A town with a prominent church spire, residential buildings, and a hill in the background.

Book Chesterfield Bed & Breakfast

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Our top choices for Chesterfield bed & breakfast

1. The Lodge at Grant's Trail

The Lodge at Grant's Trail
3.5 star property
St. Louis
9.6 out of 10, Exceptional, (538 reviews)
"It was absolutely beautiful and welcoming definitely plan on coming back."
United States
Sherri
$168 nightly
The price is $195
Oct 15 - Oct 16
Total with taxes and fees
The Lodge at Grant's Trail

2. Benton Park Inn

Benton Park Inn
3.5 star property
Benton Park
9.6 out of 10, Exceptional, (351 reviews)
"The host/owner was very friendly. Makes decent breakfast. it's more of a BnB than a hotel."
United States
Winston
$136 nightly
The price is $159
Oct 25 - Oct 26
Total with taxes and fees
Benton Park Inn

3. Central West End B&B

Central West End B&B
3.5 star property
Central West End
8.0 out of 10, Very good, (57 reviews)
"Really enjoyed the comfort. I would recommend this place to anyone. Very nice breakfast also!!! "
United States
Stacee
$149 nightly
The price is $174
Oct 11 - Oct 12
Total with taxes and fees
Central West End B&B

4. The Cyclist! Katy Trail comfort in Marthasville,MO

The Cyclist! Katy Trail comfort in Marthasville,MO
Marthasville
9.6 out of 10, Exceptional, (11 reviews)
"We have stayed here before and always enjoy the stay."
United States
Barbara S.
$256 nightly
The price is $277
Oct 12 - Oct 13
Total with taxes and fees
The Cyclist! Katy Trail comfort in Marthasville,MO

5. TheOutPostInn Bed&Breakfast - The Purple Victorian

TheOutPostInn Bed&Breakfast - The Purple Victorian
Marthasville
8.0 out of 10, Very good, (2 reviews)
"We had a lovely stay at the Purple Victorian. We were in town for a wedding that evening, and its close proximity without a two night minimum stay made it absolutely perfect for us. I loved the style and charm of the room. It was especially ideal for Valentine’s Day. The bed was incredibly comfortable, and I had one of the best nights of sleep I have had in a long time. Check in was seamless, and communication with the host was quick and easy. We highly recommend staying here."
Canada
Colleen W.
$216 nightly
The price is $234
Oct 12 - Oct 13
Total with taxes and fees
TheOutPostInn Bed&Breakfast - The Purple Victorian

6. The Wineaux! Wine Country charm in Marthasville,MO

The Wineaux! Wine Country charm in Marthasville,MO
Marthasville
9.4 out of 10, Exceptional, (11 reviews)
"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. "
United States
Clint H.
$256 nightly
The price is $277
Oct 12 - Oct 13
Total with taxes and fees
The Wineaux! Wine Country charm in Marthasville,MO

7. NEW! The Gatsby Speakeasy - Marthasville,MO

NEW! The Gatsby Speakeasy - Marthasville,MO
Marthasville
$157 nightly
The price is $170
Oct 11 - Oct 12
Total with taxes and fees
NEW! The Gatsby Speakeasy - Marthasville,MO

8. TheOutPostInn Bed&Breakfast - The Blue Victorian

TheOutPostInn Bed&Breakfast - The Blue Victorian
Marthasville
8.6 out of 10, Excellent, (7 reviews)
"Stayed in Hermann one night and here one night. Great space, comfy bed, quiet area."
United States
Erin A.
$195 nightly
The price is $211
Nov 1 - Nov 2
Total with taxes and fees
TheOutPostInn Bed&Breakfast - The Blue 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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Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
371
Accommodation
10 B&B
Lowest Price
$159
Highest Price
$277

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 $159 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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