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 loved our stay at the Cheshire. The author themed rooms were a hit with this bookish couple. Great location with easy access to the highway, Forest Park, and more. And the Fox and the Hound is a great little cozy space!
Reviewed on Aug 31, 2026
Remodeled and Inviting Free EV
$524
per person
Oct 22 - Oct 25
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (2 reviews)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it
Reviewed on Aug 7, 2026
Winfield Hotel Deals
Hollywood Casino & Hotel St. Louis
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
$123 nightly
$144 total
Sep 14 - Sep 15
Total with taxes and fees
8.6/10 Excellent! (2,213 reviews)
"The room was great. Only downside was the tv in the living room didn't work properly but that's not enough for me to take a star away. The room was clean, staff was very helpful and friendly. You have to use a key card to even work the elevator so you don't have to worry about some random person ..."
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 8 - Sep 9
Total with taxes and fees
8.6/10 Excellent! (1,033 reviews)
"Great place to stay for travel or some casino fun. Parking is extremely easy and convenient to the hotel. Check-in and check-out is very fast. The hotel is very well kept and taken care of. Rooms are very spacious. The casino restaurants have great food options available. All of our meals were very ..."
Reviewed on Aug 31, 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! (1,008 reviews)
"Clean rooms, staff was amazing. Overall it was outdated and though the nightly dinner was wonderful, it gave the hotel a lingering odor. Fitness center was lacking but conveniently located near a few gyms."
Reviewed on Aug 31, 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
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- 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.
