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Pewaukee Vacation Packages

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Pewaukee Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Price was $630, price is now $517 per person
$517
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the bar and the helpful staff in our reviews. Popular attractions American Family Field and Potawatomi Bingo Casino are located nearby.

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,584, price is now $1,041 per person
$1,041
per person
Sep 25 - Sep 28
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 Riverside Theater are located nearby.

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Save 100% on your flight
Price was $1,465, price is now $1,045 per person
$1,045
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.
Beautiful unique hotel with plenty to do and see on site. Great location and friendly staff.

Reviewed on Aug 9, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Price was $764, price is now $574 per person
$574
per person
Oct 23 - Oct 27
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.
Loved it

Reviewed on Aug 9, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $793, price is now $616 per person
$616
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) 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 Delafield Hotel

The Delafield Hotel

4 out of 5
Price was $755, price is now $592 per person
$592
per person
Sep 9 - Sep 11
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Delafield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Hawks Inn and Upper Nemahbin Lake are located nearby.

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Price was $657, price is now $531 per person
$531
per person
Oct 23 - Oct 27
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Riverside Theater are located nearby.
I had a lovely stay in the Irish Pub and Inn. The room included a continental breakfast with omelette. If I return to Milwaukee at some point, I would book this hotel again.

Reviewed on Aug 6, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $832, price is now $685 per person
$685
per person
Oct 23 - Oct 27
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
No tub. Paid 400 dollars for what ? I could see maybe 100 a night

Reviewed on Aug 9, 2026

Pewaukee Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $764, price is now $574 per person
$574
per person
Oct 23 - Oct 27
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,584, price is now $1,041 per person
$1,041
per person
Sep 25 - Sep 28
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
Save 100% on your flight
Price was $1,465, price is now $1,045 per person
$1,045
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 $793, price is now $616 per person
$616
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Milwaukee (MKE)

Pewaukee 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 $886, price is now $721 per person
$721
per person
Oct 1 - Oct 6
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
Price was $1,610, price is now $1,199 per person
$1,199
per person
Oct 15 - Oct 20
found 1 day 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 $1,107, price is now $920 per person
$920
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $955, price is now $806 per person
$806
per person
Sep 13 - Sep 18
found 1 day 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
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 3 from Orlando Intl. to General Mitchell Intl., returning Sun, Sep 6, priced at $128 found 1 day ago
Sun Country Airlines
Wed, Nov 25 - Sun, Nov 29
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$227 Roundtrip, found 6 days ago
$227
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Wed, Nov 25 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Sun, Nov 29, priced at $227 found 6 days ago
Bargain Flight
Sat, Aug 15 - Tue, Sep 1
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Aug 15 from Philadelphia Intl. to General Mitchell Intl., returning Tue, Sep 1, priced at $231 found 1 day ago
Frontier Airlines
Wed, Sep 23 - Thu, Oct 1
DEN
Denver Intl.
MKE
General Mitchell Intl.
$264 Roundtrip, found 4 days ago
$264
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Sep 23 from Denver Intl. to General Mitchell Intl., returning Thu, Oct 1, priced at $264 found 4 days ago