enjoy the vibrant local culture, outdoor activities, and temperate climate. With temperatures generally ranging from the mid-50s to the high 80s Fahrenheit, Chesterfield becomes a haven for those who appreciate leisurely strolls through its picturesque parks and charming streets.

July stands out as the most popular month, offering a lively atmosphere filled with community events and festivals. Whether you're exploring the local farmer's markets or taking part in outdoor concerts, there's always something happening that caters to a variety of interests. The warm weather enhances outdoor adventures, making it an ideal time for hiking, biking, or simply enjoying a picnic in one of the many scenic spots.

If you're looking for a more budget-friendly experience, consider visiting in November. During this month, you can enjoy the peaceful ambiance of Chesterfield as the crowds thin out, allowing for a more intimate exploration of the area's historical sites and natural beauty. The crisp fall air and changing leaves provide a beautiful backdrop for your adventures.
What is the difference between a Chesterfield B&B and a hotel?
Every Chesterfield 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 Chesterfield B&Bs.

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