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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.
Aloft by Marriott Milwaukee Downtown

Aloft by Marriott Milwaukee Downtown

3 out of 5
Price was $505, price is now $442 per person
$442
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
The front desk girl was rude. I had called a month before our arrival to request a certain side of the hotel I would like and after waiting in the lobby for 2 plus hours they give us our room on the farthest part away from where I had asked for. The reason for the wait is because they were behind they said. I do not believe it was that crowded. The valet guy didn’t know how to do things. It was his first day and no one was showing him the ropes. When checking out the valet program to retrieve our car it wasn’t working and the manager girl said she didn’t know anything because it was a third party. She did know how to take plenty of smoke breaks though and wear pajama like clothes to work. Instead of helping out she did anything but.

Reviewed on Nov 2, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Price was $844, price is now $589 per person
$589
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) 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 Harley-Davidson Museum are located nearby.
Absolutely beautiful hotel and great staff.

Reviewed on Nov 2, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $677, price is now $546 per person
$546
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) 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 Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.

Antioch Hotel & Suites

Antioch Hotel & Suites

3 out of 5
Price was $707, price is now $596 per person
$596
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Antioch. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Lake Antioch and Antioch Ampitheater are located nearby.
Everything was great

Reviewed on Oct 30, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Price was $832, price is now $717 per person
$717
per person
Dec 17 - Dec 20
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.
Awesome space. Decor was amazing and bed super comfortable.

Reviewed on Nov 2, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $668, price is now $584 per person
$584
per person
Dec 4 - Dec 7
found 22 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 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Potawatomi Bingo Casino and The Rave-Eagles Club are located nearby.

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Price was $526, price is now $461 per person
$461
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) 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 Harley-Davidson Museum are located nearby.

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $623, price is now $547 per person
$547
per person
Dec 4 - Dec 7
found 22 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 Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.
Great

Reviewed on Nov 2, 2026

Milwaukee Vacation Packages 3-4 Night Stays

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

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $677, price is now $546 per person
$546
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $844, price is now $589 per person
$589
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $832, price is now $717 per person
$717
per person
Dec 17 - Dec 20
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $668, price is now $584 per person
$584
per person
Dec 4 - Dec 7
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)

Milwaukee Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Antioch Hotel & Suites

Antioch Hotel & Suites

3 out of 5
Price was $707, price is now $596 per person
$596
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $1,469, price is now $1,175 per person
$1,175
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,116, price is now $961 per person
$961
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip non-stop 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 $1,252, price is now $1,086 per person
$1,086
per person
Dec 20 - Dec 26
found 18 hours ago
Roundtrip non-stop 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
Fri, Dec 4 - Mon, Dec 21
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$128 Roundtrip, just found
$128
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 4 from Orlando Intl. to General Mitchell Intl., returning Mon, Dec 21, priced at $128 just found
Bargain Flight
Thu, Nov 12 - Sun, Nov 22
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$206 Roundtrip, found 4 hours ago
$206
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Thu, Nov 12 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Sun, Nov 22, priced at $206 found 4 hours ago
Sun Country Airlines
Thu, Dec 17 - Thu, Dec 24
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$208 Roundtrip, found 16 hours ago
$208
Roundtrip
found 16 hours ago
Select Sun Country Airlines flight, departing Thu, Dec 17 from Sky Harbor Intl. to General Mitchell Intl., returning Thu, Dec 24, priced at $208 found 16 hours ago
Delta
Wed, Jan 13 - Thu, Feb 4
DEN
Denver Intl.
MKE
General Mitchell Intl.
$228 Roundtrip, found 3 hours ago
$228
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Jan 13 from Denver Intl. to General Mitchell Intl., returning Thu, Feb 4, priced at $228 found 3 hours ago