Downtown Milwaukee Vacations 2026 from CA $911

Downtown Milwaukee flight + hotel packages

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

Doubletree by Hilton Pleasant Prairie Kenosha

CA $911

per person

Oct 10 - Oct 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Milwaukee (MKE)

Stay at this hotel in Pleasant Prairie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Pleasant Prairie Premium Outlets and Bristol Renaissance Faire 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 $202

CA $238 total

Sep 13 - Sep 14

includes taxes & fees

Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum 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 $176

CA $208 total

Sep 2 - Sep 3

includes taxes & fees

Book a stay at this 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 American Family Field and Fiserv Forum 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 $214

CA $252 total

Sep 10 - Sep 11

includes taxes & fees

Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.

Pet-friendly

Free WiFi

Kimpton Journeyman Hotel by IHG

310 E Chicago St Milwaukee WI

Free cancellation

CA $254

CA $299 total

Aug 30 - Aug 31

includes taxes & fees

Book a stay at this 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 American Family Field 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 $152

CA $179 total

Sep 6 - Sep 7

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 American Family Field and Henry W. Maier Festival Park are located nearby.

Breakfast included

Free WiFi

The Knickerbocker on the Lake

1028 East Juneau Avenue Milwaukee WI

Free cancellation

Reserve now, pay when you stay

CA $179

CA $211 total

Sep 11 - Sep 12

includes taxes & fees

Book a stay at this spa hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.

Spa

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.

Stay near popular Downtown Milwaukee attractions

A public market building with a rooster sign, a thatched-roof structure, and a tall tower in the background.

Milwaukee Public Market

9.4/10 (589 reviews)

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

See properties

Frequently asked questions

How much are vacation packages to Downtown Milwaukee?

Packages, which include hotels and flights in Downtown Milwaukee, start from just CA $911. 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!