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Milwaukee Vacation Packages

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Milwaukee 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 $552, price is now $426 per person
$426
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,450, price is now $918 per person
$918
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Save 100% on your flight
Price was $971, price is now $668 per person
$668
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Price was $680, price is now $507 per person
$507
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Fiserv Forum and Henry W. Maier Festival Park are located nearby.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $725, price is now $543 per person
$543
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Potawatomi Bingo Casino and Harley-Davidson Museum are located nearby.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Price was $946, price is now $714 per person
$714
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, room service, and a fitness center. 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 Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $1,362, price is now $1,040 per person
$1,040
per person
Jul 9 - Jul 12
found 15 hours ago
Roundtrip flight included
Denver (DEN) 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 Potawatomi Bingo Casino are located nearby.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $855, price is now $666 per person
$666
per person
Jul 9 - Jul 12
found 15 hours ago
Roundtrip flight included
Denver (DEN) 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.

Milwaukee Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $680, price is now $507 per person
$507
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,450, price is now $918 per person
$918
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $971, price is now $668 per person
$668
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $725, price is now $543 per person
$543
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)

Milwaukee Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Avenues West
Price was $664, price is now $552 per person
$552
per person
May 27 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $2,325, price is now $1,753 per person
$1,753
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Milwaukee (MKE)
The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel

3 out of 5
Price was $2,380, price is now $1,869 per person
$1,869
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,065, price is now $862 per person
$862
per person
May 27 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Milwaukee (MKE)

Top Flight Deals

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

Frontier Airlines
Sun, May 3 - Tue, May 19
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$91 Roundtrip, found 8 hours ago
$91
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sun, May 3 from Orlando Intl. to General Mitchell Intl., returning Tue, May 19, priced at $91 found 8 hours ago
Frontier Airlines
Mon, May 18 - Wed, Jun 3
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$160 Roundtrip, found 10 hours ago
$160
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, May 18 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Wed, Jun 3, priced at $160 found 10 hours ago
Frontier Airlines
Sun, May 10 - Fri, May 15
DEN
Denver Intl.
MKE
General Mitchell Intl.
$164 Roundtrip, found 3 hours ago
$164
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, May 10 from Denver Intl. to General Mitchell Intl., returning Fri, May 15, priced at $164 found 3 hours ago
Frontier Airlines
Sat, Jun 6 - Tue, Jun 9
TTN
Mercer
MKE
General Mitchell Intl.
$185 Roundtrip, found 10 hours ago
$185
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Mercer to General Mitchell Intl., returning Tue, Jun 9, priced at $185 found 10 hours ago