Winfield Vacation Packages

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Top Winfield Vacation Deals

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

The Wildwood Hotel

3.5 out of 5
Price was CA $1,122, price is now CA $888 per person
CA $888
per person
Aug 22 - Aug 24
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9.2/10 Wonderful! (1,661 reviews)
Absolutely beautiful property, such a unique looking hotel. The parking garage was a big help keeping my car safe during storms!

Reviewed on Jul 14, 2026

Landing Furnished Apartments - Central West End

Landing Furnished Apartments - Central West End

3.5 out of 5
Central West End
Price was CA $1,660, price is now CA $1,479 per person
CA $1,479
per person
Oct 9 - Oct 12
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Louis (STL)
7/10 Good! (4 reviews)
Parking was behind a large mechanical gate which did not always work. Could sometimes be noisy outside in the evening due to college clientele. Had to park on the street most of the time because of gate issues.

Reviewed on Jul 6, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was CA $1,122, price is now CA $1,023 per person
CA $1,023
per person
Aug 22 - Aug 24
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Our King room was really luxurious! Perfect for spending a night for my birthday. Staff was great everywhere we went from security at entrance to casino to wait staff at all 3 restaurants we tried. Pool was great too. We will b back!

Reviewed on Jul 13, 2026

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 CA $1,338, price is now CA $1,224 per person
CA $1,224
per person
Oct 9 - Oct 12
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Louis (STL)
8.8/10 Excellent! (1,061 reviews)
Excellent staff and the most comfortable beds! We had the green room with the tub and it was immaculate. This is the second time we have stayed at the Angad and both experiences have been great. They also have a rooftop bar with views of the entire city although it was woefully understaffed. The bartender did the best she could but seemed a little overwhelmed. No worries from us...we were there to relax and have a nightcap. Highly recommend giving it a try!

Reviewed on Jul 14, 2026

Forest Park Hotel by MDR

Forest Park Hotel by MDR

3 out of 5
The Hill
Price was CA $1,088, price is now CA $1,017 per person
CA $1,017
per person
Oct 9 - Oct 12
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Louis (STL)
7.4/10 Good! (1,626 reviews)
From the moment I arrived1 % N NYC 5th till my departure, late or on time, equalthe screen, s6taff was exceptional and always they kept the place running well, maintained preventative and with purpo I k ll

Reviewed on Jul 13, 2026

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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 MO
10/10 Exceptional! (154 reviews)
"This treasured family cottage has a relaxing view of the Mississippi river. It's peaceful and well stocked with games for fun, has WiFi and satellite tv. The hosting family is attentive and kind. The birding nearby is stellar. We had a fantastic weekend."

Reviewed on Jun 7, 2026

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Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
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
The price is CA $183 per night from Jul 19 to Jul 20
CA $183
CA $234 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (2,221 reviews)
"Great hotel"

Reviewed on Jul 13, 2026

Hollywood Casino & Hotel St. Louis
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
1 Ameristar Blvd St. Charles MO
The price is CA $209 per night from Jul 20 to Jul 21
CA $209
CA $268 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Our King room was really luxurious! Perfect for spending a night for my birthday. Staff was great everywhere we went from security at entrance to casino to wait staff at all 3 restaurants we tried. Pool was great too. We will b back!"

Reviewed on Jul 13, 2026

Ameristar Casino Resort and Spa
See all 524 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'll find cheap prices from CA $888 on Expedia for your Winfield break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Winfield costs.
What are the cheapest months to go to Winfield?
If you're hoping to snag a cheap Winfield vacation package, consider planning a trip in January, February and November. You'll typically find lower prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Winfield?
The ideal duration for your Winfield vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to hit all the top sights and discover some hidden treasures along the way.
How to find the best Winfield package deals?
Start your search for a Winfield package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Winfield package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winfield escape underway.
Is it cheaper to book a Winfield vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still have the freedom to create a tailored Winfield vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Winfield?
Land incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Winfield trip.
How to plan a trip to Winfield?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to escape to Winfield.
  2. Budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Winfield.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Winfield. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Winfield vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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