Kenosha Vacation Packages
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Your Kenosha Vacation
When a city getaway is calling, answer it with a Kenosha vacation package. The neighborhood of Downtown Kenosha, which is great for history, shopping and culture, makes a great base for your adventures. Fill your free time with tours of Carthage College, Simmons Island Beach and Kenosha Public Museum, some of the things you just have to see during a trip to Kenosha. Whoever you're taking time off with and whatever you plan to spend, your dream Kenosha vacation is just a few clicks away with Expedia.
Top Kenosha Vacation Deals
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was CA $1,265, price is now CA $882 per person
CA $882
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (469 reviews)
Room was amazing and beautiful and comfortable
Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous
Reviewed on Mar 1, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,980, price is now CA $1,313 per person
CA $1,313
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
This was my first time in Chi-City great experience. Room was spotless clean every day of my stay . Staff was amazing and friendly I will be back soon!
Reviewed on Mar 16, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,858, price is now CA $1,242 per person
CA $1,242
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Staff was extremely accommodating. The breakfast was extraordinary. Hotel cleanliness was superb. Thanks for a wonderful stay.
Reviewed on Mar 18, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,491, price is now CA $1,095 per person
CA $1,095
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (876 reviews)
Clean room, Great amenities and super helpful and accommodating staff
Reviewed on Mar 15, 2026
Kenosha Hotel Deals
Best Western Executive Inn Kenosha/Pleasant Prairie
7220 122nd Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Mar 24 to Mar 25
CA $122
CA $146 total
Mar 24 - Mar 25
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Yes very friendly and helpful
Reviewed on Mar 16, 2026
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
7011 122nd Ave Kenosha WI
Fully refundable
The price is CA $116 per night from Mar 22 to Mar 23
CA $116
CA $131 total
Mar 22 - Mar 23
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Dated facility but clean as can be. Better details and inspections would be advised. Broken shower rod but clean bathroom. Door lock and handle interior could of used cleaning. Better ideas for fridge base instead of an old shelf. AC wasn’t consistent. Power went out at 3 am but safety features should ...
Reviewed on Mar 16, 2026
The Stella Hotel & Ballroom
5706 8th Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Mar 22 to Mar 23
CA $159
CA $180 total
Mar 22 - Mar 23
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Excellent staff- very helpful & friendly. Rooms and bedding were super comfy. Loved the look of the hotel, inside and out.
Reviewed on Mar 18, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
