Winfield Vacations from $373
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The Latest Winfield vacation packages
Price found within the past 48 hours. Click for updated prices.
The Cheshire
$531
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
We had a great time. Loved the inn and both restaurants. Breakfast was. Great way to start the day too. Staff were friendly.
Reviewed on Aug 30, 2026
Winfield Hotel Deals
Hollywood Casino & Hotel St. Louis
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
$125 nightly
$146 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (2,212 reviews)
"Clean room and nice staff"
Reviewed on Aug 31, 2026
Ameristar Casino Resort and Spa
1 Ameristar Blvd St. Charles MO
Fully refundableReserve now, pay when you stay
$183 nightly
$214 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (1,031 reviews)
"All went well room clean, staff outstanding"
Reviewed on Aug 29, 2026
Drury Inn & Suites St. Louis St. Peters
170 Mid Rivers Mall Circle St. Peters MO
Fully refundableReserve now, pay when you stay
$110 nightly
$126 total
Sep 6 - Sep 7
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
"Nice place and convenient location!"
Reviewed on Aug 30, 2026
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 $373 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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- Citygarden
- Jewel Box
- Museum at the Gateway Arch
- Samuel Cupples House
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- Old Post Office
- Mid Rivers Mall
- Fast Lane Classic Cars
- Eugene Field House & St. Louis Toy Museum
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- The MOTO Museum
- Eads Bridge
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- Lake St Louis Vacations
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- St. Alphonsus Liguori Catholic Church
- August A. Busch Memorial Conservation Area
- Broemmelsiek Park
- Sky Zone Indoor Trampoline Park - St. Louis
- St. Louis Vacations
- St. Louis Cathedral
- The Muny Theater
- Carshield Field
- St. Mary of Victories Catholic Church
- Wainwright Building
- Bruno David Gallery
- St. Louis Zoo
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- Meeting of the Waters Fountain
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- Historic Main Street
- Quail Ridge Park
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- 9-11 Memorial
- Cuivre River State Park
- Vietnam Veterans Memorial
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
