Haymarket Vacation Packages

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The Latest Haymarket Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel room with two beds, a desk, a television, and a window with curtains.
    Dec 30 - Jan 2

    Hotel Inn Milwaukee Mitchell Airport + Flight

    Timmerman West
    3 nights
    2.0 star property
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $975
    CA $915
    per traveller
    found 12 hours ago
    Hotel Inn Milwaukee Mitchell Airport
  • A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.
    Dec 30 - Jan 2

    The Pfister Hotel + Flight

    Downtown Milwaukee
    3 nights
    4.5 star property
    9.6/10 - Exceptional (2,284 reviews)
    "Staff and amenities are always the highlight of staying. A favorite of ours whether it’s for an overnight or weekend away. Truly unique"
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,659
    CA $1,328
    per traveller
    found 12 hours ago
    The Pfister Hotel
  • A hotel entrance with a double door, a doormat with a crown symbol, a bench, and a wall with abstract art.
    Dec 30 - Jan 2

    The Iron Horse Hotel + Flight

    Fifth Ward
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,398 reviews)
    "Great location and bar! Loved getting a couples massage and a great workout space! It was such a nice quiet area and delicious food near by!"
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,267
    CA $1,041
    per traveller
    found 12 hours ago
    The Iron Horse Hotel
  • A rooftop lounge area with wicker furniture and string lights, large windows offering city views, and a modern building facade.
    Dec 30 - Jan 2

    The Westin Milwaukee + Flight

    Downtown Milwaukee
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "Very Clean room, The food was s little pricy but delicious. Valet $50 per day , but can park right across the street for $32 (2) days. Breakfast is not included. Was given a complementary bottle of water. Lots of restaurants , shopping and close the lakefront attractions and Summerfest ( Brewers won the World Series !!) I would recommend"
    Reviewed November 2, 2026
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,183
    CA $1,099
    per traveller
    found 12 hours ago
    The Westin Milwaukee
  • A residential building with a sign reading "Residence Inn by Marriott."
    Dec 30 - Jan 2

    Residence Inn By Marriott Milwaukee Brookfield + Flight

    Brookfield
    3 nights
    3.0 star property
    9.4/10 - Exceptional (482 reviews)
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,192
    CA $1,121
    per traveller
    found 12 hours ago
    Residence Inn By Marriott Milwaukee Brookfield

Where to stay in Haymarket

Find the best Haymarket areas and neighborhoods for the activities you enjoy most. Learn more about Haymarket
Learn more about Haymarket
A cityscape with a river, green spaces, and modern buildings.

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

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

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 river with boats, a bridge, and historic buildings along the banks.

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.
A modern architectural structure with a unique triangular design, a glass facade, and a cable-stayed bridge.

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.

Discover the most popular places to visit in Haymarket

Milwaukee Youth Arts Center

You can get tickets for a performance at Milwaukee Youth Arts 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.