Downtown Pewaukee Vacation Packages for 2026

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Top Hotel Deals

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 ...
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 ...
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 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 ...
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
28.32 km from Downtown Pewaukee
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 ...
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 free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar 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 ...
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 ...
Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

2 out of 5
5485 N Port Washington Rd Milwaukee WI
27.83 km from Downtown Pewaukee
Stay at this motel in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
12.08 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Brookfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
1028 East Juneau Avenue Milwaukee WI
29.39 km from Downtown Pewaukee
Book a stay at this spa hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave Milwaukee WI
28 km from Downtown Pewaukee
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
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 ...
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
4.34 km from Downtown Pewaukee
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
1215 N 10th Street Milwaukee WI
27.33 km from Downtown Pewaukee
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the ...
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

3 out of 5
515 N Jefferson St Milwaukee WI
29.02 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 ...
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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
Thu, Mar 26 - Sun, Apr 12
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Mar 26 from Orlando Intl. to General Mitchell Intl., returning Sun, Apr 12, priced at $173 found 2 days ago
Alaska Airlines
Wed, May 20 - Sat, May 23
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, May 20 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Sat, May 23, priced at $227 found 1 day ago
Delta
Sat, May 23 - Mon, May 25
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 23 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Mon, May 25, priced at $235 found 1 day ago
United
Tue, May 19 - Mon, May 25
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$274 Roundtrip, found 14 hours ago
$274
Roundtrip
found 14 hours ago
Select United flight, departing Tue, May 19 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Mon, May 25, priced at $274 found 14 hours ago
Southwest Airlines
Tue, Mar 17 - Tue, Mar 24
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$301 Roundtrip, found 20 hours ago
$301
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Tue, Mar 17 from Orlando Intl. to General Mitchell Intl., returning Tue, Mar 24, priced at $301 found 20 hours ago