Winfield Holidays from £840

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Your Winfield Holiday

Our holiday 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 holiday on Expedia.

Top Winfield Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Oct - 9 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Bed was comfortable, everyone on the front desk team that i interacted with were great. I hope to be back someday.

Reviewed on 13 Aug 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Oct - 9 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
17 Sept - 22 Sept
found 7 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
24 Oct - 29 Oct
found 12 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on 11 Aug 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Oct - 9 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
I think that 67 dollars is a lot for a day of parking, but I guess it’s city’s fault.

Reviewed on 12 Aug 2025

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

Top hotels in Winfield

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 £100 per night from 1 Sept to 2 Sept
£100
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"Air Conditioner"

Reviewed on 11 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 £94 per night from 2 Sept to 3 Sept
£94
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Clean spacious room. Enjoyed the pool and sauna. Good breakfast in the morning."

Reviewed on 9 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 £85 per night from 1 Sept to 2 Sept
£85
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Was close to the National Park. Rooms are what you’d expect. Pillows could have been better. Water pressure decent and the breakfast at least didn’t have the powdered eggs that a lot of places put out. Decent value for a place to crash after hiking the Dunes."

Reviewed on 10 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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

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

Frequently asked questions

How much does a Winfield travel package cost?
Get your credit card ready, because a getaway to Winfield starts from an enticing £840. When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
If I'm not able to travel, can I cancel my Winfield travel package?
We get that unexpected stuff happens. If you've locked in a Winfield travel package and need to cancel or amend it, we're here to help. It's always worth browsing our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to change your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Winfield?
Imagine all the fabulous things you could do in Winfield with extra cash in your pocket. Watch your savings stack up when you bundle your hotel and flights into a Winfield holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotels around the world. Whether you're taking a break with the entire family or flying solo, organising a getaway to Winfield is better with a package.
Does Expedia offer Book Now, Pay Later Winfield holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Be sure to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: If you'd like to pay off your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Winfield?
There's so much to explore in Winfield, so stay close to its best sights and maximize your time sightseeing. Big Bass Beach is one spot to add to your must-see list.
What are the top hotels in Winfield?
If this will be your first visit to Winfield, make a reservation at The Hruby Doobie Doo Ranch or Hruby Doobie Doo Ranch Glamptent. Both hotels offer friendly service and are favourites among many travellers.
How far in advance should I book my Winfield holiday?
While prices fluctuate, we generally recommend booking your spot as soon as possible. Many international airfares can be found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be lucky. Cheap tickets to Winfield occasionally appear in the weeks prior to departure.
What does an Expedia Winfield travel package include?
Hotels, flights and rental cars, or any combination of the three — it's your pick! Whether you're exploring Winfield on a family road trip or travelling with your friends, there's a package to match every budget and style. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Winfield travel package?
We already have low prices. However, you'll pick up an even better deal if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Winfield Expedia travel package?
With a travel package, you're the one in charge. Whether you'd like to fly to Winfield in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners all over the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.