Kenosha Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,139, price is now CA $746 per person
CA $746
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Great location, nice property, extremely slow breakfast at in house restaurant Toro. Didn’t appreciate paying an “urban experience fee” with associated taxes.
Reviewed on Apr 24, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,836, price is now CA $1,194 per person
CA $1,194
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Clean the staff is very nice and polite
Reviewed on May 3, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,509, price is now CA $1,012 per person
CA $1,012
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,124 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026
Kenosha Hotel Deals
Best Western Executive Inn Kenosha/Pleasant Prairie
7220 122nd Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from May 4 to May 5
CA $141
CA $167 total
May 4 - May 5
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Good for the price. Near to RecPlex. Complimentary beer per adult
Reviewed on May 1, 2026
The Stella Hotel & Ballroom
5706 8th Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from May 4 to May 5
CA $158
CA $179 total
May 4 - May 5
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Went for a wedding. Was pleasantly surprised. Very clean and cute. Great location. Nice bar. Food was decent. We had a great time. Stayed in the suite.
Reviewed on May 2, 2026
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
7011 122nd Ave Kenosha WI
Fully refundable
The price is CA $122 per night from May 10 to May 11
CA $122
CA $139 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
It was extremely quiet. The room was large ……. could use some updating, but expect the price we paid reflected that Free breakfast which was not impressive but ok. Would stay there again
Reviewed on May 2, 2026
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.
Explore a world of travel with Expedia
- Hotels near Civil War Museum
- Luxury Hotels in Kenosha County
- Pet-Friendly Hotels in Kenosha County
- Kenosha County Hotels
- Adults Only Resorts & in Downtown Kenosha
- Beach Hotel Hotels in Downtown Kenosha
- Boutique Hotels in Downtown Kenosha
- Cheap Hotels in Downtown Kenosha
- Hotels & Resorts for Couples in Downtown Kenosha
- Hotels with a Pool in Downtown Kenosha
- Hotels with Free Parking in Downtown Kenosha
- Hotels with Kitchenettes in Downtown Kenosha
- Hotels with smoking rooms in Downtown Kenosha
- Lake Hotels in Downtown Kenosha
- Luxury Hotels in Downtown Kenosha
- Mountain Hotels in Downtown Kenosha
- Pet-Friendly Hotels in Downtown Kenosha
- Shopping Hotels in Downtown Kenosha
- Downtown Kenosha Hotels
- Hotels near Froedtert Kenosha Hospital
- Hotels near Herzing University - Kenosha
- B&B in Kenosha County
- Hotels near Kenosha Station
- Hotels near University of Wisconsin-Parkside
- Flights to Kenosha Regional
- Flights from Kenosha Regional
- Flights from Augusta (AGS) to Kenosha (ENW)
- Flights from Akron (AKC) to Kenosha (ENW)
- Flights from Ann Arbor (ARB) to Kenosha (ENW)
- Flights from Appleton (ATW) to Kenosha (ENW)
- Flights from Birmingham (BHX) to Kenosha (ENW)
- Flights from Beckley (BKW) to Kenosha (ENW)
- Flights from Buffalo (BUF) to Kenosha (ENW)
- Flights from Baltimore (BWI) to Kenosha (ENW)
- Flights from Charleston (CHS) to Kenosha (ENW)
- Flights from Cedar Rapids (CID) to Kenosha (ENW)
- Flights from Destin (DSI) to Kenosha (ENW)
- Flights from Detroit (DTW) to Kenosha (ENW)
- Flights from Eau Claire (EAU) to Kenosha (ENW)
- Flights from Panama City (ECP) to Kenosha (ENW)
- Flights from Newark Liberty Intl. Airport (EWR) to Kenosha (ENW)
- Flights from Flint (FNT) to Kenosha (ENW)
- Flights from Green Bay (GRB) to Kenosha (ENW)
- Flights from Huntsville (HSV) to Kenosha (ENW)
- Flights from Winston-Salem (INT) to Kenosha (ENW)
- Flights from Williamsport (IPT) to Kenosha (ENW)
- Flights from Lansing (LAN) to Kenosha (ENW)
- Flights from Lafayette (LFT) to Kenosha (ENW)
- Flights from Lincoln (LNK) to Kenosha (ENW)
- Flights from Chicago (MDW) to Kenosha (ENW)
- Flights from Milwaukee (MKE) to Kenosha (ENW)
- Flights from Minneapolis (MSP) to Kenosha (ENW)
- Flights from Ontario (ONT) to Kenosha (ENW)
- Flights from Chicago (ORD) to Kenosha (ENW)
- Flights from Owensboro (OWB) to Kenosha (ENW)
- Flights from Portland (PDX) to Kenosha (ENW)
- Flights from Newport News (PHF) to Kenosha (ENW)
- Flights from Pensacola (PNS) to Kenosha (ENW)
- Flights from Rapid City (RAP) to Kenosha (ENW)
- Flights from Richmond (RIC) to Kenosha (ENW)
- Flights from Rochester (ROC) to Kenosha (ENW)
- Flights from San Diego (SAN) to Kenosha (ENW)
- Flights from Savannah (SAV) to Kenosha (ENW)
- Flights from San Francisco (SFO) to Kenosha (ENW)
- Flights from Springfield (SGF) to Kenosha (ENW)
- Flights from San Jose (SJC) to Kenosha (ENW)
- Flights from Salt Lake City (SLC) to Kenosha (ENW)
- Flights from Sturgeon Bay (SUE) to Kenosha (ENW)
- Flights from Waukegan (UGN) to Kenosha (ENW)
- Flights from Toronto (YYZ) to Kenosha (ENW)
- Apple Holler
- Basilica of Saint Josaphat
- Bristol Vacations
- Brookfield Square Mall
- Brookfield Vacations
- Cabela's
- Discovery World
- Elkhorn Vacations
- Harley Davidson Factory
- Harley-Davidson Museum
- Hartland Vacations
- Lake Geneva Vacations
- Mequon Vacations
- Milwaukee Art Museum
- Milwaukee City Hall
- Milwaukee Public Library
- Milwaukee Vacations
- Mitchell Park Horticultural Conservatory
- Moose Mountain Falls Waterpark
- Pettit National Ice Center
- Potawatomi Bingo Casino
- Regency Mall
- Reiman Publications Visitor Center
- Sanders Park
- Silver Lake Vacations
- Spinning Top and Yo-Yo Museum
- Twin Lakes Vacations
- Whitefish Bay Vacations
- Whitewater Vacations
- Wind Point Lighthouse
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
