Yankee Hill Vacations

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Photo by Emily Konopka

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    Save up to ￥109,000 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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Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Aug 9 - Aug 13

    County Clare Irish Hotel & Pub + Flight

    Downtown Milwaukee
    4 nights
    2.5 star property
    9.6/10 - Exceptional (1,003 reviews)
    "Checked in at 2:45 but room not yet available. Returned after event t 6:30 and reception desk closed. Redirected to 3 people at bar and last was able to print key for us. Bar was busy and didn’t seem the best process. Everyone was pleasant . Enjoyed our stay."
    Reviewed May 24, 2026
    Roundtrip • Tokyo (NRT) - Milwaukee (MKE)
    NRT - MKE • 2 stops MKE - NRT • 2 stops
    ￥367,622
    ￥347,154
    per traveler
    found 1 day ago
    County Clare Irish Hotel & Pub
  • Lobby
    Aug 9 - Aug 13

    The Pfister Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.5 star property
    9.6/10 - Exceptional (2,112 reviews)
    "The staff was very helpful and kind. Beautiful facility"
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Milwaukee (MKE)
    NRT - MKE • 2 stops MKE - NRT • 2 stops
    ￥433,124
    ￥383,221
    per traveler
    found 1 day ago
    The Pfister Hotel
  • Deluxe King | Premium bedding, down comforters, in-room safe, blackout drapes
    Aug 9 - Aug 13

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.0 star property
    9.8/10 - Exceptional (2,627 reviews)
    "Loved the vibe, the atmosphere at the Lobby bar, the music!"
    Reviewed May 22, 2026
    Roundtrip • Tokyo (NRT) - Milwaukee (MKE)
    NRT - MKE • 2 stops MKE - NRT • 2 stops
    ￥391,511
    ￥353,642
    per traveler
    found 1 day ago
    Saint Kate - The Arts Hotel
  • 3 restaurants; lunch, dinner, and brunch served
    Aug 9 - Aug 13

    The Iron Horse Hotel + Flight

    Fifth Ward
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,143 reviews)
    "Very thin walls and no complementary breakfast. Besides that amazing!"
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Milwaukee (MKE)
    NRT - MKE • 2 stops MKE - NRT • 2 stops
    ￥403,846
    ￥380,057
    per traveler
    found 1 day ago
    The Iron Horse Hotel
  • Aerial view
    Aug 9 - Aug 13

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,492 reviews)
    "Booked this place for a week and arrived on a Thursday. By Saturday night, the guests staying next to us were extremely loud and rowdy. They threw a party and blasted music so loudly that the walls were shaking from around 10 PM until 2 AM. I called guest services five times. Staff went to the room twice, and on the third visit they finally asked the guests to leave because they refused to stop the party. The rest of the stay was “okay,” but overall the hotel did not feel safe or well-managed...."
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Milwaukee (MKE)
    NRT - MKE • 2 stops MKE - NRT • 2 stops
    ￥366,686
    ￥347,436
    per traveler
    found 1 day ago
    Potawatomi Hotel & Casino

Where to stay in Yankee Hill

Find the best Yankee Hill areas and neighborhoods for the activities you enjoy most. Learn more about Yankee Hill
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

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.

Find hotels in Downtown Milwaukee

Yankee Hill Hotel Deals

The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
1028 East Juneau Avenue Milwaukee WI
The price is ￥17,850 per night from Jun 8 to Jun 9
￥17,850
￥21,044 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"My wife and I were staying here for the weekend and it was not what we were expecting necessarily. The rooms look very nice in the photos online. However, the room we were assigned when we arrived had much to be desired. The room looked like it got the "landlord special" in a lot of ways, with paint ..."

Reviewed on May 25, 2026

The Knickerbocker on the Lake
The Plaza Hotel

The Plaza Hotel

3 out of 5
1007 N Cass Street Milwaukee WI
The price is ￥27,842 per night from May 27 to May 28
￥27,842
￥32,826 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (1,171 reviews)
"Unique Art Deco era property, a bit overpriced for a weekend stay in May imo but would still recommend, nice rooms, nice restaurant and old fashioned diner, close to lake"

Reviewed on May 25, 2026

The Plaza Hotel
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
1234 N. Astor Street Milwaukee WI
The price is ￥22,922 per night from Jun 2 to Jun 3
￥22,922
￥27,026 total
Jun 2 - Jun 3
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
"Checked in at 2:45 but room not yet available. Returned after event t 6:30 and reception desk closed. Redirected to 3 people at bar and last was able to print key for us. Bar was busy and didn’t seem the best process. Everyone was pleasant . Enjoyed our stay."

Reviewed on May 24, 2026

County Clare Irish Hotel & Pub
See all 1,136 properties in Yankee Hill
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.

Frequently asked questions

How much does a Yankee Hill vacation package cost?
Starting from only , a package is your gateway to inexpensive travel. Put together your Yankee Hill escape by picking from our huge range of hotels, airfares and rental cars.
How do I get a cheap travel package to Yankee Hill?
Bundle your hotels and flights with Expedia to save big bucks on your next trip. With over 550 airlines and 1,000,000 properties around the globe, your Yankee Hill vacation package can be customized exactly to suit your budget. With all that extra money, why not include one or more awesome experiences and tours? It's an easy way to unlock even more discounts. Your dream vacation in Yankee Hill is closer than you thought!
Where should I stay in Yankee Hill?
Vacationers come from all over the world to experience Milwaukee Art Museum and American Family Field in Yankee Hill. Stay within a stone's throw of these popular attractions to make sightseeing easy.
What are the top hotels in Yankee Hill?
Book a stay at County Clare Irish Hotel & Pub. It's one of this neighborhood's most in-demand hotels. Another highly rated option in Yankee Hill is Park East Hotel.
How far in advance should I book my Yankee Hill vacation?
Reserving your seat early with Expedia means one less thing to worry about. Most air carriers advertise prices up to 12 months in advance. This is typically the cheapest time to book. If circumstances have left you booking late, incredible deals to Yankee Hill sometimes emerge just weeks before departure.
What does an Expedia Yankee Hill travel package include?
Much of that depends on you. You can choose from a range of Yankee Hill bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your Yankee Hill escape looks like, get set to save!
What should I know before booking a Yankee Hill travel package?
You can save a tidy sum by combining your hotels, flights and rental cars. Once you've made your booking, you can add on things like day tours or experiences. Your next awesome vacation is only a couple of clicks away.
Can I choose my airline with a Yankee Hill Expedia vacation package?
Yes, you're in charge. We have access to over 550 partner airlines around the world, so you can tailor your Yankee Hill trip according to your travel preferences.
If I'm not able to travel, can I cancel my Yankee Hill vacation package?
You can. We realize life doesn't always go to plan, so we're happy to help if you need to make changes to your Yankee Hill vacation package. You may be able to amend or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.