Maitland Park Vacation Packages

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Top Holiday Package Deals in Maitland Park

Price found within the past 48 hours. Click for updated prices.

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,092

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Burlington (BTV) to Milwaukee (MKE)

9.8/10 Exceptional! (2,651 reviews)

The Pfister Hotel

Downtown Milwaukee

CA $1,439

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Burlington (BTV) to Milwaukee (MKE)

9.6/10 Exceptional! (2,179 reviews)

County Clare Irish Hotel & Pub

Downtown Milwaukee

CA $1,272

per person

Sep 7 - Sep 11

found 12 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

9.6/10 Exceptional! (1,000 reviews)

I had a lovely stay in the Irish Pub and Inn. The room included a continental breakfast with omelette. If I return to Milwaukee at some point, I would book this hotel again.

Reviewed on Aug 6, 2026

The Iron Horse Hotel

Fifth Ward

CA $1,155

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Burlington (BTV) to Milwaukee (MKE)

9.2/10 Wonderful! (1,243 reviews)

The property itself is beautiful. Really cool artwork and decor. The hotel staff is very friendly as well. A few things that I would mention that aren’t necessarily “bad” but more heads up items 1. We couldn’t get the a/c cooler than 70 in the room regardless of what you set the temp to 2. We were given a room on the 2nd floor which is open to the lobby below. They play fairly loud music in the lobby which was audible in our room. This seems to only be a factor if you are on the 2nd floor though as all other floors are closed off 3. Although admittedly we did not have a do not disturb sign up, housekeeping was knocking on our door at 8:40am. Pretty surprised they start that early and if you are a later sleeper, definitely put up the tag

Reviewed on Aug 6, 2026

Ramada by Wyndham Milwaukee

Marquette

CA $1,111

per person

Sep 7 - Sep 11

found 12 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

8/10 Very good! (486 reviews)

Jennifer was very helpful and pleasant! Being able to use the shuttle to downtown for dinner was great! I would stay again.

Reviewed on Aug 7, 2026

Where to stay in Maitland Park

Find the best Maitland Park areas and neighborhoods for the activities you enjoy most. Learn more about Maitland 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

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

1 out of top 10 points of interest in this area

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.

Maitland Park Hotel Deals

Country Inn & Suites by Radisson, Milwaukee Airport, WI

6200 S 13th St Milwaukee WI

Fully refundable

CA $99

CA $117 total

Sep 2 - Sep 3

includes taxes & fees

6.4/10 (1,005 reviews)

"The pool was not working"

Reviewed on Aug 4, 2026

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $217

CA $256 total

Sep 7 - Sep 8

includes taxes & fees

9.2/10 Wonderful! (1,730 reviews)

"Disappointing valet experience — be careful leaving your vehicle here. We arrived Friday, used valet, checked in, and trusted the casino with our vehicle and key fob. Unfortunately, this turned into a very stressful experience. Due to an issue with our original room assignment, we were moved to a ..."

Reviewed on Aug 7, 2026

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Fully refundableReserve now, pay when you stay

CA $156

CA $180 total

Aug 16 - Aug 17

includes taxes & fees

8.4/10 Very good! (1,072 reviews)

"Everything was great"

Reviewed on Aug 7, 2026

See all 1,254 properties in Maitland 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.