Waukesha Vacation Packages 2026 from $385

Waukesha flight + hotel vacation packages

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

Clarion Pointe Milwaukee Airport

Mitchell West

$385

per person

Oct 24 - Oct 28

found 12 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Milwaukee (MKE)

A 24-hour gym, free self parking, and laundry facilities are featured at this motel. Guests will appreciate freebies like continental breakfast, WiFi in public areas, and a roundtrip airport shuttle. A living plant wall is provided and the front desk is staffed around-the-clock.

The Iron Horse Hotel

Fifth Ward

$611

per person

Oct 24 - Oct 28

found 12 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Milwaukee (MKE)

This boutique hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.

County Clare Irish Hotel & Pub

Downtown Milwaukee

$523

per person

Oct 24 - Oct 28

found 12 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Milwaukee (MKE)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. Dry cleaning and luggage storage are also provided.

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee

$515

per person

Oct 24 - Oct 28

found 12 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) 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. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

$483

per person

Oct 24 - Oct 28

found 12 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Milwaukee (MKE)

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.

Top Waukesha hotels deals

Marriott Milwaukee West

W231n1600 Corporate Ct Waukesha WI

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$134 total

Aug 16 - Aug 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.

Pool

Hot Tub

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

704 N Grand Ave Waukesha WI

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$146 total

Aug 26 - Aug 27

Total with taxes and fees

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. Enjoy the free self-serve breakfast each morning.

Pool

Breakfast included

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$93 total

Aug 13 - Aug 14

Total with taxes and fees

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

Pool

Breakfast included

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

$155 nightly

$183 total

Sep 7 - Sep 8

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.

Parking included

Free WiFi

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$188 total

Sep 3 - Sep 4

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. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.

Pool

Spa

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$128 total

Aug 16 - Aug 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 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

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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 Waukesha attractions

A duck with ducklings on a rock by a body of water.

Frame Park Formal Gardens

7.4/10 (10 reviews)

Explore the great outdoors at Frame Park Formal Gardens, a lovely green space in Waukesha. Experience the live music or attend a sporting event in this family-friendly area.

See properties

Frequently asked questions

How much are vacation packages to Waukesha?

$385 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.