
Winfield Vacations from $464
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Winfield vacation packages
Price found within the past 48 hours. Click for updated prices.

The Wildwood Hotel
Price was $727, price is now $464 per person
$464
per person
Aug 27 - Aug 30
found 12 hours ago
Roundtrip non-stop flight included
Islip (ISP) to St. Louis (STL)
9.2/10 Wonderful! (1,667 reviews)
Rooms were spacious and clean, staff was warm and welcoming, breakfast options were limited but available if needed, and free covered parking with direct access to the hotel was available, which was perfect when storms rolled thru the night we stayed. Highly recommend the hotel for anyone visiting the St. Louis metro area.
Reviewed on Jun 19, 2026

Moonrise Hotel
Delmar Loop
Price was $764, price is now $576 per person
$576
per person
Aug 3 - Aug 7
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (1,970 reviews)
Rooftop bar was the icing on the cake after a long night put at a concert. Can also smoke put there iykyk
Reviewed on Jun 20, 2026

Ameristar Casino Resort and Spa
Price was $918, price is now $721 per person
$721
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
8.6/10 Excellent! (1,008 reviews)
I didn’t think kids could swim in their pool so I wasn’t going to reserve a room. I am so glad that I decided to go in and talk to staff and I found out that kids can actually swim during the week Monday- Thursday so I got the room and it was amazing. Hands-down the best place I’ve stayed.
Reviewed on Jun 21, 2026

Residence Inn by Marriott St Louis Downtown
Midtown
Price was $737, price is now $579 per person
$579
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
7.8/10 Good! (1,002 reviews)
Suite was well stocked with utensils etc. The room was clean. Staff was nice. Pool was small and our bathroom door in our room didn’t latch, which was tough with 2 toddlers waddling about.
Reviewed on May 20, 2026

The Knight Center at Washington University
Price was $773, price is now $607 per person
$607
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
9.4/10 Exceptional! (577 reviews)
A hidden gem in the Forest Park area of St. Louis. Had no idea it was there. Close to zoo, art museum, the U.City Loop and other attractions. Easy Metro ride to see a Cards game if you catch the U.City Loop train. Great small pub just off the lobby with excellent fish n' chips, toasted ravioli and a delicious and hearty breakfast buffet that is way better than a typical chain hotel. You have to pay a bit for it, but it's worth it. Highly recommend.
Reviewed on Jun 10, 2026
Winfield Hotel Deals

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

Hollywood Casino & Hotel St. Louis
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $133 total per night from Jun 30 to Jul 1
$133 total
Jun 30 - Jul 1
Total with taxes and fees
8.4/10 Very Good! (2,185 reviews)
"Fridge barely worked, hole in chair, no trash bags. Just felt like I could have had a nicer hotel for the rate for the room. Almost $300 for one night. USB plug in’s did not work on one side of bed and forget using streaming apps in that room as well. We were put on the 8th floor and walked forever ..."
Reviewed on Jun 21, 2026

Ameristar Casino Resort and Spa
1 Ameristar Blvd St. Charles MO
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $214 total per night from Jul 2 to Jul 3
$214 total
Jul 2 - Jul 3
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
"I didn’t think kids could swim in their pool so I wasn’t going to reserve a room. I am so glad that I decided to go in and talk to staff and I found out that kids can actually swim during the week Monday- Thursday so I got the room and it was amazing. Hands-down the best place I’ve stayed."
Reviewed on Jun 21, 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
Explore a world of travel with Expedia
- Foley Hotels
- Moscow Mills Hotels
- Hotels near Cuivre River State Park
- Elsberry Hotels
- Cabin Rentals in Elsberry
- Vacation Homes in Elsberry
- 4 Star Hotels in Elsberry
- Flinthill Hotels
- Cottages in Flinthill
- Vacation Homes in Flinthill
- Hotels near CarShield Field
- O'fallon Hotels
- Hotels near Woods Fort Country Club
- Troy Hotels
- Cheap Hotels in O'Fallon
- Pet-Friendly Hotels in O'Fallon
- Drury Inn & Suites Hotels in O'Fallon
- Hotel Wedding Venues Hotels in O'Fallon
- Hotels with an Indoor Pool in O'Fallon
- Apartments in O'Fallon
- Cabin Rentals in Troy
- Hotels with Hot Tubs in O'Fallon
- Extended Stay Hotels in O'Fallon
- La Quinta Inn & Suites Hotels in O'Fallon
- Cabin Rentals in O'Fallon
- Hotels with Restaurants in O'Fallon
- 4 Star Hotels in O'Fallon
- Resorts & Hotels with Spas in O'Fallon
- 5 Star Hotels in O'Fallon
- Hotels with an Outdoor Pool in O'Fallon
- Hotels with Kitchenettes in O'Fallon
- Casino Hotels in O'Fallon
- Motels in O'Fallon
- Condo Rentals in O'Fallon
- Vacation Homes in O'Fallon
- B&B in Troy
- Hotels with Connecting Rooms in O'Fallon
- Luxury Hotels in O'Fallon
- Cottages in O'Fallon
- Villas in O'Fallon
- Family Hotels in O'Fallon
- Hotels with Bars in O'Fallon
- B&B in O'Fallon
- Hotels & Resorts for Couples in O'Fallon
- Hotels with Tennis Courts in O'Fallon
- Pet-Friendly Hotels in Troy
- Wyndham Hotels in O'Fallon
- Best Western Hotels in O'Fallon
- Motel 6 Hotels in O'Fallon
- Hotels with Suites in O'Fallon
- Hotels with Air Conditioning in O'Fallon
- Hotels with a Pool in O'Fallon
- Red Roof Inn Hotels in O'Fallon
- Hilton Hotels in O'Fallon
- Extended Stay America Hotels in O'Fallon
- Guest Houses in O'Fallon
- Winery Hotels in O'Fallon
- Marriott Hotels & Resorts in Troy
- Hotels with an Indoor Pool in Troy
- Car rentals near Foley
- Car rentals near Old Monroe
- Car rentals near Fountain N' Lakes
- Car rentals near Moscow Mills
- Car rentals near Elsberry
- Fullsize Car Rentals in Elsberry
- Car rentals near Josephville
- Car rentals near CarShield Field
- Car rentals near O'Fallon
- Car rentals near Alligator Creek Aquatic Center
- Car rentals near Troy
- Enterprise Rental Cars in O'Fallon
- Avis Rental Cars in O'Fallon
- National Car Rental Rental Cars in O'Fallon
- Budget Rental Cars in O'Fallon
- Minivan Car Rentals in O'Fallon
- Luxury Car Rentals in O'Fallon
- Suv Car Rentals in O'Fallon
- Alamo Rent A Car Rental Cars in O'Fallon
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















