Downtown Pewaukee Vacation Packages

Top Holiday Package Deals in Downtown Pewaukee

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

The Pfister Hotel

Downtown Milwaukee

CA $962

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.6/10 Exceptional! (2,221 reviews)

The Iron Horse Hotel

Fifth Ward

CA $1,050

per person

Oct 23 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.2/10 Wonderful! (1,291 reviews)

We loved the Iron Horse Hotel! It was very clean, beautiful and perfect in every way. We liked that we could walk to the HD museum and that we could park our motorcycles for free. We loved the restaurant.

Reviewed on Aug 22, 2026

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee

CA $1,049

per person

Oct 23 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

8.8/10 Excellent! (1,003 reviews)

Kinn Guesthouse Bay View

Bay View

CA $1,166

per person

Sep 24 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.4/10 Exceptional! (496 reviews)

Great Location. Nice restaurant in building.

Reviewed on Aug 20, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

CA $1,259

per person

Sep 24 - Sep 27

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9/10 Wonderful! (1,366 reviews)

Booked hotel specifically to attend Brewers game. The hotel staff, parking, shuttle service, food and drinks were exceptional. Would highly recommend.

Reviewed on Aug 22, 2026

Where to stay in Downtown Pewaukee

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

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

1 out of top 10 points of interest in this area

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 stone bridge with a wooden walkway surrounded by lush greenery.

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 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 Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

A boat named "Vista King" on a river with a building featuring fish decorations in the background.

Westown

2 out of top 10 points of interest in this area

While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena.

Downtown Pewaukee Hotel Deals

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI

Fully refundableReserve now, pay when you stay

CA $108

CA $125 total

Sep 5 - Sep 6

includes taxes & fees

8/10 Very good! (1,524 reviews)

"Unfortunately our initial room smelled of urine most likely in the carpet. The front desk immediately offered a different room that was clean and comfortable. Once the issue is addressed with a thorough cleaning, we will give this hotel high marks in all categories!"

Reviewed on Aug 22, 2026

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $199

CA $235 total

Sep 13 - Sep 14

includes taxes & fees

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $241

CA $284 total

Aug 31 - Sep 1

includes taxes & fees

See all 1,120 properties in Downtown Pewaukee

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.