Fifth Ward Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Price found within the past 48 hours. Click for updated prices.
- The Ingleside Hotel
Aug 10 - Aug 15The Ingleside Hotel + Flight
Pewaukee5 nights8.6/10 - Excellent (809 reviews)"Great hospitality…"Reviewed May 27, 2026Roundtrip • Toronto (YYZ) - Milwaukee (MKE)YYZ - MKE • 1 stop MKE - YYZ • 1 stopCA $1,349CA $1,168found 1 day agoper traveller - The Pfister Hotel
Aug 10 - Aug 15The Pfister Hotel + Flight
Downtown Milwaukee5 nights9.6/10 - Exceptional (2,108 reviews)"The staff was very helpful and kind. Beautiful facility"Reviewed May 25, 2026Roundtrip • Toronto (YYZ) - Milwaukee (MKE)YYZ - MKE • 1 stop MKE - YYZ • 1 stopCA $2,835CA $2,277found 1 day agoper traveller - Holiday Inn Express Milwaukee Downtown by IHG
Aug 10 - Aug 15Holiday Inn Express Milwaukee Downtown by IHG + Flight
Downtown Milwaukee5 nights9.0/10 - Wonderful (1,008 reviews)"We arrived at three in the morning to staff that was waiting for us, which was very nice. I didn’t have to wake anybody up. The room was great the bed as usual. Excellent we just love the beds at Holiday Inn express. Where we were missing a trash can in the room, but we dealt with that. Woke up to their breakfast, which is always great. We just love their pancake machine. The hotel was essentially located in the middle of everything much closer to places we needed to go then we thought it was..."Reviewed May 26, 2026Roundtrip • Toronto (YYZ) - Milwaukee (MKE)YYZ - MKE • 1 stop MKE - YYZ • 1 stopCA $1,628CA $1,424found 1 day agoper traveller - Sheraton Milwaukee Brookfield Hotel
Aug 10 - Aug 15Sheraton Milwaukee Brookfield Hotel + Flight
Brookfield5 nights8.4/10 - Very good (839 reviews)"I haven't stayed at the hotel prior. They've done some improvements and remodeled great hotel"Reviewed May 26, 2026Roundtrip • Toronto (YYZ) - Milwaukee (MKE)YYZ - MKE • 1 stop MKE - YYZ • 1 stopCA $1,376CA $1,237found 1 day agoper traveller - The Iron Horse Hotel
Aug 10 - Aug 15The Iron Horse Hotel + Flight
Fifth Ward5 nights9.2/10 - Wonderful (1,146 reviews)"The room was a bit dirty with a used bar of soap left in the shower. By 5pm on Sunday housekeeping hadn’t made up our room so we decided to skip it."Reviewed May 26, 2026Roundtrip • Toronto (YYZ) - Milwaukee (MKE)YYZ - MKE • 1 stop MKE - YYZ • 1 stopCA $2,166CA $1,954found 1 day agoper traveller
Where to stay in Fifth Ward
Find the best Fifth Ward areas and neighborhoods for the activities you enjoy most. Learn more about Fifth Ward
Downtown Milwaukee
Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.
Fifth Ward Hotel Deals
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from May 31 to Jun 1
CA $327
CA $385 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,146 reviews)
"The room was a bit dirty with a used bar of soap left in the shower. By 5pm on Sunday housekeeping hadn’t made up our room so we decided to skip it."
Reviewed on May 26, 2026
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Jun 9 to Jun 10
CA $205
CA $242 total
Jun 9 - Jun 10
includes taxes & fees
9.2/10 Wonderful! (1,499 reviews)
"Everyone was so friendly, polite and courteous! Facility was"
Reviewed on May 27, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $306 per night from Jun 14 to Jun 15
CA $306
CA $360 total
Jun 14 - Jun 15
includes taxes & fees
9.6/10 Exceptional! (2,108 reviews)
"The staff was very helpful and kind. Beautiful facility"
Reviewed on May 25, 2026
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.
Frequently asked questions
Discover the most popular places to visit in Fifth Ward
Harley-Davidson Museum
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
Milwaukee Art Museum
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
Potawatomi Bingo Casino
Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
CA $114
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
