Tippecanoe Vacation Packages
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Top Holiday Package Deals in Tippecanoe
Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel
Price was CA $1,087, price is now CA $961 per person
CA $961
per person
Sep 11 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very good! (925 reviews)
The staff were friendly and helpful. The room was clean but lacked a few items like a trash can in the bathroom and a small microwave. The area was safe and nice
Reviewed on Jul 2, 2026
County Clare Irish Hotel & Pub
Downtown Milwaukee
Price was CA $1,209, price is now CA $1,061 per person
CA $1,061
per person
Sep 11 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.6/10 Exceptional! (1,005 reviews)
County Clare is a cute small hotel with a really nice Irish bar and restaurant. The breakfast was great! Location is great and very walkable! We had some issues with finding our reservation and electronic room keys not working, frequently. But staff was nice and helpful! I would choose County Clare again!
Reviewed on Jul 2, 2026
Wildwood Lodge
Price was CA $1,165, price is now CA $1,036 per person
CA $1,036
per person
Sep 11 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.8/10 Excellent! (1,016 reviews)
Quiet, clean, large rooms for the price and conveniently located off the interstate. Would stay here again if in the area.
Reviewed on Jul 2, 2026
Holiday Inn Express Milwaukee-West Medical Center by IHG
Wauwatosa
Price was CA $1,165, price is now CA $1,055 per person
CA $1,055
per person
Sep 11 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
7.8/10 Good! (1,009 reviews)
Contacted the manager twice and asked for a call back and never received anything.
Reviewed on Jun 29, 2026
Crowne Plaza Milwaukee Airport by IHG
College Heights
Price was CA $1,077, price is now CA $983 per person
CA $983
per person
Sep 11 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
7.8/10 Good! (1,017 reviews)
Arrived at hotel to be told they were fully booked a year ago due to a convention and Horels.com was supposed to contact me the day before. I had to scramble to find another room on a busy weekend and paid nearly double the cost. Both parties are blaming each other and no one cares if we were inconvenienced or ended up paying extra. Tip: Call hotel to confirm anything booked via third party vendors.
Reviewed on Jul 1, 2026
Where to stay in Tippecanoe
Find the best Tippecanoe areas and neighborhoods for the activities you enjoy most. Learn more about Tippecanoe
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.
Tippecanoe Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jul 5 to Jul 6
CA $223
CA $263 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,606 reviews)
"When they post "No Guns" signs, it is a good indication of the clientele to whom they cater. Not a place that I recommend for anyone."
Reviewed on Jul 2, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Jul 5 to Jul 6
CA $313
CA $369 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,143 reviews)
"Great customer service."
Reviewed on Jul 3, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Jul 5 to Jul 6
CA $213
CA $251 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,261 reviews)
"Great buffer, drinks, view"
Reviewed on Jul 3, 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.
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
CA $115
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
CA $11
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.