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Pleasant Prairie Vacation Packages

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Pleasant Prairie Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was $620, price is now $522 per person
$522
per person
Jul 2 - Jul 5
found 23 hours ago
Roundtrip flight included
Nashville (BNA) 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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,363, price is now $899 per person
$899
per person
Aug 28 - Aug 30
found 15 hours ago
Roundtrip flight included
Las Vegas (LAS) 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 Fiserv Forum and Henry W. Maier Festival Park are located nearby.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $966, price is now $754 per person
$754
per person
Jul 22 - Jul 26
found 5 hours ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
Book a stay at this beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Lawn Resort Marina and Delavan Historical Society are located nearby.
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Price was $963, price is now $764 per person
$764
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Milwaukee (MKE)
Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Fontana Beach and Big Foot Golf Range are located nearby.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $926, price is now $757 per person
$757
per person
Aug 28 - Aug 30
found 15 hours ago
Roundtrip flight included
Las Vegas (LAS) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the clean rooms in our reviews. Popular attractions Henry W. Maier Festival Park and Harley-Davidson Museum are located nearby.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $1,072, price is now $890 per person
$890
per person
Aug 28 - Aug 30
found 15 hours ago
Roundtrip flight included
Las Vegas (LAS) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Henry W. Maier Festival Park are located nearby.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was $746, price is now $624 per person
$624
per person
Aug 28 - Aug 30
found 15 hours ago
Roundtrip flight included
Las Vegas (LAS) to Milwaukee (MKE)
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was $658, price is now $554 per person
$554
per person
Jul 2 - Jul 5
found 23 hours ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions K1 Speed and Center Court Sports Complex are located nearby.

Pleasant Prairie Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $966, price is now $754 per person
$754
per person
Jul 22 - Jul 26
found 5 hours ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,312, price is now $834 per person
$834
per person
Jul 2 - Jul 5
found 23 hours ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,058, price is now $797 per person
$797
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Milwaukee (MKE)
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Price was $963, price is now $764 per person
$764
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Milwaukee (MKE)

Pleasant Prairie Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was $783, price is now $704 per person
$704
per person
Jul 14 - Jul 19
found 7 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was $871, price is now $753 per person
$753
per person
Jul 14 - Jul 19
found 3 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Hampton Inn & Suites Milwaukee West

Hampton Inn & Suites Milwaukee West

3 out of 5
West Allis
Price was $1,061, price is now $962 per person
$962
per person
Jul 14 - Jul 19
found 7 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Home2 Suites By Hilton Milwaukee West

Home2 Suites By Hilton Milwaukee West

3 out of 5
West Allis
Price was $1,052, price is now $954 per person
$954
per person
Jul 14 - Jul 19
found 1 hour ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, Aug 18 - Tue, Sep 1
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$193 Roundtrip, found 21 hours ago
$193
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Aug 18 from Orlando Intl. to General Mitchell Intl., returning Tue, Sep 1, priced at $193 found 21 hours ago
Delta
Tue, Aug 11 - Tue, Aug 25
TPA
Tampa Intl.
MKE
General Mitchell Intl.
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Aug 11 from Tampa Intl. to General Mitchell Intl., returning Tue, Aug 25, priced at $229 found 3 days ago
Frontier Airlines
Wed, Aug 12 - Tue, Aug 25
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Tue, Aug 25, priced at $230 found 3 days ago
Frontier Airlines
Wed, Jul 1 - Wed, Jul 1
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$244 Roundtrip, found 21 hours ago
$244
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Wed, Jul 1, priced at $244 found 21 hours ago