Downtown Milwaukee Vacation Packages 2025/2026 from $406

Downtown Milwaukee flight + hotel vacation packages

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

Super 8 by Wyndham Sturtevant/Racine

$406

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Washington (DCA) to Milwaukee (MKE)

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

DoubleTree by Hilton Milwaukee - Brookfield

Save 100% on your flight

$539

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Washington (DCA) to Milwaukee (MKE)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

The Brewhouse Inn & Suites

Westown

Save 100% on your flight

$728

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Washington (DCA) to Milwaukee (MKE)

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.

Wildwood Lodge

$587

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Washington (DCA) to Milwaukee (MKE)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

The Iron Horse Hotel

Fifth Ward

Save 100% on your flight

$766

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Washington (DCA) to Milwaukee (MKE)

This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.

Top Downtown Milwaukee hotels deals

The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$205 nightly

$242 total

Sep 28 - Sep 29

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$150 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Saint Kate - The Arts Hotel

139 E Kilbourn Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$223 total

Sep 21 - Sep 22

Total with taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

The Westin Milwaukee

550 N Van Buren St, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$216 total

Sep 19 - Sep 20

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a computer station, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Holiday Inn Express Milwaukee Downtown by IHG

525 N Jefferson Street, Milwaukee, WI

Free Cancellation

$103 nightly

$121 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Free WiFi

Kimpton Journeyman Hotel by IHG

310 E Chicago St, Milwaukee, WI

Free Cancellation

$159 nightly

$187 total

Sep 21 - Sep 22

Total with taxes and fees

The hotel's gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, concierge services, and free newspapers are also provided.

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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

4.5/5(539 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 breweries while you're in the area.

Home of Jazz in the Park as well as Christmas Tree displays from Community Schools.

Cathedral Square

5/5(8 reviews)

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

Explore this Milwaukee landmark on an informative tour or simply appreciate its ornate Flemish Renaissance Revival architecture from the forecourt park.

Frequently asked questions

How much are vacation packages to Downtown Milwaukee?

Packages, which include hotels and flights in Downtown Milwaukee, start from just $406. 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 75 mi 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!