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Conrad Gardens Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Conrad Gardens Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Front of property - evening/night
    Aug 29 - Aug 31

    Hyatt Regency Milwaukee + Flight

    Westown
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,354 reviews)
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,075
    CA $998
    per traveller
    found 1 day ago
    Hyatt Regency Milwaukee
  • Lobby
    Aug 29 - Aug 31

    The Pfister Hotel + Flight

    Downtown Milwaukee
    2 nights
    4.5 star property
    9.6/10 - Exceptional (2,169 reviews)
    "One of our favorite hotels in the world."
    Reviewed July 23, 2026
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,483
    CA $1,122
    per traveller
    found 1 day ago
    The Pfister Hotel
  • 2 restaurants; lunch and dinner served
    Aug 29 - Aug 31

    The Iron Horse Hotel + Flight

    Fifth Ward
    2 nights
    4.0 star property
    9.2/10 - Wonderful (1,231 reviews)
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,270
    CA $1,055
    per traveller
    found 1 day ago
    The Iron Horse Hotel
  • Deluxe King
    Aug 29 - Aug 31

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    2 nights
    4.0 star property
    9.8/10 - Exceptional (2,635 reviews)
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,330
    CA $1,177
    per traveller
    found 1 day ago
    Saint Kate - The Arts Hotel
  • Exterior
    Aug 29 - Aug 31

    Kinn Guesthouse Downtown + Flight

    Downtown Milwaukee
    2 nights
    4.5 star property
    9.4/10 - Exceptional (388 reviews)
    "The hotel was great with one exception, they advertised sound proof rooms; however, the street noise and music from The brewery down the street keep the room shaking with noise til nearly 2 Am."
    Reviewed July 24, 2026
    Roundtrip • Toronto (YTO) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,267
    CA $1,158
    per traveller
    found 1 day ago
    Kinn Guesthouse Downtown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.