Winfield Vacations from $500
Book a Hotel + Flight or Car together to unlock savings
The Latest Winfield vacation packages
Price found within the past 48 hours. Click for updated prices.
StayAtlas Retreat w/ Pool, Gym, Games, BBQ
Mount Pleasant
$1,614
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was such a fun surprise- the neighborhood was a little sketchy, but it was great on the inside and the backyard... Great experience, fun complimentary toiletries, etc
Reviewed on Sep 25, 2026
Winfield Hotel Deals
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
Winfield MO
9.8/10 Exceptional! (160 reviews)
"The open living room dining room kitchen area was very welcoming. The property had every thing we could possibly need. Everything was very clean! It was great sitting out on the deck overlooking the Mississippi River. We really enjoyed our stay there. If we are ever in the Missouri area we would ..."
Reviewed on Oct 18, 2026
Hollywood Casino & Hotel St. Louis
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
$106 nightly
$126 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (2,233 reviews)
"Property clean; Only 1 restaurant open early did not have a Cook. Pre- prepared sandwich just zapped wMicrowave. Biggest issue when I called Hotel they said no Airport Shuttle Service. After paying $35 for taxi, there were 2 shuttle vans outside hotel. Ask front desk they said No Driver available. ..."
Reviewed on Oct 22, 2026
Ameristar Casino Resort and Spa
1 Ameristar Blvd St. Charles MO
Fully refundableReserve now, pay when you stay
$161 nightly
$188 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,081 reviews)
"Great place"
Reviewed on Oct 23, 2026
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.
Find the Best Winfield Vacation Packages
Winfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Lambert-St. Louis Intl. Airport (STL) |
Population | 1,450 |
More vacations you might like
Frequently asked questions
How much does a Winfield vacation package cost?
You can grab a vacation package to this top destination from $500 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.
Explore a world of travel with Expedia
- Chesterfield Hotels
- Troy Hotels
- St. Louis Hotels
- O'fallon Hotels
- Winfield Hotels
- Wentzville Hotels
- St. Charles Hotels
- Rv Parks in Winfield
- Motels in Winfield
- Hotels near Lambert-St. Louis Intl.
- Cheap Hotels in St. Louis
- Hotels near Hollywood Casino Amphitheatre
- St. Peters Hotels
- Downtown St. Louis Hotels
- Cabin Rentals in Winfield
- Flights from Miami (MIA) to St. Louis (STL)
- Flights from Orlando (MCO) to St. Louis (STL)
- Flights from Portland (PDX) to St. Louis (STL)
- Flights from Tampa (TPA) to St. Louis (STL)
- Flights from Kansas City (MCI) to St. Louis (STL)
- Flights from Chicago (ORD) to St. Louis (STL)
- Flights from Los Angeles (LAX) to St. Louis (STL)
- Flights from Dallas (DFW) to St. Louis (STL)
- Flights from Lambert-St. Louis Intl.
- Flights from Charlotte (CLT) to St. Louis (STL)
- Flights from Las Vegas (LAS) to St. Louis (STL)
- Flights from Phoenix (PHX) to St. Louis (STL)
- Flights from San Diego (SAN) to St. Louis (STL)
- Flights from San Francisco (SFO) to St. Louis (STL)
- Flights from Raleigh (RDU) to St. Louis (STL)
- Flights from Nashville (BNA) to St. Louis (STL)
- Flights from Fort Lauderdale (FLL) to St. Louis (STL)
- Flights from Seattle (SEA) to St. Louis (STL)
- Flights from Houston (IAH) to St. Louis (STL)
- Flights from Atlanta (ATL) to St. Louis (STL)
- Flights from Minneapolis (MSP) to St. Louis (STL)
- Flights from Denver (DEN) to St. Louis (STL)
- Flights from Boston (BOS) to St. Louis (STL)
- Flights to Winfield
- Flights from New York (LGA) to St. Louis (STL)
- Flights from Salt Lake City (SLC) to St. Louis (STL)
- Flights from Detroit (DTW) to St. Louis (STL)
- Flights from Washington (DCA) to St. Louis (STL)
- Flights from Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
- Flights from Philadelphia (PHL) to St. Louis (STL)
- Flights to St. Louis
- Flights from New York (JFK) to St. Louis (STL)
- Citygarden
- Jewel Box
- Museum at the Gateway Arch
- Samuel Cupples House
- Kokomo Joe's Family Fun Center
- Old Post Office
- Mid Rivers Mall
- Fast Lane Classic Cars
- Eugene Field House & St. Louis Toy Museum
- Alligator Creek Aquatic Center
- Downtown St. Louis Vacations
- Christ Church Cathedral
- The MOTO Museum
- Eads Bridge
- Cedar Lake Cellars
- Lake St Louis Vacations
- Wentzville Vacations
- St. Alphonsus Liguori Catholic Church
- August A. Busch Memorial Conservation Area
- Broemmelsiek Park
- Sky Zone Indoor Trampoline Park - St. Louis
- St. Louis Vacations
- St. Louis Cathedral
- The Muny Theater
- Carshield Field
- St. Mary of Victories Catholic Church
- Wainwright Building
- Bruno David Gallery
- St. Louis Zoo
- Visit St. Louis
- Meeting of the Waters Fountain
- Troy Vacations
- Wentzville Flea Market
- St. Peters Vacations
- O'fallon Vacations
- Lindenwood University
- Silex Vacations
- Chaifetz Arena
- Wright City Vacations
- St Charles Convention Center
- Historic Main Street
- Quail Ridge Park
- Citygarden Sculpture Park
- National Equestrian Center
- St. Charles Vacations
- 9-11 Memorial
- Cuivre River State Park
- Vietnam Veterans Memorial
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.