Downtown Kenosha Holidays from AU$963

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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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was AU$1,181, price is now AU$963 per person
AU$963
per person
23 Dec - 26 Dec
found 8 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!

Reviewed on 7 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$1,361, price is now AU$1,027 per person
AU$1,027
per person
23 Dec - 26 Dec
found 8 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on 11 Oct 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was AU$1,295, price is now AU$977 per person
AU$977
per person
23 Dec - 26 Dec
found 8 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on 4 Oct 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was AU$1,263, price is now AU$971 per person
AU$971
per person
23 Dec - 26 Dec
found 8 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice

Reviewed on 9 Oct 2025

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was AU$1,290, price is now AU$1,062 per person
AU$1,062
per person
23 Dec - 26 Dec
found 8 hours ago
Return direct flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,920 reviews)
Fabulous suite overlooking Millenium Park and Lake Michigan. Clean, attentive staff, and good amenities. Walk to everything.

Reviewed on 10 Oct 2025

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$183 per night from 10 Nov to 11 Nov
AU$183
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Beautiful . . . all aspects..."

Reviewed on 5 Oct 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$181 per night from 20 Oct to 21 Oct
AU$181
20 Oct - 21 Oct
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"Perfect location."

Reviewed on 9 Oct 2025

Wyndham Garden Kenosha Harborside
Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 26 Oct to 27 Oct
AU$160
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The room was very nice"

Reviewed on 7 Oct 2025

Wingate by Wyndham Gurnee
See all 407 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$963. 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.