Winfield Vacations from $247

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The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham St Charles

Super 8 by Wyndham St Charles

2 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Louis (STL)
8/10 Very Good! (1,003 reviews)
Great breakfast and awesome staff

Reviewed on Jul 31, 2025

Ballpark Apartments by Barsala

Ballpark Apartments by Barsala

4 out of 5
Downtown St. Louis
per person
Sep 5 - Sep 7
found 18 hours ago
Roundtrip flight included
Chicago (CHI) to St. Louis (STL)
7.4/10 Good! (9 reviews)
It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot.

Reviewed on Jun 8, 2025

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
No reviews
La Quinta Inn & Suites by Wyndham St Louis Route 66

La Quinta Inn & Suites by Wyndham St Louis Route 66

3 out of 5
per person
Oct 3 - Oct 6
found 9 hours ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
7.8/10 Good! (1,012 reviews)
Check in staff was very friendly and helpful. And quick to check us in.

Reviewed on Jul 30, 2025

AC Hotel by Marriott St. Louis Chesterfield

AC Hotel by Marriott St. Louis Chesterfield

3.5 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Louis (STL)
9/10 Wonderful! (176 reviews)
Best hotel in St. Louis in my opinion. Very clean, very modern, spacious, and it feels luxury. Within walking distance to Ruth Chris where we dined for dinner.

Reviewed on Jul 22, 2025

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Winfield Hotel Deals

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Winfield
9.8/10 Exceptional! (129 reviews)
Exploring Missouri
"Ahead of a move to the greater St Louis area, I visited to start to prepare and get a feel for the neighborhoods. Grateful to have met the Eulentrop family and the wonderful, kind people of Winfield. Highly recommend this."

Reviewed on Jul 18, 2025

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Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
Private RV Boondocking Retreat – Easy Access, Big Sky Views! Close to hwy 79/61

Private RV Boondocking Retreat – Easy Access, Big Sky Views! Close to hwy 79/61

Winfield
$49 nightly
The price is $51 total per night from Aug 3 to Aug 4
$51 total
Aug 3 - Aug 4
Total includes taxes and fees
Private RV Boondocking Retreat – Easy Access, Big Sky Views! Close to hwy 79/61
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive, Maryland Heights, MO
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $143 total per night from Aug 3 to Aug 4
$143 total
Aug 3 - Aug 4
Total includes taxes and fees
8.2/10 Very Good! (2,025 reviews)
"It was very nice"

Reviewed on Aug 2, 2025

Hollywood Casino & Hotel St. Louis
See all 521 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.

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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 $247 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.