Downtown Pewaukee Vacations from $443
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The Latest Downtown Pewaukee Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee-West Medical Center by IHG
Wauwatosa
Price was $597, price is now $443 per person
$443
per person
Jan 21 - Jan 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
7.8/10 Good! (1,014 reviews)
Property is very old and dirty it need renovation breakfast was ok.
Reviewed on Nov 1, 2025
Saint Kate - The Arts Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,117, price is now $676 per person
$676
per person
Jan 21 - Jan 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
Spacious room, comfortable bed. Love that when you check in they give you a glass of wine. The bar downstairs is a vibe and stays busy but did not disturb the quietness when I was in my room. Loved the art area in the hotel, I got to meet a local artist. This hotel is located near a lot of restaurants and stores within walkable distance. I parked the rental car and basically walked everywhere.
Reviewed on Oct 24, 2025
Kinn Guesthouse Bay View
Bay View
Save 100% on your flight
Price was $824, price is now $565 per person
$565
per person
Jan 21 - Jan 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (418 reviews)
Great location. Easy check in and clean room.
Reviewed on Oct 26, 2025
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $709, price is now $509 per person
$509
per person
Jan 21 - Jan 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (1,011 reviews)
This was decent hotel for the price. Nice spacious room with a pleasant view of the street. I really liked that it was walkable for me when it came to exploring dinner options in the area.
Reviewed on Nov 1, 2025
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
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.
Downtown Pewaukee Hotel Deals
Hilton Milwaukee
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Nov 16 to Nov 17
$99 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,093 reviews)
Location is good by the Baird Center and 3rd Street Market. Hotel had a great vibe with the historical feel. We had a corner room, which had a great view of downtown. However, the TV was in the corner and was not adjustable, so it wasn't the greatest view from the bed. But staff was great across ...
Reviewed on Oct 30, 2025
Potawatomi Hotel & Casino
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $171 total per night from Nov 11 to Nov 12
$171 total
Nov 11 - Nov 12
Total with taxes and fees
9/10 Wonderful! (1,405 reviews)
industrial area
Reviewed on Oct 31, 2025
Sonesta Milwaukee West Wauwatosa
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $102 total per night from Nov 6 to Nov 7
$102 total
Nov 6 - Nov 7
Total with taxes and fees
7.4/10 Good! (1,767 reviews)
It was ok
Reviewed on Nov 2, 2025
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.
Discover the most popular places to visit in Downtown Pewaukee
Harley-Davidson Museum
4.5/5(337 reviews)
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
Milwaukee County Zoo
4.5/5(217 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
Milwaukee Art Museum
4.5/5(400 reviews)
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
Things to do
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
$9
per adult
80% of travellers recommend
Milwaukee Best Street Food Tour With A Local Guide
$108
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.