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Pleasant Prairie Vacation Packages

Build your package with 2 more options

Pleasant Prairie Flight + Hotel Packages

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

Crowne Plaza Milwaukee South by IHG

3.5 out of 5
Price was $593, price is now $483 per person
$483
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $736, price is now $551 per person
$551
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this 4.5-star 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 Harley-Davidson Museum and Fiserv Forum are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Price was $757, price is now $579 per person
$579
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Price was $777, price is now $610 per person
$610
per person
Dec 26 - Dec 29
found 3 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Milwaukee (MKE)
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
Price was $862, price is now $699 per person
$699
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this 4-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Price was $712, price is now $586 per person
$586
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this 3.5-star boutique hotel in Milwaukee. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and The Rave-Eagles Club are located nearby.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $726, price is now $604 per person
$604
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this 4-star boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Price was $691, price is now $578 per person
$578
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Pleasant Prairie Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $736, price is now $551 per person
$551
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $757, price is now $579 per person
$579
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $777, price is now $610 per person
$610
per person
Dec 26 - Dec 29
found 3 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Milwaukee (MKE)
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
Westown
Price was $862, price is now $699 per person
$699
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)

Pleasant Prairie Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $682, price is now $596 per person
$596
per person
Dec 25 - Dec 30
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,038, price is now $857 per person
$857
per person
Dec 25 - Dec 30
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $987, price is now $856 per person
$856
per person
Dec 25 - Dec 30
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $872, price is now $774 per person
$774
per person
Dec 25 - Dec 30
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)

Top Flight Deals

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

Frontier Airlines
Wed, Nov 26 - Fri, Dec 5
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$124 Roundtrip, found 3 days ago
$124
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Nov 26 from Orlando Intl. to General Mitchell Intl., returning Fri, Dec 5, priced at $124 found 3 days ago
Frontier Airlines
Mon, Dec 22 - Mon, Dec 29
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Dec 22 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Mon, Dec 29, priced at $139 found 6 days ago
United
Sat, Jan 10 - Mon, Jan 12
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$158 Roundtrip, just found
$158
Roundtrip
just found
Select United flight, departing Sat, Jan 10 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Mon, Jan 12, priced at $158 just found
Delta
Sat, Dec 13 - Sat, Dec 13
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 13 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Sat, Dec 13, priced at $176 found 1 day ago