Book Exclusive Winfield Vacation Packages

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Winfield flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

2.5 out of 5
Price was CA $1,251, price is now CA $1,005 per person
CA $1,005
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Sault Ste. Marie (CIU) to St. Louis (STL)
Book a stay at this business-friendly hotel in Chesterfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sky Zone Indoor Trampoline Park - St. Louis and Chesterfield Sports Fusion are located nearby.
Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Price was CA $2,442, price is now CA $1,744 per person
CA $1,744
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
Stay at this B&B in Hermann. Enjoy free breakfast, free parking, and a garden.
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was CA $2,059, price is now CA $1,627 per person
CA $1,627
per person
Feb 22 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
Book a stay at this luxury hotel in St. Charles. Enjoy an outdoor pool, a full-service spa, and 6 restaurants. Our guests praise the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Lewis & Clark Boathouse and Nature Center are located nearby.
The Cheshire

The Cheshire

4 out of 5
Price was CA $1,799, price is now CA $1,433 per person
CA $1,433
per person
Feb 22 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
Book a stay at this boutique hotel in Richmond Heights. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Louis Union Station and St. Louis Zoo are located nearby.
Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Price was CA $1,616, price is now CA $1,297 per person
CA $1,297
per person
Feb 22 - Mar 1
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
Stay at this hotel in St. Louis. Enjoy free breakfast, free WiFi, and a free airport shuttle. Popular attractions Payne-Gentry Historical House and Blanche M. Touhill Performing Arts Center are located nearby.

Top Winfield hotels deals

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
1 Ameristar Blvd St. Charles MO
Free cancellation
Reserve now, pay when you stay
The price is CA $224 per night
CA $224
CA $285 total
Jan 11 - Jan 12
includes taxes & fees
Book a stay at this luxury hotel in St. Charles. Enjoy an outdoor pool, a full-service spa, and 6 restaurants. Our guests praise the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Lewis & Clark Boathouse and Nature Center are located nearby.
Pool
Hot tub
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive Maryland Heights MO
Free cancellation
Reserve now, pay when you stay
The price is CA $162 per night
CA $162
CA $209 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this business-friendly hotel in Maryland Heights. Enjoy free parking, 7 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Hollywood Casino are located nearby.
Free airport shuttle
Parking included
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
Free cancellation
Reserve now, pay when you stay
The price is CA $97 per night
CA $97
CA $113 total
Feb 10 - Feb 11
includes taxes & fees
Book a stay at this business-friendly hotel in Maryland Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Hollywood Casino Amphitheatre are located nearby.
Pool
Breakfast included
Best Western Plus The Charles Hotel

Best Western Plus The Charles Hotel

3 out of 5
1425 South 5th Street St. Charles MO
Free cancellation
Reserve now, pay when you stay
The price is CA $117 per night
CA $117
CA $135 total
Jan 14 - Jan 15
includes taxes & fees
Book a stay at this business-friendly hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ameristar Casino St. Charles and Lewis & Clark Boathouse and Nature Center are located nearby.
Pool
Breakfast included
Relax Inn Saint Charles

Relax Inn Saint Charles

2 out of 5
3800 Harry S Truman Blvd St. Charles MO
Free cancellation
The price is CA $85 per night
CA $85
CA $98 total
Jan 11 - Jan 12
includes taxes & fees
Stay at this motel in St. Charles. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Cave Spring Golf Center are located nearby.
Parking included
Free WiFi
Country Inn & Suites by Radisson, St. Charles Historic District

Country Inn & Suites by Radisson, St. Charles Historic District

2.5 out of 5
1190 S Main St St. Charles MO
Free cancellation
The price is CA $155 per night
CA $155
CA $178 total
Jan 18 - Jan 19
includes taxes & fees
Book a stay at this business-friendly hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ameristar Casino St. Charles and Lewis & Clark Boathouse and Nature Center are located nearby.
Pool
Breakfast included
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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.

Winfield Vacations

A little bit of planning and research can mean the difference between an average vacation and an exceptional one! Wander wisely in Winfield by knowing some basic details about it before you venture off.

This town lies 25 miles (40 kilometers) west of Jerseyville. You'll also find it 25 miles (40 kilometers) northeast of Warrenton.

Love meeting the locals on vacation? This part of Missouri is home to around 1,000 people.

Places to visit in Winfield

Time spent in nature has been shown to be beneficial to both your physical and spiritual state of being. Visit Cuivre River State Park and reap the rewards of connecting with our natural world. Also, if you'd really like to experience the Missouri region like the locals do, you have to go rock climbing. Not just a favorite thing to do around here, it's also great fun!

Where do you fly into for Winfield?

There's nothing quite like touching down in a totally new place. If you're traveling to Winfield, there's every chance you'll fly into Spirit of St. Louis Airport (SUS). It's approximately 25 miles (40 kilometers) to the south of the downtown area. Grab your luggage and get ready to kick-start your adventure!

Frequently asked questions

How much are vacation packages to Winfield?
CA $1,005 is all you need to spend for an exciting break in Winfield. Bundle your hotel and flights into a Travelocity vacation package and watch all the savings grow. With these kinds of prices, there's never been a better time to travel.
How long should my Winfield vacation be?
Around 2 nights is the average amount of time travelers spend in Winfield. But the ideal trip length all depends on how many cherished memories you want to create. Why not allow a few extra days and explore some off-the-beaten-path gems?
Where can I get the best vacation package deals for Winfield?
It's hard to look past Travelocity when it comes to finding your Winfield package deal. There are at least 400 partner airlines and 1,000,000 worldwide properties to choose from. Reserve your trip now and get ready to tick another amazing place off your list.
Why should I book my Winfield vacation package with Travelocity?
Whether you're in search of the ultimate unplugged escape or you crave the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to scour through countless websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our professional customer service experts are available 24/7 should you need anything at all.
Will I save money on my Winfield car rental if I bundle it with a hotel or flight?
You most certainly can — bundle your hotel, flight and car into a Winfield vacation package and you'll save loads. With so many places to explore in and around Winfield, that set of wheels will make it easy to explore. Once you're behind the wheel, get out on the wide open road and cruise toward Busch Stadium, a well-known sight roughly 64 kilometers from Winfield.
Which airport is best for Winfield?
The major airport for Winfield is Lambert-St. Louis Intl. Airport (STL). It's situated 40 kilometers northwest of the city center.
Where should I stay when visiting Winfield?
Many visitors hit the hay at the Sophisticated Country Guest House. It's sure to be a great base for your Winfield getaway.

Photos of local treasures

Browse Winfield vacation photos for more inspiration