
Pewaukee Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pewaukee Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Wildwood Lodge
Price was $834, price is now $722 per person
$722
per person
Jun 18 - Jun 22
found 22 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
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 rooms in our reviews. Popular attractions K1 Speed and Center Court Sports Complex are located nearby.

The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,794, price is now $1,332 per person
$1,332
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Milwaukee Art Museum and Fiserv Forum are located nearby.

Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $1,290, price is now $1,001 per person
$1,001
per person
Jun 1 - Jun 8
found 17 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Milwaukee Art Museum and Henry W. Maier Festival Park are located nearby.

Potawatomi Hotel & Casino
Menomonee River Valley
Price was $1,251, price is now $1,057 per person
$1,057
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Potawatomi Bingo Casino and Harley-Davidson Museum are located nearby.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was $997, price is now $860 per person
$860
per person
Jul 15 - Jul 19
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Potawatomi Bingo Casino and Fiserv Forum are located nearby.

The Iron Horse Hotel
Fifth Ward
Price was $1,432, price is now $1,249 per person
$1,249
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.
Top Hotel Deals

The Ingleside Hotel
2810 Golf Road Pewaukee WI
3.79 km from city center
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 ...

Wildwood Lodge
N14 W24121 Tower Place Pewaukee WI
4.26 km from city center
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 ...

avid hotel Milwaukee West Waukesha by IHG
2101 Meadow Lane Pewaukee WI
4.29 km from city center
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 ...

Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
27.07 km from city center
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 Iron Horse Hotel
500 W Florida Street Milwaukee WI
28.6 km from city center
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 ...

Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
28.99 km from city center
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 ...

Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
13.83 km from city center
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 ...

The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
29.22 km from city center
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 ...

Hilton Milwaukee
509 W Wisconsin Ave Milwaukee WI
28.29 km from city center
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 ...

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
26.35 km from city center
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 ...

Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
28.46 km from city center
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
1200 S Moorland Rd Brookfield WI
14.24 km from city center
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 ...

Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
28.78 km from city center
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 ...
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.

Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago

Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$164 Roundtrip, found 1 hour ago
$164
Roundtrip
found 1 hour ago

Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago

Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$247 Roundtrip, found 1 hour ago
$247
Roundtrip
found 1 hour ago

Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$260 Roundtrip, found 1 hour ago
$260
Roundtrip
found 1 hour ago

