Winfield Holidays from AU$2,249

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Your Winfield Holiday

With a holiday package to Winfield, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before you depart, so you can enjoy each moment experiencing this lively city. You'll want to do some exploring during your trip to Winfield. Drop by major attractions such as Crown Point Sports Complex, Deep River Water Park and Lake County Fairgrounds. Don't delay exploring this destination any longer. Your dream Winfield holiday is a few clicks away with Expedia.

The Latest Winfield Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (2,250 reviews)
Great stay, shuttle to the airport was timely

Reviewed on 9 Aug. 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (2,084 reviews)
The room was comfortable and very quiet despite the proximity to the airport. I would have preferred a queen size bed, but the only available option was a double.

Reviewed on 9 Aug. 2025

Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.6/10 Excellent! (1,537 reviews)
Sonesta was lovely. Easy check in. Nice room. Pillows not so great. Shuttle service was excellent as was all the staff!

Reviewed on 8 Aug. 2025

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
7.4/10 Good! (1,009 reviews)
Very very quiet slept so good Needed pool and gym and cooking for myself

Reviewed on 7 Aug. 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Clean and quiet. Great location and close to ORD

Reviewed on 6 Aug. 2025

Winfield Holiday

Winfield Essential Information

Language
English
Currency
U.S dollars
Population
5,400
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Deep River Water Park, Big Bass Beach and Crown Point Sports Complex

Our pick of the best Winfield Hotel Deals

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd., East Chicago, IN
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 2 Sept to 3 Sept
AU$207
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"It was very nice , smaller casino great service at the bar !! Very friendly people"

Reviewed on 7 Aug. 2025

Ameristar Casino Hotel East Chicago
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 2 Sept to 3 Sept
AU$195
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Very cozy woodsy bring the kids!!"

Reviewed on 8 Aug. 2025

Spring House Inn
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
The price is AU$175 per night from 1 Sept to 2 Sept
AU$175
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Loved the lake"

Reviewed on 7 Aug. 2025

Best Western Indian Oak
See all 454 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.
All Inclusive Holidays
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All Inclusive Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winfield holiday package cost?
Offering great value package deals from AU$2,249 on Expedia, you'll be thrilled with how little a holiday to Winfield costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Winfield?
You're likely to find reduced prices and greater availability in January, February and March. Take a look at our cheap Winfield holiday packages and you could get some excellent off-season deals.
How many days is enough for Winfield?
With a well-planned itinerary, you can easily visit the top Winfield attractions in a few days. But if you want to discover hidden spots or go on day trips, think about booking your Winfield holiday 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 holiday as a package?
You can enjoy significant savings on your next Winfield retreat by booking a personalised holiday 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 holiday 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.
How to plan a trip to Winfield?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Winfield.
  2. Set a budget: Factor in costs such as food, flights and transportation when calculating how much to set aside for your trip to Winfield. Then, pick a property that fits your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Winfield, you can work out the right length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Winfield holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.