Downtown Kenosha Vacations from ￥278,554

Book a Hotel + Flight or Car together to unlock savings

Photo by Linda Witte

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Downtown Kenosha Vacation Packages

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

Arlo Chicago

4 out of 5
Downtown Chicago
Price was ￥340,540, price is now ￥278,554 per person
￥278,554
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Clean room, great location, friendly staff

Reviewed on Feb 12, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥402,916, price is now ￥287,806 per person
￥287,806
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The room was very nice. The breakfast buffet was excellent.

Reviewed on Feb 14, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥474,585, price is now ￥358,300 per person
￥358,300
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.

Reviewed on Feb 3, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥360,848, price is now ￥290,400 per person
￥290,400
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Room was very cold and drafty. On arrival the reception tried to charge us more for the room, for a “city view” which was what we had selected on Expedia when booking. The rooftop bar, in the winter is not open and the indoor bar has no view. The cocktail bar in the lobby is lovely and the service was excellent. Breakfast is available in Land&Lake on the ground floor. And is good. You can also get a To-Go coffee from them.

Reviewed on Feb 14, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥361,603, price is now ￥294,691 per person
￥294,691
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on Jan 31, 2026

Downtown Kenosha Hotel Deals

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 ￥12,980 per night from Feb 22 to Feb 23
￥12,980
￥14,733 total
Feb 22 - Feb 23
includes taxes & fees
7.8/10 Good! (1,002 reviews)
Cleanliness was fine and staff was friendly and helpful.

Reviewed on Feb 11, 2026

Wyndham Garden Kenosha Harborside
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 ￥17,728 per night from Mar 1 to Mar 2
￥17,728
￥20,121 total
Mar 1 - Mar 2
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Nice Place to stay, room was clean and the staff was very good. The young man and young lady in the bar were excellent on the night of 02/07. The only that was a problem for me was there was no coffee or tea amenties before 7:00 am, but the young man at the front desk on 02/08 went and took care ...

Reviewed on Feb 9, 2026

The Stella Hotel & Ballroom
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

2 out of 5
13340 Hospitality Ct Mount Pleasant WI
Fully refundableReserve now, pay when you stay
The price is ￥8,108 per night from Mar 8 to Mar 9
￥8,108
￥9,202 total
Mar 8 - Mar 9
includes taxes & fees
8/10 Very Good! (470 reviews)
Clean room. Easy access to highway.

Reviewed on Feb 7, 2026

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
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.

Frequently asked questions

How much does a Downtown Kenosha vacation package cost?
Chart your own course with our Downtown Kenosha vacation packages, which start from just ￥278,554. 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 vacation 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 favorites with many savvy travelers.
How far in advance should I book my Downtown Kenosha vacation?
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 traveling 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 vacation package is the most convenient way to organize 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 vacation 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 vacation package?
We understand — life sometimes gets in the way of your plans. If you've booked a Downtown Kenosha vacation 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

Gorgeous day!

Carthage College

Explore the campus of Carthage College during your stay in Kenosha. While in this family-friendly area, you can savor the top-notch restaurants.

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