
Waukesha Vacations from ¥258,583
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The Latest Waukesha Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was ¥267,240, price is now ¥258,583 per person
¥258,583
per person
May 23 - May 24
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
Clean room, great customer service, and near restaurants, cafes, and bars.
Reviewed on Feb 26, 2026

The Pfister Hotel
Downtown Milwaukee
Price was ¥286,908, price is now ¥276,726 per person
¥276,726
per person
May 23 - May 24
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.6/10 Exceptional! (1,786 reviews)
The location is beautiful. Staff was amazing. The room was comfortable and great
Reviewed on Feb 26, 2026

Kinn Guesthouse Bay View
Bay View
Price was ¥266,780, price is now ¥259,932 per person
¥259,932
per person
May 23 - May 24
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
Scent sensitive people, beware. They use scented detergent on their linens, if you're sensitive to that kind of stuff. The staff was great at fixing my issues, but I took a refund and left after one night. When I arrived, the common area and the room was over 80 degrees. It took hours and several phone calls to work through the issue. I was moved to another room but the heat issue persisted. It wasn't until 3 am that the room finally got to 70 degrees. Also, I carry a white noise machine because hotels can get noisy. But I was still able to hear people banging around in the shared kitchen throughout the entire night. So, after one night of no sleep, I decided to take their offer to refund my second night and let me leave. I just have up on all my plans and went home. But staff and management were dilligent in addressing my issues.
Reviewed on Feb 15, 2026

The Brewhouse Inn & Suites
Westown
Price was ¥272,367, price is now ¥265,517 per person
¥265,517
per person
May 23 - May 24
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Room was very clean, all the staff were very pleasant.
Reviewed on Feb 23, 2026

The Iron Horse Hotel
Fifth Ward
Price was ¥277,365, price is now ¥271,050 per person
¥271,050
per person
May 23 - May 24
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Nice community seating areas . Fun pool table at the bar. All night valet. Clean comfortable room.
Reviewed on Feb 15, 2026
Find the Best Waukesha Vacation Packages
Waukesha Hotel Deals

Tru By Hilton Milwaukee Brookfield
20925 Watertown Road Waukesha WI
Fully refundableReserve now, pay when you stay
The price is ¥13,296 per night from Mar 15 to Mar 16
¥13,296
¥15,024 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (776 reviews)
Loved the breakfast
Reviewed on Feb 20, 2026

The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ¥19,495 per night from Mar 22 to Mar 23
¥19,495
¥22,985 total
Mar 22 - Mar 23
includes taxes & fees
9.6/10 Exceptional! (2,005 reviews)
The location is beautiful. Staff was amazing. The room was comfortable and great
Reviewed on Feb 26, 2026

Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ¥19,495 per night from Mar 22 to Mar 23
¥19,495
¥22,984 total
Mar 22 - Mar 23
includes taxes & fees
9.8/10 Exceptional! (2,571 reviews)
Clean room, great customer service, and near restaurants, cafes, and bars.
Reviewed on Feb 26, 2026
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.
Discover the most popular places to visit in Waukesha

Harley-Davidson Museum
4.5/5(337 reviews)
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Milwaukee County Zoo
4.5/5(217 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Marquette University
4.5/5(266 reviews)
Walk around the campus at Marquette University during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
What to do in Waukesha

Skip the Line: Museum Admission Ticket - Grohmann Museum
¥774
per adult

The Grand Walk: A Self-Guided Audio Tour through Milwaukee
¥1,391
per adult
80% of travellers recommend
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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.

