Yankee Hill Vacation Packages
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- Potawatomi Hotel & Casino
Jun 25 - Jun 28Potawatomi Hotel & Casino + Flight
Menomonee River Valley3 nights9.2/10 - Wonderful (1,485 reviews)"Food cost to much"Reviewed May 23, 2026Roundtrip • New York (EWR) - Milwaukee (MKE)EWR - MKE • 1 stop MKE - EWR • 1 stopCA $1,598CA $1,347found 13 hours agoper traveller - The Brewhouse Inn & Suites
Aug 6 - Aug 9The Brewhouse Inn & Suites + Flight
Westown3 nights9.6/10 - Exceptional (1,055 reviews)"This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance. The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar. We will be back!"Reviewed May 21, 2026Roundtrip • Calgary (YYC) - Milwaukee (MKE)YYC - MKE • 1 stop MKE - YYC • 1 stopCA $2,605CA $2,156found 1 day agoper traveller - The Iron Horse Hotel
Aug 6 - Aug 9The Iron Horse Hotel + Flight
Fifth Ward3 nights9.2/10 - Wonderful (1,133 reviews)"DO NOT STAY HERE. Someone broke into our room, flooded the bathroom sink, and the hotel charged me $250 while refusing to return my calls. On 5/15 left our room with the do not disturb sign on the door. When we returned, our belongings had clearly been moved around and the toilet paper was soaked. I called for replacements and was told our room had flooded because we “left the sink on” and that we’d be charged $150. I immediately spoke with the manager, Louis, and explained we absolutely did not..."Reviewed May 20, 2026Roundtrip • Calgary (YYC) - Milwaukee (MKE)YYC - MKE • 1 stop MKE - YYC • 1 stopCA $1,965CA $1,642found 1 day agoper traveller - Home2 Suites by Hilton Milwaukee Downtown
Jun 25 - Jun 28Home2 Suites by Hilton Milwaukee Downtown + Flight
Downtown Milwaukee3 nights8.6/10 - Excellent (1,001 reviews)"Our room was large, as it was a handicap accessible room and worked well. Lots or electrical outlets. The only shortcomings were that the TP was awful. I always anticipate this and carry my own Charmin on every trip. Secondly, the waffle making station should be moved off the rest of the breakfast bar. Placing it on a separate counter solves two major issues. 1] The people are not held up by waffle makers and 2] syrup is not tracked about the room. I have visited other hotels that have put the..."Reviewed May 22, 2026Roundtrip • New York (EWR) - Milwaukee (MKE)EWR - MKE • 1 stop MKE - EWR • 1 stopCA $1,972CA $1,680found 13 hours agoper traveller - Tru By Hilton Milwaukee Downtown, WI
Aug 6 - Aug 9Tru By Hilton Milwaukee Downtown, WI + Flight
Downtown Milwaukee3 nights8.6/10 - Excellent (1,002 reviews)"Modern hotel with clean, spacious rooms and decent hot breakfast. Great location by the lake!"Reviewed May 22, 2026Roundtrip • Calgary (YYC) - Milwaukee (MKE)YYC - MKE • 1 stop MKE - YYC • 1 stopCA $1,963CA $1,683found 1 day agoper traveller
Where to stay in Yankee Hill
Find the best Yankee Hill areas and neighborhoods for the activities you enjoy most. Learn more about Yankee Hill
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.
Yankee Hill Hotel Deals
The Knickerbocker on the Lake
1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jun 23 to Jun 24
CA $180
CA $212 total
Jun 23 - Jun 24
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"We had a regular door key 🔑, the best heat(radiator)a gas stove that we cooked on."
Reviewed on May 21, 2026
The Plaza Hotel
1007 N Cass Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jun 1 to Jun 2
CA $227
CA $268 total
Jun 1 - Jun 2
includes taxes & fees
8.8/10 Excellent! (1,170 reviews)
"Beautiful hotel, room was great. Parking was affordable, and the staff was nice. The restaurant downstairs can get pretty chaotic but other than that it was great!"
Reviewed on May 18, 2026
County Clare Irish Hotel & Pub
1234 N. Astor Street Milwaukee WI
The price is CA $199 per night from May 31 to Jun 1
CA $199
CA $235 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"There is a free breakfast, which is extremely good. The hours have changed from a 07:00 am start to 08:00 am. It meant that we could not have breakfast before going to work. Also, the coffee was not refreshed."
Reviewed on May 20, 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 Yankee Hill
Harley-Davidson Museum
5/5(13 reviews)
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
5/5(12 reviews)
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.