Winfield Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top hotels in Winfield

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 S$161 per night from 18 Nov to 19 Nov
S$161
18 Nov - 19 Nov
includes taxes & fees
8.6/10 Excellent! (2,239 reviews)
"This was the first time I stayed there it won't be the last"

Reviewed on 27 Oct, 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 S$260 per night from 16 Nov to 17 Nov
S$260
16 Nov - 17 Nov
includes taxes & fees
Ameristar Casino Resort and Spa
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
The price is S$113 per night from 2 Nov to 3 Nov
S$113
2 Nov - 3 Nov
includes taxes & fees
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
See all 541 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.

Frequently asked questions

How much does a Winfield holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday 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?
January, February and November are great times to search for cheap Winfield holiday packages. Opting to travel in less busy periods means you can typically find lower prices on flights and accommodation.
How many days is enough for Winfield?
With a well-organised itinerary, you can easily visit the most popular Winfield sights in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Winfield holiday for longer.
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 holiday package as soon as possible.
Is it cheaper to book a Winfield holiday as a package?
You can enjoy significant savings on your Winfield break by booking a tailored holiday 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 holiday 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.
How to plan a trip to Winfield?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Winfield.
  2. Budget wisely: In addition to the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may come up during your trip to Winfield.
  3. Decide your trip length: Consider how long you want to spend discovering Winfield. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, book the ideal Winfield holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.