Kenosha County Vacation Packages

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Your Kenosha County Vacation

Head off on your next exciting adventure with a Kenosha County vacation package, and leave knowing all the details are already taken care of. And with the ability to tailor your getaway, you know it'll be one to remember. With so many things to see and do on a trip to Kenosha County, it can be hard to know where to start. Kick off your journey in Kenosha at Bristol Renaissance Faire and Simmons Island Beach — two popular attractions here. Another city worthy of a spot on your itinerary is Twin Lakes. Be sure not to miss Chain 'O Lakes State Park and Twin Lakes Private Park Beach. Start packing your suitcase, because your Kenosha County vacation is only a few clicks away with Expedia.

Top vacation destinations in Kenosha County

Winter along the East Twin River
FlightsFlightsHotelsHotels

Twin Lakes

Twin Lakes

Top Kenosha County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
West Lawn
Price was CA $1,110, price is now CA $857 per person
CA $857
per person
Jun 5 - Jun 8
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.4/10 Very Good! (1,014 reviews)
But the parking 23$ omg

Reviewed on Mar 29, 2026

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop

3 out of 5
Downtown Chicago
Price was CA $1,414, price is now CA $1,073 per person
CA $1,073
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,300 reviews)
Everything was really nice!

Reviewed on Mar 29, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,801, price is now CA $1,367 per person
CA $1,367
per person
Jun 5 - Jun 8
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
The rooms are extremely clean and have everything you need. The staff is so accommodating and friendly. The view is amazing

Reviewed on Mar 27, 2026

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was CA $1,835, price is now CA $1,420 per person
CA $1,420
per person
May 5 - May 11
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,894 reviews)
The valet and front desk staff were friendly

Reviewed on Mar 30, 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 CA $1,720, price is now CA $1,333 per person
CA $1,333
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Comfortable, clean room, and you can't beat the view! My favorite thing is relaxing on the chaise lounge, watching the sun rise over Lake Michigan! The food at Lirica is awesome, too.

Reviewed on Apr 1, 2026

Kenosha County Hotel Deals

Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

2.5 out of 5
7220 122nd Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Apr 14 to Apr 15
CA $118
CA $141 total
Apr 14 - Apr 15
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Everything was perfect but it would be nice if they gave complimentary water bottles

Reviewed on Mar 31, 2026

Best Western Executive Inn Kenosha/Pleasant Prairie
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

2.5 out of 5
7011 122nd Ave Kenosha WI
Fully refundable
The price is CA $143 per night from Apr 12 to Apr 13
CA $143
CA $162 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Perfect.

Reviewed on Mar 30, 2026

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
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 CA $168 per night from Apr 29 to Apr 30
CA $168
CA $191 total
Apr 29 - Apr 30
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Clean room and al awesome staff

Reviewed on Mar 30, 2026

The Stella Hotel & Ballroom
See all 1,693 properties in Kenosha County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Frequently asked questions

How much does a Kenosha County vacation package cost?
The most affordable Kenosha County vacation package is CA $857, so your dream getaway can become a reality — without spending a fortune. Combine flights, hotels, car rentals and more to tailor make a package that suits you.
How do I get a cheap travel package to Kenosha County?
Bundle your flight and hotel bookings, add extras such as a rental car or activities, and save with a Kenosha County vacation package. You won't just score superb discounts on your escape — you'll have plenty of choice too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 properties around the globe. Your affordable vacation starts right here, right now!
What are the top hotels in Kenosha County?
When it comes to properties in Twin Lakes, Country Inn & Suites by Radisson, Kenosha, WI and Best Western Executive Inn Kenosha/Pleasant Prairie are two excellent options. If you're visiting Kenosha, The Stella Hotel & Ballroom and Wyndham Garden Kenosha Harborside will make you feel right at home.
How far in advance should I book my Kenosha County vacation?
Savvy travelers will likely want to book as early as possible. You can generally browse through international fares on Expedia up to a year before your flight. If you're booking at the last minute, don't worry. Discounted prices sometimes appear just weeks prior to departure.
What does an Expedia Kenosha County travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to crafting your Kenosha County getaway, you're the one in control!
What should I know before booking a Kenosha County travel package?
When you book your flights, hotels and car rentals together, you'll enjoy awesome discounts. Whether you're planning a beach escape in a villa or want to stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Kenosha County Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from around the globe. With such a big range of choice, finding the perfect carrier to get you to Kenosha County won't be difficult.
If I'm not able to travel, can I cancel my Kenosha County vacation package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your Kenosha County vacation package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We'll help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.