An aerial view of a coastal city with a marina filled with boats, a lighthouse, and a large body of water.

Kenosha Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.
    Jan 7 - Jan 11

    Swissotel - Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.0/10 - Wonderful (3,566 reviews)
    "Breakfast was good"
    Reviewed November 4, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,051
    CA $758
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • A cityscape with modern high-rise buildings, a river, and a bridge.
    Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,875 reviews)
    Roundtrip • Hamilton (YHM) - Chicago (ORD)
    YHM - ORD • 1 stop ORD - YHM • 1 stop
    CA $2,739
    CA $1,191
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
    Dec 27 - Jan 2

    Park Hyatt Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $3,612
    CA $2,536
    per traveller
    found 1 day ago
    Park Hyatt Chicago
  • A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.
    Jan 7 - Jan 11

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (602 reviews)
    "If you are looking to stay in a condo type setting, this may be your spot. I checked in which you need to go through a process that takes 15 minutes, (do it before) and they automatically add a $25 per night fee for their gym and roof top. This was NOT published on Hotels.com or any other site. A total rip off as this is not a spa. There was no housekeeping. Checking in took 15 minutes in which there was little to no Wifi, so I had to go do this outside (crazy?). Do the check-in before..."
    Reviewed November 4, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,044
    CA $760
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • A modern hotel lobby with large glass doors, wooden accents, and potted plants.
    Jan 7 - Jan 11

    Hilton Grand Vacations Club Chicago Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    3.5 star property
    9.2/10 - Wonderful (482 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,021
    CA $769
    per traveller
    found 1 day ago
    Hilton Grand Vacations Club Chicago Magnificent Mile

Where to stay in Kenosha

Find the best Kenosha areas and neighborhoods for the activities you enjoy most. Learn more about Kenosha
Learn more about Kenosha
A Civil War Museum building with a beige facade, large windows, and a clear blue sky.
Photo by Tony Toto
Open Photo by Tony Toto

Downtown Kenosha

Unique features of Downtown Kenosha include the lake views and restaurants. Make a stop by Lake Michigan or Simmons Island Beach while you're exploring the area.

Uptown

Though Uptown might not have many top sights, you can venture to the surrounding area to see attractions like Dinosaur Discovery Museum and Kenosha Public Museum.

Discover the most popular places to visit in Kenosha

A staircase leading to a beach with a view of the ocean.
Photo by Amy Cristine
Open Photo by Amy Cristine

Carthage College

9.0/10 (134 reviews)
Explore the campus of Carthage College during your stay in Kenosha. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

Kenosha Hotel Deals

A spacious living room with a large window, a chandelier, and a fireplace.

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom
3.5 star property
0.2 km from Kenosha
9.2 out of 10, Wonderful, (1,002 reviews)
"1"
The price is CA $129
CA $147 total
includes taxes & fees
Nov 9 - Nov 10
The Stella Hotel & Ballroom
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.
See all properties in Kenosha

Frequently Asked Questions

How much does a Kenosha vacation package cost?

Offering excellent value package deals from CA $758 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.