Maitland Park Vacations from $213
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The Latest Maitland Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Milwaukee South by IHG
College Heights
Save 100% on your flight
Price was $327, price is now $213 per person
$213
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
8/10 Very Good! (1,017 reviews)
Comfortable place to stay
Reviewed on Oct 20, 2025
Kinn Guesthouse Bay View
Bay View
Save 100% on your flight
Price was $548, price is now $325 per person
$325
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
9.6/10 Exceptional! (418 reviews)
Great location. Easy check in and clean room.
Reviewed on Oct 26, 2025
Saint Kate - The Arts Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $588, price is now $379 per person
$379
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
Spacious room, comfortable bed. Love that when you check in they give you a glass of wine. The bar downstairs is a vibe and stays busy but did not disturb the quietness when I was in my room. Loved the art area in the hotel, I got to meet a local artist. This hotel is located near a lot of restaurants and stores within walkable distance. I parked the rental car and basically walked everywhere.
Reviewed on Oct 24, 2025
Holiday Inn Express Milwaukee-West Medical Center by IHG
Wauwatosa
Save 100% on your flight
Price was $374, price is now $241 per person
$241
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
7.8/10 Good! (1,014 reviews)
Room was fine, clean. Area is sketchy AF
Reviewed on Oct 19, 2025
The Brewhouse Inn & Suites
Westown
Save 100% on your flight
Price was $477, price is now $326 per person
$326
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,013 reviews)
The property and rooms are beautiful, especially if you are a beer enthusiast as the building is the former Pabst historic brewhouse. The surrounding area takes advantage of this theme, including breweries within a stone’s throw of the hotel.
Reviewed on Oct 19, 2025
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
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.
Maitland Park Hotel Deals
Country Inn & Suites by Radisson, Milwaukee Airport, WI
6200 S 13th St, Milwaukee, WI
Fully refundable
$74 nightly
The price is $87 total per night from Nov 23 to Nov 24
$87 total
Nov 23 - Nov 24
Total with taxes and fees
6.2/10 (1,002 reviews)
Most of building under construction
Reviewed on Oct 15, 2025
Potawatomi Hotel & Casino
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Nov 2 to Nov 3
$183 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,389 reviews)
Great view of the Lake
Reviewed on Oct 27, 2025
Hilton Milwaukee
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Nov 16 to Nov 17
$99 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,089 reviews)
Parking structure isn’t attached to the building so there’s a 0.5-1 block walk. You also have to pay $38/night. Very clean and looks nice for the most part but the interior elevator wall handle was broken and dangling. Also a section of the hotel, I think an eatery, was taped off with black plastic ...
Reviewed on Oct 19, 2025
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 Maitland Park
Harley-Davidson Museum
4.5/5(337 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 County Zoo
4.5/5(217 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
Milwaukee Art Museum
4.5/5(400 reviews)
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
Things to do
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
$9
per adult
80% of travellers recommend
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
$26
per adult
Private Professional Photoshoot in Milwaukee
$220
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.