Book Exclusive Downtown Milwaukee Vacation Packages

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Downtown Milwaukee flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4 out of 5
Price was CA $535, price is now CA $487 per person
CA $487
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,036, price is now CA $954 per person
CA $954
per person
Jan 20 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
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 Fiserv Forum and Harley-Davidson Museum are located nearby.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $819, price is now CA $754 per person
CA $754
per person
Jan 20 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions The Corners of Brookfield and Brookfield Square Mall are located nearby.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $965, price is now CA $891 per person
CA $891
per person
Jan 20 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and The Rave-Eagles Club are located nearby.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,081, price is now CA $1,007 per person
CA $1,007
per person
Jan 20 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
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 Fiserv Forum and Harley-Davidson Museum are located nearby.

Top Downtown Milwaukee hotels deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $248 total
Jan 1 - Jan 2, 2026
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 Fiserv Forum and Harley-Davidson Museum are located nearby.
Pool
Spa
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $180 per night
CA $180
CA $212 total
Dec 28 - Dec 29
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 Fiserv Forum and Harley-Davidson Museum are located nearby.
Pet-friendly
Free WiFi
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $163 total
Jan 4 - Jan 5, 2026
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 Fiserv Forum and Harley-Davidson Museum are located nearby.
Pool
Hot tub
Tru By Hilton Milwaukee Downtown, WI

Tru By Hilton Milwaukee Downtown, WI

2.5 out of 5
515 N Jefferson St Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $130 total
Dec 21 - Dec 22
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 breakfast and the helpful staff in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.
Breakfast included
Pet-friendly
Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown

3.5 out of 5
611 N Broadway Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $144 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.
Pet-friendly
Free WiFi
Kimpton Journeyman Hotel by IHG

Kimpton Journeyman Hotel by IHG

4.5 out of 5
310 E Chicago St Milwaukee WI
Free cancellation
The price is CA $220 per night
CA $220
CA $259 total
Dec 22 - Dec 23
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 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

Milwaukee Public Market

4.5/5(14 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 lively bars while you're in the area.

Milwaukee Public Market
Cathedral Square

Cathedral Square

4/5(1 review)

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.

Cathedral Square
Milwaukee City Hall

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 lively breweries while you're in the area.

Milwaukee City Hall

Frequently asked questions

How much are vacation packages to Downtown Milwaukee?
Packages, which include hotels and flights in Downtown Milwaukee, start from just CA $487. 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!

Photos of local treasures

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