Pound Vacations from ¥1,014,806

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

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

    Plan, book, and manage your trip all in one place

The Latest Pound Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 11 - Sep 15

    The Iron Horse Hotel + Flight

    Fifth Ward
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,248 reviews)
    Roundtrip Osaka (ITM) - Milwaukee (MKE)
    ITM - MKE2 stops MKE - ITM2 stops
    ¥1,057,225
    ¥1,014,806
    per traveler
    found 1 day ago
    The Iron Horse Hotel
  • Sep 11 - Sep 15

    The Pfister Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.5 star property
    9.6/10 - Exceptional (2,175 reviews)
    "Without reservation, one of the great American hotel experiences."
    Reviewed July 28, 2026
    Roundtrip Osaka (ITM) - Milwaukee (MKE)
    ITM - MKE2 stops MKE - ITM2 stops
    ¥1,210,496
    ¥1,067,709
    per traveler
    found 1 day ago
    The Pfister Hotel
  • Sep 11 - Sep 15

    Kinn Guesthouse Bay View + Flight

    Bay View
    4 nights
    4.5 star property
    9.4/10 - Exceptional (493 reviews)
    "Ask for code to access unit one day prior. Very inconvenient. They are supposed to email code and don’t. Two families traveling together experienced no code prior to arrival. Unit was wonderful Except for the AC not working during the night in TWO units, temperature reaching 81-degrees in the middle of the night. There is sooo much potential here, but as for now it’s a crap shoot."
    Reviewed July 25, 2026
    Roundtrip Osaka (ITM) - Milwaukee (MKE)
    ITM - MKE2 stops MKE - ITM2 stops
    ¥1,066,182
    ¥1,036,373
    per traveler
    found 1 day ago
    Kinn Guesthouse Bay View
  • Sep 11 - Sep 15

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.0 star property
    9.8/10 - Exceptional (2,652 reviews)
    Roundtrip Osaka (ITM) - Milwaukee (MKE)
    ITM - MKE2 stops MKE - ITM2 stops
    ¥1,078,429
    ¥1,051,417
    per traveler
    found 1 day ago
    Saint Kate - The Arts Hotel
  • Sep 11 - Sep 15

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,721 reviews)
    "We stayed here to watch the Brewers play baseball Fri-Sun. It was easy to take the shuttle. The staff was super friendly. The rooms were clean. Casino had all the games. We ate in the food court, the servings were big and the food was good. Breakfast in the cafe was convenient and the servings were so big we split the food the next 2 days. All very reasonable and delicious. We played video poker at the sportsbook bar, the bartender was awesome. We would definitely come back here!"
    Reviewed July 28, 2026
    Roundtrip Osaka (ITM) - Milwaukee (MKE)
    ITM - MKE2 stops MKE - ITM2 stops
    ¥1,040,238
    ¥1,016,927
    per traveler
    found 1 day ago
    Potawatomi Hotel & Casino

Discover the most popular places to visit in Pound

Pound Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.