Winfield Vacations from $362

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Winfield Vacation

Our vacation packages to Winfield provide endless opportunities to discover new sights, sounds and experiences. And with all the planning worked out, you can breathe easy and enjoy your city getaway without a worry in the world. Love to explore your new surroundings? Deep River Water Park, Crown Point Sports Complex and Lake County Fairgrounds are some of the leading places to visit during your trip to Winfield. A couple of clicks is all it takes to craft a tailor-made Winfield vacation on Expedia.

The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,766 reviews)
Property was nice and clean today

Reviewed on Jun 25, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,781 reviews)
We enjoyed how clean the rooms were. The lobby was nice. Staff were very kind. Beds were comfortable. I would definitely stay there again

Reviewed on Jun 27, 2025

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,781 reviews)
It was very convenient to Art Institute and Millenium Park. There were longish lines when I was checking in. The staff was very nice, but I felt they could have used another person at check in

Reviewed on Jun 27, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
Honestly one of the best places to stay at. Really loved this place.

Reviewed on Jun 26, 2025

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (4,263 reviews)
Very nice people at the desk and breakfast area. Pool was cold!! We enjoyed our stay and location was perfect!

Reviewed on Jun 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to Winfield
View all trips

Discover the most popular places to visit in Winfield

Deep River Water Park

Have a fun-filled day with the family at Deep River Water Park as part of your trip to Crown Point. Stroll along the lakeside or attend a sporting event in the area.

Deep River Water Park

Crown Point Sports Complex

Explore the great outdoors at Crown Point Sports Complex, a lovely green space in Crown Point. Amble around the area's lakeside or visit its shops.

Crown Point Sports Complex

Lake County Fairgrounds

Enjoy an outing to Lake County Fairgrounds during your stay in Crown Point. Amble around the area's lakeside or visit its shops.

Lake County Fairgrounds

Winfield Hotel Deals

Red Roof Inn Chicago - Lansing
Red Roof Inn Chicago - Lansing
2 out of 5
2450 East 173rd Street, Lansing, IL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Jun 29 to Jun 30
$78 total
Jun 29 - Jun 30
Total includes taxes and fees
4.4/10 (1,001 reviews)
"Great stay would recommend"

Reviewed on Jun 22, 2025

Red Roof Inn Chicago - Lansing
Super 8 by Wyndham Merrillville
Super 8 by Wyndham Merrillville
2 out of 5
8300 Louisiana St, Merrillville, IN
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $71 total per night from Jun 29 to Jun 30
$71 total
Jun 29 - Jun 30
Total includes taxes and fees
6.8/10 (313 reviews)
"Breakfast is coffee with powdered cream (but seemed to be out most of the time), juice cereal and mini muffins. The room didn't have a blow dryer. The door security flip lock was broken off. Front desk staff seemed to keep guests waiting a long time to check in/help. It was ok for the price."

Reviewed on Jun 22, 2025

Super 8 by Wyndham Merrillville
Best Western Indian Oak
Best Western Indian Oak
2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jun 29 to Jun 30
$157 total
Jun 29 - Jun 30
Total includes taxes and fees
8.4/10 Very Good! (1,008 reviews)
"location"

Reviewed on Jun 24, 2025

Best Western Indian Oak
See all 442 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.

Find the Best Winfield Vacation Packages

Winfield Essential Information

Language
English
Currency
U.S dollars
Population
5,400
Top Sights
Deep River Water Park, Big Bass Beach and Crown Point Sports Complex

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winfield vacation package cost?
Offering great value package deals from $362 on Expedia, you'll be thrilled with how little a vacation to Winfield costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winfield?
January, October and December are great times to look for cheap Winfield vacation packages. Opting to travel in quieter periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Winfield?
With a well-organized schedule, you can easily visit the most popular Winfield sights in a handful of days. But if you prefer to discover hidden gems or go on day tours, think about booking your Winfield vacation for longer.
How to find the best Winfield package deals?
Begin your search for a Winfield package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Winfield package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winfield adventure underway.
Is it cheaper to book a Winfield vacation as a package?
You can enjoy significant savings on your next Winfield retreat by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winfield?
If you're planning a spontaneous Winfield getaway, check out 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 find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Winfield vacation packages?
Your Winfield break should be an escape from your daily routine, not a reason for money-related stress. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.