Westown Vacation Packages

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Top Holiday Package Deals in Westown

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

3 out of 5
Price was CA $1,304, price is now CA $1,027 per person
CA $1,027
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)
Beds were so comfortable. Rooms spacious and clean. All of the workers were super nice! Definetly would stay again.

Reviewed on Aug. 10, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $2,049, price is now CA $1,562 per person
CA $1,562
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.8/10 Exceptional! (2,397 reviews)
This is a fantastic hotel with some of the nicest staff around. I will stay here again and I was very impressed.

Reviewed on Sep. 1, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,888, price is now CA $1,444 per person
CA $1,444
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.6/10 Exceptional! (1,707 reviews)
Clean room friendly staff

Reviewed on Sep. 2, 2025

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

2.5 out of 5
College Heights
Price was CA $1,426, price is now CA $1,102 per person
CA $1,102
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8/10 Very Good! (975 reviews)
If the dryer is broken and at check in someone asks where the laundry room is at, you should probably mention the dryer is broken! Finding out hours aftet checking in that the dryer is broken is not the time to find out. We wouldve canceled our stay as we needed to wash cloths during our vacation.

Reviewed on Aug. 25, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $2,022, price is now CA $1,594 per person
CA $1,594
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Perfect hotel and very dog friendly and a great vibe all around ! Look at this place online !

Reviewed on Sep. 2, 2025

Where to stay in Westown

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

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

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
1215 N 10th Street, Milwaukee, WI
The price is CA $164 per night from Sep 7 to Sep 8
CA $164
CA $193 total
Sep 7 - Sep 8
includes taxes & fees
The Brewhouse Inn & Suites
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 $136 per night from Sep 21 to Sep 22
CA $136
CA $161 total
Sep 21 - Sep 22
includes taxes & fees
Hyatt Regency Milwaukee
Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
176 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Sep 21 to Sep 22
CA $116
CA $136 total
Sep 21 - Sep 22
includes taxes & fees
Hampton Inn & Suites Milwaukee Downtown
See all 1,176 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 CA $1,027, 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 featuring a park, a city and heritage architecture

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

Things to do

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

CA $12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
Milwaukee : Best Street Food Private Tour With A Local Guide

Milwaukee : Best Street Food Private Tour With A Local Guide

CA $498
per adult
Milwaukee : Best Street Food Private Tour With A Local Guide
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
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.