Downtown Kenosha Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Linda Witte

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Price found within the past 48 hours. Click for updated prices.
  • Smart TV
    Jul 10 - Jul 17

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    7 nights
    4.0 star property
    9.2/10 - Wonderful (491 reviews)
    "Amazing place"
    Reviewed May 26, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$4,642
    AU$3,264
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Terrace/patio
    Jul 10 - Jul 17

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    7 nights
    5.0 star property
    9.6/10 - Exceptional (1,888 reviews)
    "Great room, professional staff, no complaints."
    Reviewed May 31, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$6,049
    AU$4,393
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 10 - Jul 17

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    9.4/10 - Exceptional (3,725 reviews)
    "Extraordinarily lovely and helpful staff. This hotel manages to promote a staff and facility that beautifully balance solid upscale services with a true sence of welcome and connection, with a warm but unintrusive vibe and clear consideration of it's guests."
    Reviewed May 31, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,196
    AU$3,776
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jul 10 - Jul 17

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    7 nights
    4.0 star property
    9.4/10 - Exceptional (2,518 reviews)
    "Beautiful place and at a breath taking spot. Staff in the front were very helpful. Good, clean and the most important thing is that its private for the guests. There is a security at the entrance of the pier so nobody can come in. Guests can take walks at the pier, but not the whole pier but some areas. Security was very helpful and understanding. 2 things that need work are: 1. Pillows: the pillows were a pain in the neck. 2. The body wash: our room had an empty bottle of body wash and wasn't..."
    Reviewed May 31, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$4,869
    AU$3,599
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Indoor wedding
    Jul 10 - Jul 17

    Swissotel - Chicago + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    9.0/10 - Wonderful (3,359 reviews)
    "Staff was so helpful"
    Reviewed May 29, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,209
    AU$3,856
    per traveller
    found 1 day ago
    Swissotel - Chicago

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$198 per night from 3 June to 4 June
AU$198
3 June - 4 June
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Charming property and super comfortable room! Loved being on the main floor!"

Reviewed on 29 May 2026

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$177 per night from 14 June to 15 June
AU$177
14 June - 15 June
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Front desk is rude, room is so dated and the bed was horrible. The chair in the room had stains on it and so did the curtains. Broken tiles on the bathroom floor. We went to the pool which is knee deep, was over by the hot tub and there was so much scum on the side of it people had been writing bath ..."

Reviewed on 29 May 2026

Wyndham Garden Kenosha Harborside
Beach Lake Michigan King Bed Pet Friendly

Beach Lake Michigan King Bed Pet Friendly

Kenosha WI
The price is AU$551 per night from 15 June to 16 June
AU$551
15 June - 16 June
includes taxes & fees
9/10 Wonderful! (18 reviews)
"The property was clean and nicely appointed with all the necessities and extras. The neighborhood was quiet and walkable. Although we did not take our pet with us on this trip, we were pleased to know that it was an option. The owners were very responsive and friendly with messaging. Highly recommend ..."

Reviewed on 13 Apr 2026

Beach Lake Michigan King Bed Pet Friendly
See all 452 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 . 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.