Waukesha Vacation Packages 2025/2026 from $390

Waukesha flight + hotel vacation packages

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

Doubletree by Hilton Pleasant Prairie Kenosha

$390

per person

Oct 23 - Oct 27

found 13 hours ago

Roundtrip flight included

Philadelphia (PHL) to Milwaukee (MKE)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. There's a hot tub on site, and laundry facilities and wedding services are also offered.

Kinn Guesthouse Bay View

Bay View

$836

per person

Oct 23 - Oct 29

found 14 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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.

The Brewhouse Inn & Suites

Westown

$609

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Potawatomi Hotel & Casino

$756

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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 Pfister Hotel

Downtown Milwaukee

$575

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Milwaukee (MKE)

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.

Top Waukesha hotels deals

Comfort Inn

2510 Plaza Court, Waukesha, WI

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$91 total

Sep 16 - Sep 17

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$205 nightly

$242 total

Oct 2 - Oct 3

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 14 - Sep 15

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.

Potawatomi Hotel & Casino

1611 West Canal Street, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$183 total

Sep 15 - Sep 16

Total with taxes and fees

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.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

2308 W Wisconsin Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$127 total

Sep 28 - Sep 29

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.

Sonesta Milwaukee West Wauwatosa

10499 W Innovation Dr, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$107 total

Sep 16 - Sep 17

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.

Don't see what you're looking for?

See all available properties in Waukesha

View all properties

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

Harley-Davidson Museum

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.

Milwaukee County Zoo

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Frequently asked questions

How much are vacation packages to Waukesha?

$390 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.