
Deals on vacations and trips to Pleasant Prairie
Save when you book Pleasant Prairie package deals

Pleasant Prairie flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Milwaukee - Brookfield
Price was $436, price is now $355 per person
$355
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Milwaukee (MKE)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $636, price is now $490 per person
$490
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $556, price is now $447 per person
$447
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

The Iron Horse Hotel
Fifth Ward
Price was $605, price is now $492 per person
$492
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.

Sheraton Milwaukee Brookfield Hotel
Price was $447, price is now $366 per person
$366
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Sacramento (SMF) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
Top Pleasant Prairie hotels deals

Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $75 total per night
$75 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly

Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $120 total per night
$120 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. There's a hot tub on site, and laundry facilities and wedding services are also offered.
Pool
Hot Tub

Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $110 total per night
$110 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included

Super 8 by Wyndham Kenosha/Pleasant Prairie
7601 118th Ave Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $76 total per night
$76 total
Dec 3 - Dec 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Free parking, laundry facilities, and barbecue grills are also on offer.
Breakfast included
Parking included

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG
7887 94th Ave Pleasant Prairie WI
Free Cancellation
$107 nightly
The price is $121 total per night
$121 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included

La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $72 total per night
$72 total
Dec 8 - Dec 9
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
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.
Popular places to visit
Pleasant Prairie RecPlex
4.5/5(47 reviews)
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
4.5/5(196 reviews)
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.
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.
Frequently asked questions
Photos of local treasures
Browse Pleasant Prairie vacation photos for more inspiration
