Fair Park Vacation Packages

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Top Holiday Package Deals in Fair Park

Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,024
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
Great weekend away in Milwaukee

Reviewed on Oct 18, 2026

The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $1,064
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (2,283 reviews)
The Pfister is a such extraordinary place to stay. You can’t go wrong choosing this hotel for your weekend getaway. The staff are wonderful and friendly. They were very accommodating. Check in went smooth with a complimentary glass of champagne. The lobby is such a fun cozy place to enjoy a drink at the bar and sit down by the warm fire. So much history in this hotel. The Pfister is always our first pick choice when staying in Milwaukee. Thank you for the unforgettable stay.

Reviewed on Oct 18, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

Downtown Milwaukee
CA $1,324
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (432 reviews)
10/10 experience

Reviewed on Oct 14, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,275
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,725 reviews)
The Ingleside Hotel

The Ingleside Hotel

CA $1,074
per person
Dec 20 - Dec 23
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.6/10 Excellent! (958 reviews)
The bedroom and bathroom walls and ceiling had stains on them. There was hair in the bathroom sink and on the shower walls.

Reviewed on Oct 18, 2026

Where to stay in Fair Park

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

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

West Allis

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.

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A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

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.

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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.

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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 Cathedral Square. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

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Fair Park Hotel Deals

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $119
CA $140 total
Nov 9 - Nov 10
includes taxes & fees
8.6/10 Excellent! (1,547 reviews)
"This hotel is a mixed bag. The public areas look good and appear to have been updated and well maintained. The Starbucks opens early which was great. Our room was only okay, the bathroom was looking very tired, the bath didn't have a plug and the room shuddered every time you opened the door, not ..."

Reviewed on Oct 18, 2026

Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $90
CA $104 total
Nov 12 - Nov 13
includes taxes & fees
8.4/10 Very good! (1,267 reviews)
"Everything was amazing"

Reviewed on Oct 18, 2026

Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $168
CA $198 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (2,413 reviews)
"Great experience highly recommended"

Reviewed on Oct 18, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,187 properties in Fair 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.
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Stay near popular Fair Park attractions

Pettit National Ice Center

10.0/10 (4 reviews)
Catch an event at Pettit National Ice Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Things to do

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $22
per adult
Downtown Milwaukee Walking Tour
Historic Third Ward Walking Tour

Historic Third Ward Walking Tour

CA $22
per adult
Historic Third Ward Walking Tour
Milwaukee's Riverwalk Walking Tour

Milwaukee's Riverwalk Walking Tour

CA $22
per adult
100% of travellers recommend
Milwaukee's Riverwalk Walking Tour
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.