
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.


Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,684, price is now CA $1,017 per person
CA $1,017
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on Aug. 19, 2025

Park Hyatt Chicago
Downtown Chicago
Price was CA $1,636, price is now CA $1,008 per person
CA $1,008
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug. 10, 2025

The Emily Hotel
Downtown Chicago
Price was CA $1,540, price is now CA $973 per person
CA $973
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend.
Also the coffee bags ? PERFECTION. Just had to add that
Reviewed on Aug. 22, 2025

The Langham, Chicago
Downtown Chicago
Price was CA $1,754, price is now CA $1,127 per person
CA $1,127
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug. 12, 2025
Kenosha Hotel Deals

The Stella Hotel & Ballroom
5706 8th Ave, Kenosha, WI
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Sep 3 to Sep 4
CA $135
CA $153 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"We had a great time at this beautiful hotel!"
Reviewed on Aug. 21, 2025

Best Western Executive Inn Kenosha/Pleasant Prairie
7220 122nd Ave, Kenosha, WI
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 27 to Aug 28
CA $151
CA $178 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Beautiful, clean, quiet, new room"
Reviewed on Aug. 17, 2025

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
7011 122nd Ave, Kenosha, WI
Fully refundable
The price is CA $128 per night from Sep 7 to Sep 8
CA $128
CA $145 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Very close to highway."
Reviewed on Aug. 17, 2025
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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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.