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Waukesha Vacation Packages

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Waukesha Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $451, price is now $372 per person
$372
per person
Oct 29 - Nov 1
found 8 hours ago
Roundtrip flight included
Dallas (DFW) 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 Lake Como and Lake Lawn Resort Marina are located nearby.

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,224, price is now $787 per person
$787
per person
Nov 6 - Nov 8
found 11 hours ago
Roundtrip non-stop 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 $816, price is now $608 per person
$608
per person
Nov 25 - Nov 28
found 11 hours ago
Roundtrip flight included
Orlando (MCO) 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.
This was one of a kind place! The biker yet unique and relaxing fill was so cool. The staff made me feel so welcomed and told us all about the restaurant there and a few others with in walking distance. We ate at The Yard there and the atmosphere just made you feel relaxed and welcomed. The food was above what I was expecting in the best way. The cheese curds I could have made myself sick on! The room was clean the hotel smelt amazing.

Reviewed on Sep 12, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Price was $1,082, price is now $882 per person
$882
per person
Nov 6 - Nov 8
found 11 hours ago
Roundtrip non-stop 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.
very unique hotel!

Reviewed on Sep 12, 2026

Sky Lodge Inn & Suites

Sky Lodge Inn & Suites

2 out of 5
Price was $566, price is now $468 per person
$468
per person
Oct 29 - Nov 1
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Delavan. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.

Washington House Inn

Washington House Inn

4 out of 5
Price was $719, price is now $595 per person
$595
per person
Nov 6 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
Stay at this B&B in Cedarburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Amy's Candy Kitchen and Cedar Creek Settlement are located nearby.
Hreat stay and very helpful staff!

Reviewed on Sep 10, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $854, price is now $708 per person
$708
per person
Nov 6 - Nov 8
found 11 hours ago
Roundtrip non-stop 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 Henry W. Maier Festival Park are located nearby.

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $820, price is now $686 per person
$686
per person
Nov 6 - Nov 8
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
I had a great stay, stayed there multiple times.

Reviewed on Sep 12, 2026

Waukesha Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $451, price is now $372 per person
$372
per person
Oct 29 - Nov 1
found 8 hours 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 $1,247, price is now $788 per person
$788
per person
Nov 6 - Nov 9
found 8 hours ago
Roundtrip flight included
Kansas City (MCI) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $816, price is now $608 per person
$608
per person
Nov 25 - Nov 28
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
Sky Lodge Inn & Suites

Sky Lodge Inn & Suites

2 out of 5
Price was $566, price is now $468 per person
$468
per person
Oct 29 - Nov 1
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)

Waukesha 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 $767, price is now $651 per person
$651
per person
Oct 13 - Oct 18
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,403, price is now $1,061 per person
$1,061
per person
Oct 13 - Oct 18
found 13 hours ago
Roundtrip flight included
Dallas (DFW) 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 $2,314, price is now $1,847 per person
$1,847
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was $1,001, price is now $852 per person
$852
per person
Oct 13 - Oct 18
found 13 hours ago
Roundtrip flight included
Dallas (DFW) 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 8 - Thu, Oct 15
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$151 Roundtrip, found 13 hours ago
$151
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Oct 8 from Orlando Intl. to General Mitchell Intl., returning Thu, Oct 15, priced at $151 found 13 hours ago
Sun Country Airlines
Thu, Oct 1 - Sun, Oct 4
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$200 Roundtrip, found 17 hours ago
$200
Roundtrip
found 17 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 $200 found 17 hours ago
Bargain Flight
Sat, Oct 17 - Thu, Oct 29
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$247 Roundtrip, found 10 hours ago
$247
Roundtrip
found 10 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 $247 found 10 hours ago
Bargain Flight
Sat, Oct 3 - Thu, Oct 8
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$252 Roundtrip, found 13 hours ago
$252
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Sat, Oct 3 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Thu, Oct 8, priced at $252 found 13 hours ago