Downtown Kenosha Vacations from ￥663,375

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The Latest Downtown Kenosha Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Downtown Chicago
Price was ￥968,554, price is now ￥663,375 per person
￥663,375
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,457 reviews)
Excellent service!!!

Reviewed on Jul 3, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was ￥1,111,172, price is now ￥727,868 per person
￥727,868
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
stay away, no one told us it had been damage and under repair, staff could not even help get me bording pass, room service sub par. We got a notice from Expedia after we checked in saying we could cancil, a bit to late.

Reviewed on Jul 3, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was ￥1,098,030, price is now ￥736,571 per person
￥736,571
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Concierge was very helpful particularly ask for Shea

Reviewed on Jun 28, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥1,127,210, price is now ￥762,888 per person
￥762,888
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,128 reviews)
Wonderful hotel with attentive staff. Should bring back ice machines.

Reviewed on Jul 3, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was ￥1,528,190, price is now ￥1,043,539 per person
￥1,043,539
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Everything was mostly great. Except it was a bit overpriced (especially the spa) and minibar person kept adding stuff I didn't use to my bill. Also they don't tell you what perks you have depending on your reservation. You have to ask. Also I stayed in a junior suite for 8 days and they wouldn't give me a late check out. Finally, they begrudgingly have me an hour after I reminded them I spent almost $9,000 dollars there. Gee, thanks. Front desk guy at check in was mostly unhelpful although he was friendly and polite. Tons of great stuff.

Reviewed on Jul 2, 2026

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 ￥18,722 per night from Jul 5 to Jul 6
￥18,722
￥21,251 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Clean room ans. Hey nice stadd. The hallway was a tad moldy but very nice location"

Reviewed on Jul 1, 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 ￥16,980 per night from Jul 5 to Jul 6
￥16,980
￥19,272 total
Jul 5 - Jul 6
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Staff was very accommodating and friendly!!👍👍 Great location on the harbor. Comedy Club associated with the hotel was great!! Our reason for being there. Hotel needs some tender loving care. Stronger maintenance would be nice!"

Reviewed on Jun 28, 2026

Wyndham Garden Kenosha Harborside
Beach Lake Michigan King Bed Pet Friendly

Beach Lake Michigan King Bed Pet Friendly

Kenosha WI
9.2/10 Wonderful! (21 reviews)
"This two-bedroom roomy townhome is located right next to the beach, boat ramp and park."

Reviewed on Jun 16, 2026

Get rates
Beach Lake Michigan King Bed Pet Friendly
See all 447 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 ￥663,375. 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.

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

Things to do

2 Hour Sailing Adventure in Lake Michigan

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

￥15,195
per adult
2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
Kenosha Walking Food Tour

Kenosha Walking Food Tour

￥11,141
per adult
Kenosha Walking Food Tour
See all activities in Kenosha
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.