Pleasant Prairie Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pleasant Prairie Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Milwaukee Airport by IHG
$493
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Oak Creek. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions South Milwaukee Performing Arts Center and JB's on 41 are located nearby.
The Pfister Hotel
Downtown Milwaukee
$913
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
The Iron Horse Hotel
Fifth Ward
$917
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Harley-Davidson Museum are located nearby.
Potawatomi Hotel & Casino
Menomonee River Valley
$943
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Potawatomi Bingo Casino are located nearby.
They let us Check in early and won some Money, Great place !
Reviewed on Sep 17, 2026
The Ingleside Hotel
$608
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springs Water Park and Pewaukee Golf Club are located nearby.
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
$688
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Corners of Brookfield and Brookfield Square Mall are located nearby.
Hotel is great, the room was clean and spacious with all necessities considering the kitchenette. Only small issue was that no bedding or pillows were provided in the room considering we had two children staying with us but reception did send somebody up with this on request.
Reviewed on Sep 16, 2026
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See all available trips from Columbus to Pleasant Prairie
View all tripsPleasant Prairie Vacation Packages
Trying to save money and time on your next trip to Pleasant Prairie? Then look no further, as the AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Pleasant Prairie perfect. In only a few clicks, you can select the best Pleasant Prairie vacation package for you and your family. AARP Travel Center has a fabulous selection of flights and lodgings, and Pleasant Prairie things to do to select from.
Pleasant Prairie Hotel Deals
Our listings include hotels that are close to all the Pleasant Prairie points of interest, and some that are just outside the city center for a quieter retreat.
We have fantastic rates on everything from luxury hotels that check off all the vacation must-haves to affordable accommodations which are great for those on a budget. You can search our vast catalog of possibilities and select the accommodation that is ideal for you and your family. With AARP Travel Center's Pleasant Prairie hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Pleasant Prairie
Pleasant Prairie has around 20,726 people that make this city their home. If you needed a break from the bustle of a big city, then you are in the right spot. With Pleasant Prairie's growing art scene and a rich past that is a beacon for history buffs you may have a hard time fitting everything into one trip.
If you need more suggestions, then make sure to click on AARP's "Things to Do" tab.
Save with a Pleasant Prairie Vacation Package
As an AARP Member, you get to benefit from all the great deals. You'll save on select hotels worldwide, flights, and rental cars. No matter what Pleasant Prairie vacation bundle you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Book today and get ready for your Pleasant Prairie vacation.
Top Hotel Deals
Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Book a stay at this family-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St Pleasant Prairie WI
Stay at this hotel in Pleasant Prairie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave Vernon Hills IL
Book a stay at this boutique hotel in Vernon Hills. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Red Roof Inn Gurnee - Waukegan
3031 Belvidere Rd Waukegan IL
Book a stay at this business-friendly hotel in Waukegan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Best Western Executive Inn Kenosha/Pleasant Prairie
7220 122nd Ave Kenosha WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Inn on Sheridan
2723 Sheridan Rd Zion IL
Book a stay at this business-friendly hotel in Zion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn Chicago - Gurnee
5550 Grand Ave Gurnee IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Motel 6 Libertyville, IL
1809 N Milwaukee Ave Libertyville IL
Book a stay at this business-friendly motel in Libertyville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in ...
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road Grayslake IL
Book a stay at this business-friendly hotel in Grayslake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
7011 122nd Ave Kenosha WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
Book a stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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See all available properties in Pleasant Prairie
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Nov 17 - Thu, Nov 26
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$198
Roundtrip
just found
Tue, Nov 17 - Thu, Nov 26
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$237
Roundtrip
just found
Tue, Nov 17 - Thu, Nov 26
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$282
Roundtrip
just found
Tue, Nov 17 - Thu, Nov 26
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$282
Roundtrip
just found
Tue, Nov 17 - Thu, Nov 26
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$283
Roundtrip
just found
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All accommodation types in Pleasant Prairie
More Types of Hotels
- Hotels with WiFi in Pleasant Prairie
- Hotels with Complimentary Breakfast in Pleasant Prairie
- Smoke Free Hotels in Pleasant Prairie
- Hotel with wifi in Pleasant Prairie
- Hotels with Air Conditioning in Pleasant Prairie
- Family Hotels in Pleasant Prairie
- Hotels with a Pool in Pleasant Prairie
- Lakefront Hotels in Pleasant Prairie
- Hotels with Hot Tubs in Pleasant Prairie
- Cheap Hotels in Pleasant Prairie
- Hotels with an Indoor Pool in Pleasant Prairie
- Pet-friendly Hotels in Pleasant Prairie
- Luxury Hotels in Pleasant Prairie
- Hotels with Bars in Pleasant Prairie
- Hotel with a Concierge in Pleasant Prairie
- Resorts & Hotels with Spas in Pleasant Prairie