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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.
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was $678, price is now $553 per person
$553
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Our stay was great. Rooms were very spacious and clean. The beds were very comfortable. I would definitely stay there again.

Reviewed on Aug 16, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Save 100% on your flight
Price was $1,466, price is now $1,043 per person
$1,043
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 American Family Field and Riverside Theater are located nearby.

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Price was $820, price is now $586 per person
$586
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop 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 American Family Field and Fiserv Forum are located nearby.
All staff were helpful and friendly. Lobby is beautiful. Food at the Mason Street grill was delicious.

Reviewed on Aug 16, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $1,293, price is now $997 per person
$997
per person
Sep 30 - Oct 5
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) 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 American Family Field and Harley-Davidson Museum are located nearby.
Nice property. Helpful staff. Comfortable beds.

Reviewed on Aug 16, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $1,032, price is now $847 per person
$847
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 American Family Field and Henry W. Maier Festival Park are located nearby.
Too expensive for what it is. Good location though so I guess that's why.

Reviewed on Aug 14, 2026

Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $916, price is now $758 per person
$758
per person
Sep 24 - Sep 27
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Geneva National Golf Club and Lake Como are located nearby.

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was $708, price is now $596 per person
$596
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Price was $867, price is now $732 per person
$732
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 American Family Field and Riverside Theater are located nearby.
Such an amazing property! Parking safe, rooms beautifully decorated, clean, and comfy beds!

Reviewed on Aug 16, 2026

Milwaukee Vacation Packages 3-4 Night Stays

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

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $834, price is now $503 per person
$503
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,466, price is now $1,043 per person
$1,043
per person
Sep 25 - Sep 28
found 1 day 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 $1,095, price is now $854 per person
$854
per person
Oct 1 - Oct 5
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,032, price is now $847 per person
$847
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)

Milwaukee Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Wauwatosa
Price was $949, price is now $770 per person
$770
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $2,146, price is now $1,444 per person
$1,444
per person
Sep 17 - Sep 22
found 1 day 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 $1,284, price is now $985 per person
$985
per person
Sep 17 - Sep 22
found 1 day 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 $1,293, price is now $997 per person
$997
per person
Sep 30 - Oct 5
found 18 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
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Sep 3 from Orlando Intl. to General Mitchell Intl., returning Sun, Sep 6, priced at $173 found 3 days ago
Delta
Wed, Sep 16 - Thu, Oct 1
DEN
Denver Intl.
MKE
General Mitchell Intl.
$221 Roundtrip, found 6 hours ago
$221
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Sep 16 from Denver Intl. to General Mitchell Intl., returning Thu, Oct 1, priced at $221 found 6 hours ago
Bargain Flight
Tue, Oct 13 - Thu, Oct 15
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$223 Roundtrip, found 6 hours ago
$223
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Tue, Oct 13 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Thu, Oct 15, priced at $223 found 6 hours ago
Bargain Flight
Tue, Sep 15 - Wed, Sep 30
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Sep 15 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Wed, Sep 30, priced at $242 found 4 days ago