Winfield Vacations from $531

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The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $655, price is now $531 per person
$531
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people

Reviewed on Nov 11, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,032, price is now $617 per person
$617
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Clean room and great breakfast

Reviewed on Feb 2, 2026

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $1,138, price is now $842 per person
$842
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
2/10 (1 review)
The Cheshire

The Cheshire

4 out of 5
Price was $736, price is now $584 per person
$584
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
The Cheshire is in a class by itself. The halls and sitting areas are so full of history and there’s an ambiance that we just love. Our suite, Treasure Island, was amazing! Large, clean, luxurious and cozy with a beautiful fireplace and large jacuzzi. We had a delicious dinner at the Basso, relaxed in the very British, cozy Fox & Hound, enjoyed a coffee at the Tudor styled Starbucks and as always, enjoyed breakfast beside the fireplace. We loved our stay!

Reviewed on Jan 28, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $868, price is now $697 per person
$697
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.4/10 Very Good! (1,006 reviews)
What an incredible experience! The property was beautiful! Very impressive room,restaurants were top shelf and the casino was great! Definitely Recommend!

Reviewed on Feb 1, 2026

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Winfield Hotel Deals

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
1 Ameristar Blvd St. Charles MO
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $226 total per night from Feb 8 to Feb 9
$226 total
Feb 8 - Feb 9
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
Spotless room

Reviewed on Jan 26, 2026

Ameristar Casino Resort and Spa
Best Western Plus The Charles Hotel

Best Western Plus The Charles Hotel

3 out of 5
1425 South 5th Street St. Charles MO
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $91 total per night from Feb 3 to Feb 4
$91 total
Feb 3 - Feb 4
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
The staff was great. The breakfast was what you expect from a $98 a night hotel. They had a workout room. The bed was not very comfortable though. All in all for the price i would stay there again.

Reviewed on Jan 19, 2026

Best Western Plus The Charles Hotel
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

3 out of 5
13639 Riverport Dr Maryland Heights MO
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $79 total per night from Feb 15 to Feb 16
$79 total
Feb 15 - Feb 16
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
Our stay was very nice. I love the room and the space! Food could be better, but overall it was a good stay for the price.

Reviewed on Jan 27, 2026

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
See all 508 properties in Winfield
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.

Find the Best Winfield Vacation Packages

Winfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
1,450

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Frequently asked questions

How much does a Winfield vacation package cost?
You can grab a vacation package to this top destination from $531 on Expedia. However, how much your vacation to Winfield costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Winfield?
You can typically find reduced prices and greater availability in April, July and October. Check out our cheap Winfield vacation packages and you could get some great off-season discounts.
How many days is enough for Winfield?
The ideal length of your Winfield vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to hit all the main sights and explore some hidden spots along the way.
How to find the best Winfield package deals?
Use Expedia's filter tool to find some terrific Winfield package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Winfield package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Winfield vacation as a package?
You can enjoy significant savings on your Winfield break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winfield?
If you're considering a spur-of-the-moment Winfield getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Winfield vacation packages?
Your Winfield break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.