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

FlightsFlightsHotelsHotels

Kenosha

Kenosha
FlightsFlightsHotelsHotels

Twin Lakes

Twin Lakes

Top Kenosha County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
Downtown Evanston
Price was CA $1,010, price is now CA $769 per person
CA $769
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,652 reviews)
Comfortable bed, clean room, nice hotel

Reviewed on Feb 12, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,184, price is now CA $912 per person
CA $912
per person
Apr 20 - Apr 24
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
Price was CA $1,011, price is now CA $786 per person
CA $786
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.2/10 Very Good! (999 reviews)
Staff was nice and the hotel was clean.

Reviewed on Feb 16, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $1,562, price is now CA $1,217 per person
CA $1,217
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on Jan 26, 2026

Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
Price was CA $1,067, price is now CA $832 per person
CA $832
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
Staff name Sam at front desk was excellent with everything and our concerns

Reviewed on Feb 15, 2026

The Annual Vacation Sale

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Kenosha County Hotel Deals

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

Twin Lakes WI
10/10 Exceptional! (42 reviews)
The house was perfect for a lovely family holiday! We had 11 adults, 4 kids, and 1 dog this year. There was plenty of room for everyone to have a great time. The house is stocked full of games and recreational areas (e.g., the kidquarium was a huge hit with our kids, as was the golf simulator). The ...

Reviewed on Jan 2, 2026

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#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
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 $109 per night from Mar 1 to Mar 2
CA $109
CA $123 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Good

Reviewed on Feb 10, 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 $158 per night from Mar 1 to Mar 2
CA $158
CA $179 total
Mar 1 - Mar 2
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Nice Place to stay, room was clean and the staff was very good. The young man and young lady in the bar were excellent on the night of 02/07. The only that was a problem for me was there was no coffee or tea amenties before 7:00 am, but the young man at the front desk on 02/08 went and took care ...

Reviewed on Feb 9, 2026

The Stella Hotel & Ballroom
See all 1,667 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.
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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 $769, 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.