Cannon Park Vacation Packages

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Top Holiday Package Deals in Cannon Park

Price found within the past 48 hours. Click for updated prices.
Residence Inn By Marriott Milwaukee Brookfield

Residence Inn By Marriott Milwaukee Brookfield

CA $973
per person
Sep 18 - Sep 21
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (442 reviews)
very nice large rooms

Reviewed on Aug 14, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,227
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.8/10 Exceptional! (2,658 reviews)
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $1,014
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,200 reviews)
The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with beautiful details throughout and a level of care that shows. The location is excellent. It is centrally located, making it easy to enjoy downtown Milwaukee, restaurants, business meetings, and nearby attractions without feeling removed from the city. The hotel itself also offers great dining options, which made the stay even more convenient and enjoyable. What stood out most was the atmosphere. The Pfister feels refined without being pretentious, historic without feeling outdated, and impressive without trying too hard. The rooms were comfortable, the service was professional, and the entire experience felt thoughtfully managed. I would highly recommend The Pfister to anyone visiting Milwaukee who wants a hotel with character, elegance, great food, and a prime location. It is a memorable property and one I would gladly return to.

Reviewed on Aug 14, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,011
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,267 reviews)
Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

Wauwatosa
CA $1,221
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!

Reviewed on May 21, 2026

Where to stay in Cannon Park

Find the best Cannon Park areas and neighborhoods for the activities you enjoy most. Learn more about Cannon Park
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

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.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

1 out of top 10 points of interest in this area

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A stone bridge with a wooden walkway surrounded by lush greenery.

Wauwatosa

1 out of top 10 points of interest in this area

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

Cannon Park Hotel Deals

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $112
CA $129 total
Aug 16 - Aug 17
includes taxes & fees
8/10 Very good! (1,493 reviews)
"Everything was perfect besides shower/tub backed up and wasn’t fully cleaned from the person before. Still had hair on the bottom of shower."

Reviewed on Aug 14, 2026

AmericInn by Wyndham Brookfield
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $244
CA $287 total
Aug 17 - Aug 18
includes taxes & fees
Potawatomi Hotel & Casino
The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $202
CA $238 total
Sep 13 - Sep 14
includes taxes & fees
9.6/10 Exceptional! (2,213 reviews)
"The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with ..."

Reviewed on Aug 14, 2026

The Pfister Hotel
See all 1,216 properties in Cannon Park
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.

Things to do

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $23
per adult
Downtown Milwaukee Walking Tour
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

CA $143
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $117
per adult
Small Group Kayak Tour of Skyline in Milwaukee
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.