A city skyline with a prominent arch bridge and a lit bridge over a calm river reflecting city lights.

Book Chesterfield Bed & Breakfast

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chesterfield bed & breakfast

1. Benton Park Inn

Benton Park Inn
3.5 star property
Benton Park
9.8 out of 10, Exceptional, (355 reviews)
"Wonderful stay! Rosie is an excellent co-host! Dan provided a wonderful breakfast as well as an inclusive list of dinner options and restaurants around the area."
United States
Lindsay
$140 nightly
The price is $164
Nov 16 - Nov 17
Total with taxes and fees
Benton Park Inn

2. The Lodge at Grant's Trail

The Lodge at Grant's Trail
3.5 star property
St. Louis
9.6 out of 10, Exceptional, (542 reviews)
"It was absolutely beautiful and welcoming definitely plan on coming back."
United States
Sherri
$174 nightly
The price is $202
Nov 15 - Nov 16
Total with taxes and fees
The Lodge at Grant's Trail

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
$164 nightly
The price is $192
Nov 9 - Nov 10
Total with taxes and fees
Central West End B&B

4. NEW! The Gatsby Speakeasy - Marthasville,MO

NEW! The Gatsby Speakeasy - Marthasville,MO
Marthasville
$145 nightly
The price is $158
Nov 9 - Nov 10
Total with taxes and fees
NEW! The Gatsby Speakeasy - Marthasville,MO

5. 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.
$180 nightly
The price is $196
Nov 9 - Nov 10
Total with taxes and fees
TheOutPostInn Bed&Breakfast - The Blue Victorian

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

The Wineaux! Wine Country charm in Marthasville,MO
Marthasville
9.2 out of 10, Wonderful, (12 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.
$237 nightly
The price is $258
Nov 9 - Nov 10
Total with taxes and fees
The Wineaux! Wine Country charm in Marthasville,MO

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

The Cyclist! Katy Trail comfort in Marthasville,MO
Marthasville
9.6 out of 10, Exceptional, (12 reviews)
"We have stayed here before and always enjoy the stay."
United States
Barbara S.
$237 nightly
The price is $258
Nov 9 - Nov 10
Total with taxes and fees
The Cyclist! Katy Trail comfort in Marthasville,MO

8. 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.
$200 nightly
The price is $218
Nov 9 - Nov 10
Total with 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
930
Accommodation
10 B&B
Lowest Price
$158
Highest Price
$258

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 $158 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.

Explore a world of travel with Expedia