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Jackson Vacation Packages

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Jackson 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 $612, price is now $520 per person
$520
per person
Nov 13 - Nov 16
found 15 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 American Family Field and Fiserv Forum are located nearby.
.

Reviewed on Sep 19, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Save 100% on your flight
Price was $1,063, price is now $722 per person
$722
per person
Oct 28 - Nov 2
found 1 day 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 American Family Field and Harley-Davidson Museum are located nearby.

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Price was $1,292, price is now $938 per person
$938
per person
Nov 29 - Dec 4
found 1 day 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 American Family Field and Fiserv Forum are located nearby.

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Price was $885, price is now $709 per person
$709
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly apartment in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions American Family Field and Milwaukee County Zoo are located nearby.
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!

Reviewed on May 21, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Price was $850, price is now $682 per person
$682
per person
Nov 13 - Nov 16
found 15 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 American Family Field and Harley-Davidson Museum are located nearby.

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $732, price is now $587 per person
$587
per person
Nov 13 - Nov 16
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 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Potawatomi Bingo Casino are located nearby.
This was a clean and spacious room. The casino and restaurants were great.

Reviewed on Sep 19, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $739, price is now $594 per person
$594
per person
Nov 13 - Nov 16
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 American Family Field and Henry W. Maier Festival Park are located nearby.

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Price was $1,072, price is now $887 per person
$887
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Fiserv Forum are located nearby.

Jackson 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 $770, price is now $554 per person
$554
per person
Nov 13 - Nov 16
found 15 hours ago
Roundtrip 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 $953, price is now $597 per person
$597
per person
Nov 13 - Nov 16
found 15 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 $850, price is now $682 per person
$682
per person
Nov 13 - Nov 16
found 15 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 $732, price is now $587 per person
$587
per person
Nov 13 - Nov 16
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)

Jackson 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 $885, price is now $709 per person
$709
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $1,063, price is now $722 per person
$722
per person
Oct 28 - Nov 2
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 $1,292, price is now $938 per person
$938
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,072, price is now $887 per person
$887
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip 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
Thu, Oct 15 - Tue, Oct 20
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$128 Roundtrip, found 8 hours ago
$128
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Orlando Intl. to General Mitchell Intl., returning Tue, Oct 20, priced at $128 found 8 hours ago
Sun Country Airlines
Thu, Oct 1 - Sun, Oct 4
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$220 Roundtrip, found 15 hours ago
$220
Roundtrip
found 15 hours ago
Select Sun Country Airlines flight, departing Thu, Oct 1 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Sun, Oct 4, priced at $220 found 15 hours ago
American Airlines
Wed, Oct 28 - Tue, Nov 17
DEN
Denver Intl.
MKE
General Mitchell Intl.
$236 Roundtrip, found 7 hours ago
$236
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Oct 28 from Denver Intl. to General Mitchell Intl., returning Tue, Nov 17, priced at $236 found 7 hours ago
Bargain Flight
Sat, Oct 17 - Thu, Oct 29
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$238 Roundtrip, found 8 hours ago
$238
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Sat, Oct 17 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Thu, Oct 29, priced at $238 found 8 hours ago