Winfield Vacation Packages

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Top Winfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Calgary (YYC) to St. Louis (STL)
8.2/10 Very Good! (754 reviews)
The stay was too short

Reviewed on Jul. 2, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Calgary (YYC) to St. Louis (STL)
9/10 Wonderful! (1,547 reviews)
The pool was absolutely freezing cold and the hot tub kept being broke. The hot tub was luke warm in temperature when it did actually work. Breakfast was nice and the location was nice .

Reviewed on Jul. 12, 2025

Ballpark Apartments by Barsala

Ballpark Apartments by Barsala

4 out of 5
Downtown St. Louis
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Calgary (YYC) to St. Louis (STL)
7.2/10 Good! (7 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

Hilton Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Calgary (YYC) to St. Louis (STL)
8.8/10 Excellent! (686 reviews)
The food in the restaurant was terrable. I had the meat balls and I could not eat them

Reviewed on Jun. 30, 2025

The Cheshire

The Cheshire

4 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Calgary (YYC) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Would definitely go back

Reviewed on Jul. 12, 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! (128 reviews)
Staying on the Banks of the Mississippi River Exceeded All Expectations!
"We only stayed 3 nights, however I wish we had planned a whole week. The owners made us feel so welcome and a part of the river community. The VRBO had awesome views from the balcony where we could watch the barges and other boats going up and down the river. It is a very rural area so if you want ..."

Reviewed on Jul. 4, 2025

Get rates
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
The price is CA $33 per night from Jul 14 to Jul 15
CA $33
CA $70 total
Jul 14 - Jul 15
includes taxes & 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
The price is CA $151 per night from Jul 14 to Jul 15
CA $151
CA $196 total
Jul 14 - Jul 15
includes taxes & fees
8.2/10 Very Good! (1,956 reviews)
"View in Rodeo Suite was nice on 9th floor. Very spacious and roomy. Mini fridge also has non alcoholic drinks in it as well. Very convenient parking, restaurants, bars, and casino! However, the toilets dont flush well. They have some ego friendlt type of tanks that just dont flush fully or powerfully ..."

Reviewed on Jul. 10, 2025

Hollywood Casino & Hotel St. Louis
See all 508 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Winfield vacation package cost?
You'll find cheap prices from CA $673 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.

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