Pleasant Prairie Vacations from $637
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.
The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,588, price is now $999 per person
$999
per person
Jun 4 - Jun 7
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
9.6/10 Exceptional! (2,047 reviews)
Great staff other than The Blu Room. Will probably come here again.
Reviewed on Apr 12, 2026
Kinn Guesthouse Bay View
Bay View
Price was $1,156, price is now $850 per person
$850
per person
Jun 18 - Jun 22
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
9.4/10 Exceptional! (456 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.
Reviewed on Mar 23, 2026
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $1,220, price is now $925 per person
$925
per person
Jun 18 - Jun 22
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
Honestly 5+ stars to the women running this place. They’re doing their jobs and doing it with kindness, friendliness and above all helpful and professional. Give them a raise!! It was spotless and comfortable. Good reason why their ratings are above other hotels in the area charging twice as much for the name.
Reviewed on Mar 26, 2026
Don't see what you're looking for?
See all available trips from Singapore to Pleasant Prairie
View all tripsDiscover the most popular places to visit in Pleasant Prairie
Pleasant Prairie RecPlex
Catch an event at Pleasant Prairie RecPlex during your trip to Pleasant Prairie. Wander the lakeside in this family-friendly area.
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 Hotel Deals
Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Apr 19 to Apr 20
$81 total
Apr 19 - Apr 20
Total with taxes and fees
Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $117 total per night from May 10 to May 11
$117 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (984 reviews)
Everything was great. The restaurant had a great breakfast( not included but reasonably priced )Their snacks they sold were expensive but bring your own . Everything else was great and close to malls, restaurants and rec plex
Reviewed on Apr 12, 2026
Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from May 10 to May 11
$115 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (706 reviews)
Yes
Reviewed on Mar 29, 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.
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.
