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Book Chesterfield Bed & Breakfast

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Compare 9 B&B in Chesterfield with updated reviews, rates, and availability.

The Lodge at Grant's Trail

3.5 star property
9.6 out of 10, Exceptional, (421)
"The breakfast was wonderful."
$136 nightly
The price is $157
Jun 23 - Jun 24
Total includes taxes and fees
The Lodge at Grant's Trail

Benton Park Inn

3.5 star property
9.6 out of 10, Exceptional, (286)
"We had a wonderful stay! Host was friendly and had great suggestions for dining and activities. The house was absolutely charming! Will definitely stay again."
$133 nightly
The price is $156
Jul 10 - Jul 11
Total includes taxes and fees
Benton Park Inn

The Cyclist! Katy Trail comfort in Marthasville,MO

9.8 out of 10, Exceptional, (7)
"Wonderful place to get away to and relax!"
$222 nightly
The price is $241
Jun 22 - Jun 23
Total includes taxes and fees
The Cyclist! Katy Trail comfort in Marthasville,MO

Charming, Historic Family Suite, Steps from the Chase Park Plaza and Forest Park

10.0 out of 10, Exceptional, (4)
"This was a sweet space for us to relax and celebrate time with friends. Anthony was very helpful and cool. "
$399 nightly
The price is $438
Jun 25 - Jun 26
Total includes taxes and fees
Charming, Historic Family Suite, Steps from the Chase Park Plaza and Forest Park

Central West End B&B

3.5 star property
7.8 out of 10, Good, (53)
"Carpets not the cleanest. Some updating needed for summer users. ( A/C units in windows ) Staff was very helpful though. Recommend booking a few days in advance due to Expedia delays. I was unexpected at property but staff on-site made some last minute adjustments to accommodate."
$161 nightly
The price is $188
Jun 26 - Jun 27
Total includes taxes and fees
Central West End B&B

The Wineaux! Wine Country charm in Marthasville,MO

9.4 out of 10, Exceptional, (8)
"This is a really nice place in a nice little community. We stayed here for a ride on the Katy trail and enjoyed it a lot. "
$222 nightly
The price is $241
Jun 22 - Jun 23
Total includes taxes and fees
The Wineaux! Wine Country charm in Marthasville,MO

The Daniel Boone Room -Marthasville,MO

6.0 out of 10, (3)
"We enjoyed the property. The decor is great and very clean. Location and hospitality was nice. "
$146 nightly
The price is $158
Jun 22 - Jun 23
Total includes taxes and fees
The Daniel Boone Room -Marthasville,MO

TheOutPostInn Bed&Breakfast - The Blue Victorian

8.0 out of 10, Very Good, (4)
"Stayed in Hermann one night and here one night. Great space, comfy bed, quiet area."
$169 nightly
The price is $183
Jun 22 - Jun 23
Total includes taxes and fees
TheOutPostInn Bed&Breakfast - The Blue Victorian

TheOutPostInn Bed&Breakfast - The Purple Victorian

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...
$190 nightly
The price is $205
Jun 22 - Jun 23
Total includes taxes and fees
TheOutPostInn Bed&Breakfast - The Purple Victorian
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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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 $156 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.