Pleasant Prairie Vacations from $556
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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 Pleasant Prairie Vacation
With plenty of highlights as well as hidden gems, this city is best experienced with a Pleasant Prairie vacation package. Find somewhere to stay in Camp Lake, which is great for fishing, walking and camping. Make your trip to Pleasant Prairie even more fun by going sightseeing. Pleasant Prairie RecPlex, Pleasant Prairie Premium Outlets and Americas Action Territory Family Fun Park are some of the top attractions you'll want to explore. A few clicks is all it takes to build your perfect Pleasant Prairie vacation on Expedia.
The Latest Pleasant Prairie vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $687, price is now $556 per person
$556
per person
Feb 13 - Feb 16
found 17 hours ago
Roundtrip non-stop flight included
Birmingham (BHM) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
The cleanness of the room, the staff accessibility to everything that was a very nice stay.
Reviewed on Jan 1, 2026
Kinn Guesthouse Bay View
Bay View
Price was $763, price is now $598 per person
$598
per person
Feb 13 - Feb 16
found 17 hours ago
Roundtrip non-stop flight included
Birmingham (BHM) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.
Reviewed on Nov 5, 2025
The Pfister Hotel
Downtown Milwaukee
Price was $721, price is now $597 per person
$597
per person
Feb 13 - Feb 16
found 17 hours ago
Roundtrip non-stop flight included
Birmingham (BHM) to Milwaukee (MKE)
9.6/10 Exceptional! (1,786 reviews)
Staff is outstanding. Loved the food. Good selection of choices for food and drink.
Reviewed on Jan 4, 2026
Don't see what you're looking for?
See all available trips from Columbus to Pleasant Prairie
View all tripsDiscover the most popular places to visit in Pleasant Prairie
Pleasant Prairie Premium Outlets
During your trip to Pleasant Prairie, you can do some window-shopping at Pleasant Prairie Premium Outlets. Wander the lakeside in this family-friendly area.
Pleasant Prairie RecPlex
Catch an event at Pleasant Prairie RecPlex during your trip to Pleasant Prairie. Wander the lakeside in this family-friendly area.
Jelly Belly Center
Take the family on an outing to Jelly Belly Center during your trip to Pleasant Prairie. While you're in the area, stroll along the lakeside.
Pleasant Prairie Hotel Deals
Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $71 total per night from Jan 7 to Jan 8
$71 total
Jan 7 - Jan 8
Total with taxes and fees
8.2/10 Very Good! (369 reviews)
Everything was great! The staff was friendly and the breakfast was a real breakfast! I had waffles, sausage, eggs, variety of juices mlik and donuts. I will be going back soon!❤️
Reviewed on Dec 30, 2025
Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Jan 11 to Jan 12
$105 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (684 reviews)
My favorite hotel to stay at in the area. Check in/out is always such a breeze, the staff is attentive and friendly, rooms and the pool are clean. Breakfast is ok, nothing crazy, but it's always stocked.
Reviewed on Jan 3, 2026
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG
7887 94th Ave Pleasant Prairie WI
Fully refundable
$103 nightly
The price is $117 total per night from Jan 16 to Jan 17
$117 total
Jan 16 - Jan 17
Total with taxes and fees
8.6/10 Excellent! (540 reviews)
Room was good, wish the hot tub was open.
Reviewed on Nov 29, 2025
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.
Find the Best Pleasant Prairie Vacation Packages
Pleasant Prairie Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Population | 20,700 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Simmons Island Beach, Kenosha Public Museum and Americas Action Territory Family Fun Park |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Flights from Kenosha Regional
- Flights from Milwaukee (MKE) to Kenosha (ENW)
- Flights from Madison (MSN) to Kenosha (ENW)
- Flights from Green Bay (GRB) to Kenosha (ENW)
- Flights from Minneapolis (MSP) to Kenosha (ENW)
- Flights from Rockford (RFD) to Kenosha (ENW)
- Flights from Los Angeles (LAX) to Kenosha (ENW)
- Flights from Philadelphia (PHL) to Kenosha (ENW)
- Flights from Chicago (MDW) to Kenosha (ENW)
- Flights from St. Louis (STL) to Kenosha (ENW)
- Flights from New York (JFK) to Kenosha (ENW)
- Flights from La Crosse (LSE) to Kenosha (ENW)
- Flights from Detroit (DTW) to Kenosha (ENW)
- Flights from Columbus (CMH) to Kenosha (ENW)
- Flights from Dallas (DFW) to Kenosha (ENW)
- Flights from Waukegan (UGN) to Kenosha (ENW)
- Flights from Nashville (BNA) to Kenosha (ENW)
- Flights from Charlotte (CLT) to Kenosha (ENW)
- Flights from Chicago (ORD) to Kenosha (ENW)
- Flights from Atlanta (ATL) to Kenosha (ENW)
- Flights from Raleigh (RDU) to Kenosha (ENW)
- Flights from Louisville (SDF) to Kenosha (ENW)
- Flights from Orlando (MCO) to Kenosha (ENW)
- Flights from Washington (IAD) to Kenosha (ENW)
- Flights from Phoenix (PHX) to Kenosha (ENW)
- Flights from Denver (DEN) to Kenosha (ENW)
- Flights from Kansas City (MCI) to Kenosha (ENW)
- Flights from Houston (IAH) to Kenosha (ENW)
- Flights from San Antonio (SAT) to Kenosha (ENW)
- Flights from Hartford (BDL) to Kenosha (ENW)
- Flights from Pittsburgh (PIT) to Kenosha (ENW)
- Flights from Grand Rapids (GRR) to Kenosha (ENW)
- Flights from Boston (BOS) to Kenosha (ENW)
- Flights from Tampa (TPA) to Kenosha (ENW)
- Flights from Seattle (SEA) to Kenosha (ENW)
- Flights from Memphis (MEM) to Kenosha (ENW)
- Flights from Cleveland (CLE) to Kenosha (ENW)
- Flights from Baltimore (BWI) to Kenosha (ENW)
- Flights from Salt Lake City (SLC) to Kenosha (ENW)
- Flights from Las Vegas (LAS) to Kenosha (ENW)
- Flights from Roanoke (ROA) to Kenosha (ENW)
- Flights from Tulsa (TUL) to Kenosha (ENW)
- Flights from Syracuse (SYR) to Kenosha (ENW)
- Flights from Evansville (EVV) to Kenosha (ENW)
- Flights from Portland (PDX) to Kenosha (ENW)
- Flights from Toledo (TOL) to Kenosha (ENW)
- Flights from Des Moines (DSM) to Kenosha (ENW)
- Flights from London (LHR) to Kenosha (ENW)
- Flights from Fargo (FAR) to Kenosha (ENW)
- Flights from Albuquerque (ABQ) to Kenosha (ENW)
- Flights from Tokyo (NRT) to Kenosha (ENW)
- Flights from Knoxville (TYS) to Kenosha (ENW)
- Flights from Allentown (ABE) to Kenosha (ENW)
- Flights from Lansing (LAN) to Kenosha (ENW)
- Flights from Greenville (GSP) to Kenosha (ENW)
- Flights from Little Rock (LIT) to Kenosha (ENW)
- Flights from Flint (FNT) to Kenosha (ENW)
- Flights from Orlando (SFB) to Kenosha (ENW)
- Flights from Pittsburgh (AGC) to Kenosha (ENW)
- Flights from Rochester (ROC) to Kenosha (ENW)
- Flights from Miami (MIA) to Kenosha (ENW)
- Flights from Bismarck (BIS) to Kenosha (ENW)
- Flights from Oklahoma City (PWA) to Kenosha (ENW)
- Flights from Fayetteville (XNA) to Kenosha (ENW)
- Flights from Richmond (RIC) to Kenosha (ENW)
- Flights from Wichita (ICT) to Kenosha (ENW)
- Flights from Minneapolis (FCM) to Kenosha (ENW)
- Flights from Toronto (YYZ) to Kenosha (ENW)
- Flights from Peoria (PIA) to Kenosha (ENW)
- Flights from Charleston (CHS) to Kenosha (ENW)
- Flights from Manchester (MHT) to Kenosha (ENW)
- Flights from Jacksonville (OAJ) to Kenosha (ENW)
- Flights from Traverse City (TVC) to Kenosha (ENW)
- Flights from Buffalo (BUF) to Kenosha (ENW)
- Flights from Greensboro (GSO) to Kenosha (ENW)
- Flights from Oshkosh (OSH) to Kenosha (ENW)
- Flights from South Bend (SBN) to Kenosha (ENW)
- Flights from St. Cloud (STC) to Kenosha (ENW)
- Flights from Columbus (OSU) to Kenosha (ENW)
- Flights to Kenosha Regional
- Hopscotch Air Binghamton (BGM) to Kenosha (ENW) flights
- Hopscotch Air Denver (DEN) to Kenosha (ENW) flights
- Flights from Niagara Falls (IAG) to Kenosha (ENW)
- Flights from Quincy (UIN) to Kenosha (ENW)
- Hopscotch Air Rapid City (RAP) to Kenosha (ENW) flights
- Flights from Fort Myers (RSW) to Kenosha (ENW)
- Flights from San Jose (SJC) to Kenosha (ENW)
- Flights from Montego Bay (MBJ) to Kenosha (ENW)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
