Downtown Milwaukee Vacations 2025/2026 from CA $1,123

Downtown Milwaukee flight + hotel packages

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

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

College Heights

CA $1,123

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milwaukee (MKE)

Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.

The Pfister Hotel

Downtown Milwaukee

CA $1,544

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milwaukee (MKE)

Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,580

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milwaukee (MKE)

Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

The Iron Horse Hotel

Fifth Ward

CA $1,519

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milwaukee (MKE)

Stay at this 4-star boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.

Hilton Milwaukee

Westown

CA $1,387

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milwaukee (MKE)

Stay at this 4-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Top Downtown Milwaukee hotels deals

The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI

Free cancellation

Reserve now, pay when you stay

CA $254

CA $300 total

Oct 2 - Oct 3

includes taxes & fees

Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Pool

Spa

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street, Milwaukee, WI

Free cancellation

Reserve now, pay when you stay

CA $175

CA $207 total

Sep 7 - Sep 8

includes taxes & fees

Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Pool

Hot tub

Saint Kate - The Arts Hotel

139 E Kilbourn Ave, Milwaukee, WI

Free cancellation

Reserve now, pay when you stay

CA $226

CA $267 total

Oct 2 - Oct 3

includes taxes & fees

Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Pet-friendly

Free WiFi

Holiday Inn Express Milwaukee Downtown by IHG

525 N Jefferson Street, Milwaukee, WI

Free cancellation

CA $147

CA $173 total

Sep 28 - Sep 29

includes taxes & fees

Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.

Breakfast included

Free WiFi

The Westin Milwaukee

550 N Van Buren St, Milwaukee, WI

Free cancellation

Reserve now, pay when you stay

CA $241

CA $284 total

Sep 7 - Sep 8

includes taxes & fees

Stay at this 4-star business-friendly hotel in Milwaukee. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.

Pet-friendly

Free WiFi

Kimpton Journeyman Hotel by IHG

310 E Chicago St, Milwaukee, WI

CA $218

CA $258 total

Sep 21 - Sep 22

includes taxes & fees

Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.

Pet-friendly

Free WiFi

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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.

Popular places to visit

Milwaukee Public Market

You can search for that perfect souvenir at Milwaukee Public Market during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Cathedral Square

Explore the great outdoors at Cathedral Square, a lovely green space in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Milwaukee City Hall

Milwaukee City Hall is just one of the places to see in Milwaukee, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frequently asked questions

How much are vacation packages to Downtown Milwaukee?

Packages, which include hotels and flights in Downtown Milwaukee, start from just CA $1,123. Make your travel fantasies come to life and secure your trip with Travelocity today.

Where can I get the best vacation package deals for Downtown Milwaukee?

For an excellent package deal to Downtown Milwaukee, you can't go past Travelocity. Pick from as many as 400 airlines and 1,000,000 properties across the globe to create the ideal adventure — it couldn't be easier than that.

Why should I book my Downtown Milwaukee vacation package with Travelocity?

Because you'll never wander on your own if you book through us, and we offer 24/7 support and excellent service to boot. Add to that our Price Match Guarantee and a massive range of experiences and destinations to pick from. It's our job to help you have the vacation of a lifetime.

Can I save money on my Downtown Milwaukee car rental if I book it with hotels and flights?

Definitely — and if you also add an activity or experience to your Downtown Milwaukee vacation package, you'll save some more. With an affordable package from Travelocity, you can find things to do around the region that suit you. Then, hop in your rental car and work your way through the list. Wrigley Field is one awesome sight to check out. It's located 121 kilometers from Downtown Milwaukee.

What is there to do in Downtown Milwaukee?

As you're wandering about Downtown Milwaukee, be sure to check out Pabst Theater and Milwaukee School of Engineering. Don't worry, you won't be bored here!