
Downtown Kenosha Vacation Packages
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Top Holiday Package Deals in Downtown Kenosha
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $747, price is now CA $442 per person
CA $442
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
The restrooms do not have built in ventilation and the hotel needs to be updated overall.
Reviewed on Aug. 25, 2025

Pendry Chicago
Downtown Chicago
Price was CA $1,989, price is now CA $1,147 per person
CA $1,147
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025

Level Chicago - River North
Downtown Chicago
Price was CA $1,892, price is now CA $1,124 per person
CA $1,124
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.
Reviewed on Aug. 25, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,647, price is now CA $997 per person
CA $997
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on Aug. 25, 2025

Park Hyatt Chicago
Downtown Chicago
Price was CA $1,838, price is now CA $1,118 per person
CA $1,118
per person
Nov 21 - Nov 24
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
Downtown Kenosha Hotel Deals

The Stella Hotel & Ballroom
5706 8th Ave, Kenosha, WI
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Sep 14 to Sep 15
CA $136
CA $154 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"Will be back"
Reviewed on Aug. 25, 2025

Wyndham Garden Kenosha Harborside
5125 6th Ave, Kenosha, WI
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Sep 1 to Sep 2
CA $158
CA $179 total
Sep 1 - Sep 2
includes taxes & fees

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.