Deals on vacations and trips to Chesterfield

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Chesterfield flight + hotel vacation packages

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Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $720, price is now $493 per person
$493
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
This resort features a golf course, a full-service spa, and a marina. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. You'll find 2 restaurants and 5 bars/lounges for dining and drinks, and an indoor pool is also on site.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $794, price is now $506 per person
$506
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $776, price is now $545 per person
$545
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.
Alhonna Resort LLC

Alhonna Resort LLC

3 out of 5
Save 100% on your flight
Price was $863, price is now $617 per person
$617
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
This resort features a private beach, a marina, and a restaurant. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $722, price is now $559 per person
$559
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking and a coffee shop are also offered on site.

Stay near popular Chesterfield attractions

The Factory

8.8/10 (47 reviews)
You can make plans for a show at The Factory on your trip to Chesterfield. Check out the shops and top-notch restaurants in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to Chesterfield?
Travelocity has flight and hotel vacation packages from an incredible $493. With such great deals, you'll be exploring all of Chesterfield before you know it.
How long should my Chesterfield vacation be?
There are no rules when it comes to how long you should spend in Chesterfield, but most people opt to stay for around 2 nights. Got some flexibility with your departure date? Consider treating yourself to a couple of extra nights. That way, you'll have loads of time to check out the surrounding areas as well.
Where can I get the best vacation package deals for Chesterfield?
There's no need to look any further than Travelocity. With no less than 400 airlines and 1,000,000 properties around the world, it's a breeze to put together a Chesterfield package deal that suits your travel style.
Why should I book my Chesterfield vacation package with Travelocity?
You'll not only enjoy huge savings, but you'll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Wander across the world, uncover hidden gems and make unforgettable memories — we'll take care of the important details.
Will I save money on my Chesterfield car rental if I combine it with my hotel or flight?
Bundling your bookings into a Chesterfield vacation package will save you some serious money. Book a car and flight; a hotel, flight and car; or a hotel and car. There's no better way to explore the greater Chesterfield area than with your own rental car. You can also add experiences and tours to your Travelocity package.
Which airport is best for Chesterfield?
That would be Lambert-St. Louis Intl. Airport (STL), located 12 mi northeast of central Chesterfield.
What is there to do in Chesterfield?
While hopping off the tourist trail is no doubt rewarding, you shouldn't ignore the well-known sights that make a place famous. St. Louis Premium Outlets and Chesterfield Sports Fusion are just two of them in Chesterfield.
Where should I stay when visiting Chesterfield?
Many people spend their nights at the Drury Plaza Hotel St. Louis Chesterfield. It's sure to be a good base for your Chesterfield vacation.

Photos of local treasures

Browse Chesterfield vacation photos for more inspiration

A town with a prominent church spire, residential buildings, and a hill in the background.
A sunset over a body of water with a silhouette of trees in the foreground.
A calm river flanked by dense greenery and a wooden fence.
A sunset over a frozen river with a forested shoreline.
A river, a grassy field, and a forested hill.

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