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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.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was $708, price is now $625 per person
$625
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,524, price is now $1,040 per person
$1,040
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $946, price is now $751 per person
$751
per person
Dec 18 - Dec 21
found 1 day 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.
Fragrance in lobby was very strong. Comfortable stay.

Reviewed on Oct 3, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Price was $879, price is now $701 per person
$701
per person
Dec 18 - Dec 21
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 Fiserv Forum are located nearby.

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Price was $938, price is now $785 per person
$785
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $814, price is now $692 per person
$692
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Harley-Davidson Museum are located nearby.

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Price was $765, price is now $664 per person
$664
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 American Family Field and Fiserv Forum are located nearby.

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
Price was $1,103, price is now $977 per person
$977
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
Would probably not stay here again. Bathroom was kind of dirty and very small. Beds were pretty uncomfortable. Reserved a king room and got a room with 2 double beds.

Reviewed on Oct 3, 2026

Jackson Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $879, price is now $701 per person
$701
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,524, price is now $1,040 per person
$1,040
per person
Nov 6 - Nov 9
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 $946, price is now $751 per person
$751
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $938, price is now $785 per person
$785
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $811, price is now $683 per person
$683
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
New York (LGA) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $1,453, price is now $1,132 per person
$1,132
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
New York (LGA) to Milwaukee (MKE)
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $854, price is now $706 per person
$706
per person
Nov 10 - Nov 15
found 24 hours ago
Roundtrip flight included
New York (LGA) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,128, price is now $947 per person
$947
per person
Nov 10 - Nov 15
found 24 hours ago
Roundtrip flight included
New York (LGA) to Milwaukee (MKE)

Top Flight Deals

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

Frontier Airlines
Tue, Nov 17 - Mon, Nov 23
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Orlando Intl. to General Mitchell Intl., returning Mon, Nov 23, priced at $161 found 2 days ago
Bargain Flight
Mon, Oct 12 - Sat, Oct 17
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Oct 12 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Sat, Oct 17, priced at $254 found 1 day ago
Bargain Flight
Sat, Oct 17 - Thu, Oct 29
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$256 Roundtrip, just found
$256
Roundtrip
just found
Select Bargain Flight flight, departing Sat, Oct 17 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Thu, Oct 29, priced at $256 just found
Bargain Flight
Sat, Oct 24 - Tue, Oct 27
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Oct 24 from Philadelphia Intl. to General Mitchell Intl., returning Tue, Oct 27, priced at $266 found 1 day ago