Tippecanoe Vacation Packages

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Top Holiday Package Deals in Tippecanoe

Price found within the past 48 hours. Click for updated prices.

Aloft by Marriott Milwaukee Downtown

Westown

CA $1,512

per person

Nov 16 - Nov 20

found 8 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

8.6/10 Excellent! (1,008 reviews)

The Iron Horse Hotel

Fifth Ward

CA $1,558

per person

Nov 16 - Nov 20

found 8 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

9.2/10 Wonderful! (1,353 reviews)

Beautiful hotel with easily accessible parking garage next door for $26 a day (or valet). The restaurant at the hotel was also great - steak sando was perfect! Very comfortable beds and clean rooms.

Reviewed on Oct 14, 2026

The Pfister Hotel

Downtown Milwaukee

CA $2,183

per person

Nov 16 - Nov 20

found 8 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

9.6/10 Exceptional! (2,283 reviews)

Kind staff and gorgeous interiors. Truly a classic hotel.

Reviewed on Oct 12, 2026

County Clare Irish Hotel & Pub

Downtown Milwaukee

CA $1,597

per person

Nov 16 - Nov 20

found 8 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

9.6/10 Exceptional! (1,003 reviews)

Very nice inn. We enjoyed our time in the pub and restaurant as well!

Reviewed on Oct 14, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,774

per person

Nov 16 - Nov 20

found 8 hours ago

Roundtrip flight included

Saskatoon (YXE) to Milwaukee (MKE)

9.8/10 Exceptional! (2,725 reviews)

Where to stay in Tippecanoe

Find the best Tippecanoe areas and neighborhoods for the activities you enjoy most. Learn more about Tippecanoe

A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

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.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

Wauwatosa

1 out of top 10 points of interest in this area

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Cathedral Square. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

Tippecanoe Hotel Deals

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $120

CA $141 total

Nov 9 - Nov 10

includes taxes & fees

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Fully refundableReserve now, pay when you stay

CA $90

CA $104 total

Nov 1 - Nov 2

includes taxes & fees

8.4/10 Very good! (1,250 reviews)

"Clean Room."

Reviewed on Oct 14, 2026

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $169

CA $199 total

Nov 1 - Nov 2

includes taxes & fees

See all 1,219 properties in Tippecanoe

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.