Downtown Pewaukee Vacation Packages for 2026

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Downtown Pewaukee Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was $976, price is now $676 per person
$676
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, parking (surcharge), and housekeeping. Popular attractions American Family Field and Henry W. Maier Festival Park are located nearby.

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,370, price is now $786 per person
$786
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $931, price is now $697 per person
$697
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,130, price is now $884 per person
$884
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 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.

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,025, price is now $806 per person
$806
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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
Menomonee River Valley
Price was $855, price is now $693 per person
$693
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.

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Top Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
26.79 km from Downtown Pewaukee
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 ...
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
28.92 km from Downtown Pewaukee
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 ...
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
13.66 km from Downtown Pewaukee
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
28.7 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
28.48 km from Downtown Pewaukee
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 ...
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
28.17 km from Downtown Pewaukee
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 ...
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
14.1 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

3 out of 5
1840 N 6th St Milwaukee WI
27.68 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the ...
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
4.24 km from Downtown Pewaukee
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 ...
Aloft by Marriott Milwaukee Downtown

Aloft by Marriott Milwaukee Downtown

3 out of 5
1230 N. Dr. Martin Luther King Jr. Drive Milwaukee WI
28.15 km from Downtown Pewaukee
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 ...
The Marc Hotel

The Marc Hotel

2 out of 5
640 North 6th Street Milwaukee WI
27.92 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Popular attractions American Family Field and Fiserv ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
26.06 km from Downtown Pewaukee
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 ...
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

4 out of 5
611 W Wisconsin Ave Milwaukee WI
27.87 km from Downtown Pewaukee
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 ...
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

2.5 out of 5
10240 Cedarburg Rd, Hwy. 57 Mequon WI
26.89 km from Downtown Pewaukee
Stay at this hotel in Mequon. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Walter Schroeder Aquatic Center and Lynden Sculpture Garden ...
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

3 out of 5
5110 N Port Washington Rd Milwaukee WI
27.77 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$198 Roundtrip, found 6 hours ago
$198
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Orlando Intl. to General Mitchell Intl., returning Tue, Jul 28, priced at $198 found 6 hours ago
Southwest Airlines
Tue, Jul 28 - Thu, Aug 13
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$257 Roundtrip, found 9 hours ago
$257
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Tue, Jul 28 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Thu, Aug 13, priced at $257 found 9 hours ago
American Airlines
Wed, Jul 15 - Wed, Jul 22
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 15 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Wed, Jul 22, priced at $257 found 1 day ago
Delta
Tue, Sep 1 - Tue, Sep 29
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 1 from Orlando Intl. to General Mitchell Intl., returning Tue, Sep 29, priced at $265 found 5 days ago
United
Wed, Sep 16 - Tue, Sep 22
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select United flight, departing Wed, Sep 16 from Sky Harbor Intl. to General Mitchell Intl., returning Tue, Sep 22, priced at $289 found 1 day ago