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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Chesterfield bed & breakfast

A red brick building with a gabled roof and arched windows.

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
The price is AED 536
AED 627 total
includes taxes & fees
16 Nov - 17 Nov
Benton Park Inn
A multi-story wooden building with balconies and outdoor seating, likely a lodge or hotel.

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
The price is AED 680
AED 789 total
includes taxes & fees
9 Dec - 10 Dec
The Lodge at Grant's Trail
A bedroom with a large bed, a mirror, and a vanity with shelves.

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
The price is AED 593
AED 747 total
includes taxes & fees
9 Dec - 10 Dec
Central West End B&B
A room with a wooden bed, a green sofa, a wooden chest, and a patterned rug.

4. NEW! The Gatsby Speakeasy - Marthasville,MO

NEW! The Gatsby Speakeasy - Marthasville,MO
Marthasville
The price is AED 481
AED 594 total
includes taxes & fees
9 Nov - 10 Nov
NEW! The Gatsby Speakeasy - Marthasville,MO
A building with a 'Pizza' sign, a porch, and a staircase leading to a second floor.

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.
The price is AED 433
AED 740 total
includes taxes & fees
9 Nov - 10 Nov
TheOutPostInn Bed&Breakfast - The Blue Victorian
A bedroom with a large window, a brick wall, a bed with a headboard, and a wall-mounted picture.

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.
The price is AED 608
AED 974 total
includes taxes & fees
9 Nov - 10 Nov
The Wineaux! Wine Country charm in Marthasville,MO
A laundry room with two stacked front-loading washing machines, a metal rack, and a sign above indicating a 5¢ service fee for help needed within 30 minutes.

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.
The price is AED 608
AED 974 total
includes taxes & fees
9 Nov - 10 Nov
The Cyclist! Katy Trail comfort in Marthasville,MO
A building with a 'Pizza' sign, a porch, and a staircase leading to a second floor.

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.
The price is AED 503
AED 824 total
includes taxes & fees
9 Nov - 10 Nov
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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Learn more about Chesterfield

Stroll along the scenic Chesterfield Valley Athletic Complex trails before catching a summer concert at the outdoor amphitheater. Families flock to Faust Park where you can ride a century-old carousel and explore historic buildings preserved from Missouri's early days.

See all hotels in Chesterfield
A city skyline with a prominent arch bridge and a lit bridge over a calm river reflecting city lights.

Top reviews in Chesterfield

A multi-story wooden building with balconies and outdoor seating, likely a lodge or hotel.
The Lodge at Grant's Trail

The Lodge at Grant's Trail

The Lodge at Grant's Trail
St. Louis

10/10 Excellent

Our host for breakfast was very nice and professional. Only negative, the pastry and muffins on the buffet were still frozen. We adapted, but for a classy establishment, unfortunate oversight especially for first time guests. Overall a very comfortable stay, we will return!
United States
Anonymous traveler
Reviewed October 18, 2016
The Lodge at Grant's Trail

Frequently Asked Questions

Searching for B&Bs in Chesterfield?

If you want to find a place to stay with fewer rooms than the traditional hotel and a cozy environment, a bed and breakfast might be just the right fit for your getaway to Chesterfield. While you're enjoying your trip to Chesterfield, Sophia M. Sachs Butterfly House and Faust Park are perfect spots to get in some fresh air and greenery.

How do you know if a B&B is the right choice for your stay?

With attentive service, an atmosphere suited to mingling with other guests, and top-rated breakfasts, B&Bs all have a one-of-a-kind environment.

What are the top B&Bs in Chesterfield?

Here are some B&Bs in the surrounding area: The Lodge at Grant's Trail: 16 rooms. 16.5 mi (26.5 km) from the downtown core. Enjoy the free cooked breakfast and patio area. Central West End B&B: 7 rooms. Situated 17.4 mi (28.1 km) from the heart of Chesterfield. Modern Boutique Stay w/ Plush King Bed- Hare Suite: 9.5 mi (15.3 km) from the heart of downtown.

When is the best time to stay at a B&B in Chesterfield?

When you're dreaming of a getaway to Chesterfield, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chesterfield is 48 inches.

What is there to do in Chesterfield?

Travelers enjoy Chesterfield for its array of dining options and major shopping area. When you want to explore some cultural attractions on your trip, The Factory and Chesterfield Amphitheater are worthy sites to check out. You might put St. Louis Premium Outlets and Missouri River on your list if you want to see more of the area.

How can I get to and around Chesterfield?

Planning your excursions in and around Chesterfield is easier with these transportation options. Fly into St. Louis, MO (SUS-Spirit of St. Louis), which is located 4.4 mi (7 km) from the city center. Otherwise, you can search for flights to St. Louis Lambert Intl. Airport (STL), which is 12.1 mi (19.4 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.