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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $822, price is now CA $527 per person
CA $527
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on Aug. 19, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
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

Park Hyatt Chicago

5 out of 5
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

The Emily Hotel

4 out of 5
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

The Langham, Chicago

5 out of 5
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

Ready to book your vacation to Kenosha?

 

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Kenosha Hotel Deals

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 $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

The Stella Hotel & Ballroom
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 $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

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 $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

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
See all 832 properties in Kenosha
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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Kenosha vacation package cost?
Offering excellent value package deals from CA $527 on Expedia, you'll be surprised at how little a vacation to Kenosha costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Kenosha?
You can typically find reduced prices and better availability in December, January and February. Browse our cheap Kenosha vacation packages and you could score some great off-season deals.
How many days is enough for Kenosha?
You can easily visit all the major attractions in Kenosha within a few days, including the popular Petrifying Springs Park. If you're after a longer Kenosha vacation, check out what kind of excursions and activities are available close by.
Is it worth booking a vacation package to Kenosha?
From top attractions such as Simmons Island Beach and Eichelman Beach to its epic history, a Kenosha vacation is sure to exceed your expectations. With so much to see and do, it's time to find out for yourself why Kenosha is such a good vacation destination.
How to find the best Kenosha package deals?
Use Expedia's handy filters to help you find some fabulous Kenosha package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Kenosha package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Kenosha vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Kenosha vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Kenosha?
If you have your Kenosha vacation dates locked in, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Kenosha?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Kenosha.
  2. Plan your budget wisely: Besides the cost of your stay, you should consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Kenosha.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Kenosha. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the perfect Kenosha vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.