Westown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Geraldine Soh

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Aerial view
    Jul 25 - Jul 29

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,493 reviews)
    "Booked this place for a week and arrived on a Thursday. By Saturday night, the guests staying next to us were extremely loud and rowdy. They threw a party and blasted music so loudly that the walls were shaking from around 10 PM until 2 AM. I called guest services five times. Staff went to the room twice, and on the third visit they finally asked the guests to leave because they refused to stop the party. The rest of the stay was “okay,” but overall the hotel did not feel safe or well-managed...."
    Reviewed May 25, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,441
    CA $1,190
    per traveller
    found 1 day ago
    Potawatomi Hotel & Casino
  • Lobby
    Jul 25 - Jul 29

    The Pfister Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.5 star property
    9.6/10 - Exceptional (2,112 reviews)
    "The staff was very helpful and kind. Beautiful facility"
    Reviewed May 25, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $2,545
    CA $1,808
    per traveller
    found 1 day ago
    The Pfister Hotel
  • Deluxe King
    Jul 25 - Jul 29

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.0 star property
    9.8/10 - Exceptional (2,628 reviews)
    "We liked the art, bar, unique decorations, champagne upon arrival, and coffee by the elevator on each floor. Would stay here again."
    Reviewed May 26, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,648
    CA $1,288
    per traveller
    found 1 day ago
    Saint Kate - The Arts Hotel
  • Fridge, microwave, oven, dishwasher
    Jul 25 - Jul 29

    Kinn Guesthouse Bay View + Flight

    Bay View
    4 nights
    4.5 star property
    9.4/10 - Exceptional (464 reviews)
    "Love the decor. Felt like home! Walking distance to coffee & dinner places was great! "
    Reviewed May 8, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,729
    CA $1,362
    per traveller
    found 1 day ago
    Kinn Guesthouse Bay View
  • Front of property
    Jul 25 - Jul 29

    The Brewhouse Inn & Suites + Flight

    Westown
    4 nights
    3.5 star property
    9.6/10 - Exceptional (1,057 reviews)
    "This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance. The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar. We will be back!"
    Reviewed May 21, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,814
    CA $1,499
    per traveller
    found 1 day ago
    The Brewhouse Inn & Suites

Where to stay in Westown

Find the best Westown areas and neighborhoods for the activities you enjoy most. Learn more about Westown
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

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.

Find hotels in Downtown Milwaukee

Westown Hotel Deals

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 9 to Jun 10
CA $175
CA $207 total
Jun 9 - Jun 10
includes taxes & fees
8.6/10 Excellent! (1,314 reviews)
"Clean, nice parking too expensive"

Reviewed on May 25, 2026

Hyatt Regency Milwaukee
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 28 to May 29
CA $182
CA $215 total
May 28 - May 29
includes taxes & fees
8.6/10 Excellent! (1,178 reviews)
"Very beautiful place to stay. Safe and quiet too. The restaurants inside had really amazing food. Parking was a little inconvenient ($40/day for the garage), but at least there was a parking option (I really shouldn't complain, but I didn't know I was going to run into that situation). The staff ..."

Reviewed on May 26, 2026

Hilton Milwaukee
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

4 out of 5
611 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 10 to Jun 11
CA $175
CA $206 total
Jun 10 - Jun 11
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Great hotel. Very clean and staff were very friendly. I love they had valet. My only complaint was not being able to control the air in the room. I wanted it cooler and it would not go below 71 no matter what i did. Directions were not accurate on the wall on how to adjust temperature."

Reviewed on May 25, 2026

DoubleTree by Hilton Milwaukee Downtown
See all 1,159 properties in Westown
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Westown vacation package cost?
Our Westown packages, which begin at just , are an easy way to save loads of cash. Select your favorite hotels, flights and rental car to create a custom-built escape.
How do I get a cheap travel package to Westown?
Secure flights that suit your schedule, add a hotel room to your booking and see how much you save with a Westown vacation package. It's as easy as that! From flights and hotels to activities and rental cars, Expedia makes traveling on the cheap easy. And with over 550 air carriers and 1,000,000 properties throughout the world to choose from, you won't be short of choice.
Where should I stay in Westown?
A trip to Westown has to include Milwaukee Art Museum and American Family Field. Stay somewhere close by for quick access to these fantastic sights.
What are the top hotels in Westown?
Get your vacation off to a good start by locking in a room at Frontdesk Mke Lofts Downtown Milwaukee. It's one of most sought-after properties in Westown. Another welcoming option is Kasa Westown Milwaukee.
How far in advance should I book my Westown vacation?
Reserving your flight early with Expedia means one less thing to worry about. A number of air carriers advertise prices up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, low prices to Westown sometimes emerge a few weeks before departure.
What does an Expedia Westown travel package include?
Car rentals, flights and hotels — we connect you to all the best deals. All you have to do is pick your ideal combination. Once you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it simple to customize an awesome Westown trip.
What should I know before booking a Westown travel package?
When you book your hotels, flights and car rentals together, you'll walk away with amazing discounts. Whether you're organizing a wilderness getaway in a cabin or want to stay in a convenient hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Westown Expedia vacation package?
You sure can. We have more than 550 airline partners worldwide, so opt for the carrier that matches your budget and traveling style.
If I'm not able to travel, can I cancel my Westown vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Westown vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in Westown

Milwaukee Public Library

Milwaukee Public Library

Enter this neo-renaissance building to discover a library and community education resource, as well as an important heritage center for Wisconsin arts.

Milwaukee Public Library
Harley-Davidson Museum

Harley-Davidson Museum

5/5(13 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.

Harley-Davidson Museum
Milwaukee Art Museum

Milwaukee Art Museum

5/5(12 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Things to do

Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $114
per adult
Small Group Kayak Tour of Skyline in Milwaukee
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.