Southeast Wisconsin Cheap Vacations
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Flight and Cheap hotel deals in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel
Fifth Ward
Price was CA $1,372, price is now CA $1,268 per person
CA $1,268
per person
Jun 23 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,099 reviews)
This hotel hosts an event during the weekend of the Kentucky Derby. Unless you are attending the event- I would avoid the hotel during this weekend. Many hotel amenities are adjusted to cater to those participating in the Derby event- it’s not beneficial for guests who are not.
Reviewed on May 10, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,936, price is now CA $1,340 per person
CA $1,340
per person
Jun 29 - Jul 4
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,639 reviews)
Enjoyed our stay! Room was wonderful, clean and very comfortable. We had an event at the Pabst theater and we were able to get there without leaving the building. Many restaurants around either walking distance or short Uber ride away. Would definitely stay again.
Reviewed on May 8, 2026
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View all tripsCheap Hotels in Southeast Wisconsin
Sleep Inn & Suites Milwaukee Airport
4600 S 6th St Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,222 reviews)
Everything was fine, only thing we really didn’t like was we arrived 2 hrs early at 1pm instead of 3pm, they wanted us to pay 30$ to check in early. Not great customer service to charge people 30$ when a room is available and nobody is using it. Because of that we won’t be returning. Overall it was ...
Reviewed on May 10, 2026
Best Western Plus Milwaukee Airport Hotel & Conference Ctr
5105 S Howell Avenue Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
7.6/10 Good! (1,102 reviews)
Loved the pool and the breakfast buffet, room was very clean and environmentally friendly.
Reviewed on May 8, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9.6/10 Exceptional! (2,208 reviews)
The breakfast was great, wish they had bacon as well. Staff is great, late night bar was a good thing. We did note something paranormal happening in our room 500. My wife said someone was whispering in her ear. We also noted a clasp moving on one of bags, we would stop it then it would start again. ...
Reviewed on May 10, 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.
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