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Chesterfield Vacation Packages

A river, a grassy field, and a forested hill.

Chesterfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Knight Center at Washington University

$346

per person

Sep 24 - Sep 26

found 19 hours ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Stay at this hotel in St. Louis. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions St. Louis Zoo and Forest Park are located nearby.

The Wildwood Hotel

Save 100% on your flight

$463

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Six Flags St. Louis and Skid Row are located nearby.

The Cheshire

Save 100% on your flight

$529

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Book a stay at this boutique hotel in Richmond Heights. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Louis Zoo and St. Louis Union Station are located nearby.

Terrible experience property is in very bad/poor shape and I would rate as one of our worst stays and we travel frequently! Be aware

Reviewed on Jul 20, 2026

Hermann Grain Bins BNB

Save 100% on your flight

$1,205

per person

Aug 26 - Aug 31

found 2 hours ago

Roundtrip flight included

Columbus (CMH) to St. Louis (STL)

Stay at this B&B in Hermann. Enjoy free breakfast, free parking, and a garden.

It was so comfortable and uniquely and beautifully decorated! There was so many awesome areas to explore inside and outside of the Grain Bins. Food provided for breakfast was fresh and hot. There was perfectly cooked bacon, scrambled eggs and really moist corn muffins with homemade mango preservers! We were welcomed with fresh, homemade plum bread. Instructions for everything available to utilize and operate were easy to understand. I can’t wait to go back and I will tell all my friends and family about this unique and relaxing place.

Reviewed on May 22, 2026

Residence Inn by Marriott St Louis Downtown

$467

per person

Sep 9 - Sep 13

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Book a stay at this business-friendly hotel in St. Louis. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Louis Union Station and Busch Stadium are located nearby.

Clean room; friendly staff; easy parking; decent breakfast

Reviewed on Jul 20, 2026

Ameristar Casino Resort and Spa

$453

per person

Sep 24 - Sep 26

found 19 hours ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Book a stay at this luxury hotel in St. Charles. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Hollywood Casino Amphitheatre are located nearby.

Great pool, adults only on weekends a plus, rooms beautiful spacious and clean!

Reviewed on Jul 20, 2026

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

$380

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Book a stay at this business-friendly hotel in Fenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LIFECHURCH and Flight Range are located nearby.

There was nothing about this property that impacted me positively, I wouldn’t recommend anyone to stay at this property.

Reviewed on Jul 20, 2026

Clayton Plaza Hotel & Extended Stay

$440

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

Book a stay at this business-friendly hotel in St. Louis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Louis Zoo and Forest Park are located nearby.

Nice space

Reviewed on Jul 20, 2026

Chesterfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.