Downtown Kenosha Holidays from AU$3,133

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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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was AU$4,184, price is now AU$3,133 per person
AU$3,133
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (2,618 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was AU$5,385, price is now AU$3,627 per person
AU$3,627
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Friendly competent staff at checkin. The room and the view were spectacular. Wish we would have had time to use more of the amenities. I’d stay again if the opportunity arises.

Reviewed on 16 July 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,677, price is now AU$4,776 per person
AU$4,776
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was AU$4,911, price is now AU$3,646 per person
AU$3,646
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,764 reviews)
I love all about this hotel

Reviewed on 15 July 2026

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Downtown Chicago
Price was AU$4,565, price is now AU$3,396 per person
AU$3,396
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,475 reviews)

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$199 per night from 19 July to 20 July
AU$199
19 July - 20 July
includes taxes & fees
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$173 per night from 16 Aug to 17 Aug
AU$173
16 Aug - 17 Aug
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Beautiful Scenery and Atmosphere"

Reviewed on 16 July 2026

Wyndham Garden Kenosha Harborside
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
The price is AU$267 per night from 16 Aug to 17 Aug
AU$267
16 Aug - 17 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very clean! Just very long hallways"

Reviewed on 16 July 2026

Great Wolf Lodge Illinois
See all 436 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$3,133. 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.

Stay near popular Downtown Kenosha attractions

A snowy field with tall grasses and a cloudy sky.

Simmons Island Beach

9.2/10 (68 reviews)
Why not spend a lazy afternoon at Simmons Island Beach during your trip to Downtown Kenosha? Stroll along the area's lakeside or simply enjoy its restaurants.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.