Haymarket Vacation Packages
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Top Holiday Package Deals in Haymarket
Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel
Downtown Milwaukee
Price was CA $1,619, price is now CA $967 per person
CA $967
per person
Jul 30 - Aug 2
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,134 reviews)
Beautiful, historic hotel in downtown Milwaukee. Excellent location, allowing us to walk to various attractions. The staff was always friendly and helpful.
Reviewed on Jun 17, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,130, price is now CA $924 per person
CA $924
per person
Sep 11 - Sep 13
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,655 reviews)
Our second stay here. We really like the bar area, great cocktails and live music. The place was hopping. Rooms were clean, comfortable and spacious. Staff is friendly and helpful. We had some appetizers and pizza and it was delicious. Location is great, easy walkable for downtown sites and restaurants.
Reviewed on Jun 19, 2026
Dubbel Dutch
Downtown Milwaukee
Price was CA $1,020, price is now CA $855 per person
CA $855
per person
Sep 11 - Sep 13
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (148 reviews)
Beautiful historic building in a great location! Loved every minute of our stay!
Reviewed on Jun 20, 2026
The Iron Horse Hotel
Fifth Ward
Price was CA $1,081, price is now CA $939 per person
CA $939
per person
Sep 11 - Sep 13
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,166 reviews)
We loved the Iron Horse!! Location was fantastic, we walked to several places from the hotel. The room was gorgeous and huge, very comfortable. I agonized over where to stay in milwaukee and really happy with this hotel. The lobby has an oddly strong scent of aftershave that made us laugh. The valet are really friendly, front desk was great too!
Reviewed on Jun 20, 2026
Where to stay in Haymarket
Find the best Haymarket areas and neighborhoods for the activities you enjoy most. Learn more about Haymarket
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.
Haymarket Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jun 29 to Jun 30
CA $223
CA $263 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (1,546 reviews)
"I recommend not booking through Expedia because Potawatomi will not allow you to change rooms if there is an issue. They said that they can’t unblock another room so they wouldn’t let us switch. The room was located beside the staff room so we heard the door squeak every few minutes in the morning ..."
Reviewed on Jun 20, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Jul 5 to Jul 6
CA $251
CA $296 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,137 reviews)
"Great communication from the hotel manager from the very beginning. The hotel is everything you would expect it to be. Friendly staff, clean rooms, and super comfy beds! Cafe serves Starbucks coffee."
Reviewed on Jun 20, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 5 to Jul 6
CA $146
CA $168 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (902 reviews)
"Very helpful staff check was a breeze"
Reviewed on Jun 21, 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.
Discover the most popular places to visit in Haymarket
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 $115
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
CA $11
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.