Downtown Kenosha Holidays from AU$4,525

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Your Downtown Kenosha Holiday

Book a holiday package to Downtown Kenosha and experience the best of what this lakeside neighbourhood has to offer. With a reputation for history, shopping and culture, your next memorable adventure can be found right here. Want to see the sights during your trip to Downtown Kenosha? Be sure to stop by nearby attractions like Carthage College, Simmons Island Beach and Kenosha Public Museum. Expedia can help you turn your dream Downtown Kenosha holiday into reality, whatever your budget or travel plans.

Top Holiday Package Deals in Downtown Kenosha

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$5,213, price is now AU$4,525 per person
AU$4,525
per person
5 Jan - 12 Jan
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?

Reviewed on 26 Nov 2025

Chicago luxury home suites

Chicago luxury home suites

2 out of 5
Downtown Chicago
Price was AU$10,180, price is now AU$8,005 per person
AU$8,005
per person
5 Jan - 12 Jan
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.

Reviewed on 26 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,610, price is now AU$5,352 per person
AU$5,352
per person
5 Jan - 12 Jan
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Great stay. Excellent location.

Reviewed on 23 Nov 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was AU$5,866, price is now AU$4,902 per person
AU$4,902
per person
5 Jan - 12 Jan
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe.

Reviewed on 22 Nov 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was AU$7,272, price is now AU$6,190 per person
AU$6,190
per person
5 Jan - 12 Jan
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Room is great and service has been exceptional!!

Reviewed on 24 Nov 2025

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Our pick of the best Downtown Kenosha Hotel Deals

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
5706 8th Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 30 Nov to 1 Dec
AU$200
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Just a one night stay but clean and cute!

Reviewed on 20 Nov 2025

The Stella Hotel & Ballroom
Wyndham Garden Kenosha Harborside

Wyndham Garden Kenosha Harborside

3.5 out of 5
5125 6th Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 7 Dec to 8 Dec
AU$151
7 Dec - 8 Dec
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Clean room

Reviewed on 18 Nov 2025

Wyndham Garden Kenosha Harborside
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

3 out of 5
5688 Northridge Rd Gurnee IL
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 8 Dec to 9 Dec
AU$112
8 Dec - 9 Dec
includes taxes & fees
7.8/10 Good! (1,418 reviews)
STAY HERE. AMAZING ROOMS!

Reviewed on 18 Nov 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
See all 426 properties in Downtown Kenosha
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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Downtown Kenosha holiday package cost?
Chart your own course with our Downtown Kenosha holiday packages, which start from just AU$4,525. Pick the flights and hotels that match your travel style. Then, add on one or two enriching experiences for a one-of-a-kind escape.
How do I get a cheap travel package to Downtown Kenosha?
If you love amazing deals, bundle your bookings into a Downtown Kenosha holiday package. Whether you're looking for hotels, flights, activities or rental cars, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips too. Expedia has more than 550 airlines and 1 000 000 properties globally to choose from. Fly with who you want, book a room where you like and save a packet — now that's the ideal getaway!
Where should I stay in Downtown Kenosha?
With so much to discover in Downtown Kenosha, it makes sense to secure a room in a hotel near its attractions. Carthage College, Simmons Island Beach and Kenosha Public Museum are some fascinating ones to put on your must-see list.
What are the top hotels in Downtown Kenosha?
If it's your first visit to Downtown Kenosha, secure a room at The Stella Hotel & Ballroom or Wyndham Garden Kenosha Harborside. Both offer friendly service and are favourites with many savvy travellers.
How far in advance should I book my Downtown Kenosha holiday?
To land rock-bottom prices, book ASAP. Air carriers usually start selling tickets, along with some of the lowest fares, around a year prior to departure. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Downtown Kenosha, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Downtown Kenosha travel package include?
It comes down to what you're looking for. If you're travelling alone, you might decide to bundle flights and hotels. Taking the entire family to Downtown Kenosha? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the flexibility to build your own travel package.
What should I know before booking a Downtown Kenosha travel package?
Bundling your bookings into a Downtown Kenosha holiday package is the most convenient way to organise your trip. Not only that, you'll save big just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Downtown Kenosha Expedia holiday package?
Yes, and with more than 550 airlines to pick from globally, you've got lots of choice. Take a look at the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Downtown Kenosha holiday package?
We understand — life sometimes gets in the way of your plans. If you've booked a Downtown Kenosha holiday package and need to amend or cancel it, we're here to help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Downtown Kenosha

Dinosaur Discovery Museum

You can spend time browsing the exhibits at Dinosaur Discovery Museum in Kenosha. Wander the lakeside and beaches in the area.

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