Waukesha Vacation Packages 2026 from $550

Waukesha flight + hotel vacation packages

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

Kinn Guesthouse Bay View

Bay View

$550

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Milwaukee (MKE)

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

$613

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Milwaukee (MKE)

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.

Potawatomi Hotel & Casino

Menomonee River Valley

$644

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Milwaukee (MKE)

A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.

The Iron Horse Hotel

Fifth Ward

$667

per person

Apr 30 - May 3

found 17 hours ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) 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.

Saint Kate - The Arts Hotel

Downtown Milwaukee

$885

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Milwaukee (MKE)

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.

Top Waukesha hotels deals

Tru By Hilton Milwaukee Brookfield

20925 Watertown Road Waukesha WI

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$96 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.

Breakfast included

Pet friendly

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$218 total

Apr 12 - Apr 13

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.

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$211 total

Apr 19 - Apr 20

Total with taxes and fees

Pet friendly

Free WiFi

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$171 total

Mar 23 - Mar 24

Total with taxes and fees

Parking included

Free WiFi

The Knickerbocker on the Lake

1028 East Juneau Avenue Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$106 total

Apr 4 - Apr 5

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Spa

Free WiFi

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$131 total

Mar 29 - Mar 30

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.

Pool

Hot Tub

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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

American Family Field

4.5/5(771 reviews)

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

Harley-Davidson Museum

4.5/5(338 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

#LoveMyTown because living right on the lake is beautiful! Milwaukee sunrises are a sight to see!

Henry W. Maier Festival Park

4.5/5(131 reviews)

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. 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 Waukesha?

$550 is all you'll need for an unforgettable vacation in Waukesha. Bundle your hotel and flights into a vacation package with Travelocity and see your savings start to pile up. With prices this good, it's never been easier to travel!

How long should my Waukesha vacation be?

If you're looking for some guidance, most visitors spend around 2 nights in Waukesha. But to uncover the true essence of this place, stay a few extra days. You'll be able to get to more attractions and really experience the local vibe.

Where can I get the best vacation package deals for Waukesha?

Head straight to Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, selecting the perfect Waukesha package deal couldn't be simpler.

Why should I book my Waukesha vacation package via Travelocity?

Whether you're on the hunt for the ultimate unplugged vacation or you crave the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to sift through hundreds of different websites to find the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available 24/7 should you need them.

Will I save money on my Waukesha car rental if I book it with a hotel or flight?

Certainly — combine your car, hotel and flight into a Waukesha vacation package and you can save tons. With so much to discover in Waukesha, that set of wheels will more than come in handy. Once you're in the driver's seat, turn up the stereo and cruise toward Wrigley Field, a top sight about 80 mi from Waukesha.

Which airport is best for Waukesha?

General Mitchell Intl. Airport (MKE), 17 mi east of the city center, is where many people begin their Waukesha adventures. But it's possible that Dane County Regional Airport (MSN) (55 mi away from central Waukesha) could suit you better.

What is there to do in Waukesha?

Waukesha is teeming with places to explore, including Center Court Sports Complex and Infinity Fields Baseball Park. These well-known attractions top most travelers' travel itineraries.

Where should I stay when visiting Waukesha?

Many people choose to check in to the Tru By Hilton Milwaukee Brookfield. It's sure to be a great base for your Waukesha escape.