Winfield Vacations from $368

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The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $655, price is now $368 per person
$368
per person
Oct 27 - Oct 31
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,571 reviews)
Very nice property that was clean and in a great area. The staff was excellent. The breakfast was also very good and better than many we've experienced. This was a great experience for our one night stay.

Reviewed on Sep 18, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $517, price is now $374 per person
$374
per person
Oct 27 - Oct 31
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (763 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.

Reviewed on Jul 26, 2025

The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $593, price is now $434 per person
$434
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.8/10 Exceptional! (126 reviews)
Everything was good. It is very clean. We had a couple of issues but the young lady at the front desk went above and beyond to take care of it. When really it wasn’t a big enough issue to worry about we just wanted to let her know for the next person in line. They have amazing staff and an amazing hotel. We will go back

Reviewed on Sep 17, 2025

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $536, price is now $398 per person
$398
per person
Oct 27 - Oct 31
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,017 reviews)
Very convenient to awesome arts area. Housekeeping never came during 3 night stay, despite us being out by 10 am the second day. They dropped off towels after a second request but didn’t take the old ones. Not sure what was going on this weekend because this is usually a great place to stay for us.

Reviewed on Sep 16, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Price was $532, price is now $397 per person
$397
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (54 reviews)
Hallways clean and very well lit. Clean smell, courteous staff with great hospitality.

Reviewed on Sep 8, 2025

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Winfield Hotel Deals

Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive, Maryland Heights, MO
$106 nightly
The price is $124 total per night from Oct 19 to Oct 20
$124 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (2,142 reviews)
"Stayed for the concert"

Reviewed on Sep 15, 2025

Hollywood Casino & Hotel St. Louis
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
$74 nightly
The price is $86 total per night from Oct 19 to Oct 20
$86 total
Oct 19 - Oct 20
Total with taxes and fees
7.2/10 Good! (1,017 reviews)
"Friendly staff, small gym but available , cleaning service fair, door key requires rekeying often"

Reviewed on Sep 15, 2025

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
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
$192 nightly
The price is $224 total per night from Oct 5 to Oct 6
$224 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"really enjoyed our rood.. Food was excellent and service great at new restaurant Charter 18 on opening night. great time celebrating our anniversery"

Reviewed on Sep 15, 2025

Ameristar Casino Resort and Spa
See all 494 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 $368 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.