Downtown Pewaukee Vacation Packages 2026 from $743

The Latest Downtown Pewaukee Vacation Packages

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

The Pfister Hotel

Downtown Milwaukee

$743

per person

Oct 16 - Oct 19

found 2 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Milwaukee (MKE)

9.6/10 Exceptional! (2,221 reviews)

Fantastic hotel. Better than I expected. Truly luxurious historic hotel, walkable to everything, and street parking was a beeeze. Wish list items would be a hot tub or a tub in the room (I'm not a shower person)!and less weird French onion soup (the lobby cafe was pretty mediocre ) but these are very minor things. Lovely staff, clean room. Beds were firm and functional (never understood why hotels don't use foam toppers), didn't quite understand the difference in room types. We will return!!!

Reviewed on Aug 21, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

$1,261

per person

Sep 25 - Sep 28

found 7 hours ago

Roundtrip flight included

Atlanta (ATL) to Milwaukee (MKE)

9.8/10 Exceptional! (2,658 reviews)

The Iron Horse Hotel

Fifth Ward

$997

per person

Sep 30 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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

Kinn Guesthouse Bay View

Bay View

$1,026

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

9.4/10 Exceptional! (496 reviews)

Great Location. Nice restaurant in building.

Reviewed on Aug 20, 2026

Landing Apartments at Mayfair Collection

Wauwatosa

$789

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

10/10 Exceptional! (4 reviews)

Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!

Reviewed on May 21, 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

$80 nightly

$93 total

Aug 24 - Aug 25

Total with taxes and fees

8/10 Very Good! (1,521 reviews)

"Ok stay needs some updates"

Reviewed on Aug 21, 2026

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$159 nightly

$188 total

Sep 13 - Sep 14

Total with taxes and fees

9.6/10 Exceptional! (2,234 reviews)

"Fantastic hotel. Better than I expected. Truly luxurious historic hotel, walkable to everything, and street parking was a beeeze. Wish list items would be a hot tub or a tub in the room (I'm not a shower person)!and less weird French onion soup (the lobby cafe was pretty mediocre ) but these are ..."

Reviewed on Aug 21, 2026

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Fully refundableReserve now, pay when you stay

$175 nightly

$206 total

Aug 31 - Sep 1

Total with taxes and fees

9.2/10 Wonderful! (1,791 reviews)

"Good place for us as it was very convenient to the soccer field! Across the street!! Great room, clean and spacious. Coffee maker in the room is worthless, it couldn’t even make Seattle’s Best Coffee taste slightly good. Casino could use much better signage! Had no idea how to order at the Potawatomi ..."

Reviewed on Aug 21, 2026

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.