Waukesha Vacation Packages 2025/2026 from $365

Waukesha flight + hotel vacation packages

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

County Clare Irish Hotel & Pub

Downtown Milwaukee

per person

Sep 8 - Sep 11

found 1 hour ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Abbey Resort and Avani Spa

per person

Sep 11 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Albuquerque (ABQ) to Milwaukee (MKE)

This smoke-free resort features a full-service spa, a marina, and 2 restaurants. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Lake Lawn Resort

per person

Sep 11 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Albuquerque (ABQ) to Milwaukee (MKE)

This resort features a golf course, a full-service spa, and a marina. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like free self parking and WiFi in public areas.

The Brewhouse Inn & Suites

Westown

per person

Oct 11 - Oct 13

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.

Cobblestone Hotel & Suites - Hartford

per person

Sep 11 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Albuquerque (ABQ) to Milwaukee (MKE)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like self-serve breakfast and free self parking.

Top Waukesha hotels deals

Baymont by Wyndham Waukesha

2111 E Moreland Blvd, Waukesha, WI

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$93 total

Aug 10 - Aug 11

Total includes taxes and fees

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

Pool

Breakfast included

Marriott Milwaukee West

W231n1600 Corporate Ct, Waukesha, WI

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$153 total

Jul 27 - Jul 28

Total includes 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

Comfort Inn

2510 Plaza Court, Waukesha, WI

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$94 total

Jul 29 - Jul 30

Total includes 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.

Breakfast included

Pet friendly

Sonesta Select Milwaukee Brookfield

16865 W Bluemound Rd, Brookfield, WI

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$97 total

Aug 11 - Aug 12

Total includes taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a snack bar/deli are also offered.

Pool

Pet friendly

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd, Brookfield, WI

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$100 total

Aug 3 - Aug 4

Total includes 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, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.

Pool

Free airport shuttle

Four Points by Sheraton Milwaukee North Shore

8900 N Kildeer Ct, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$124 total

Aug 3 - Aug 4

Total includes 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

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

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 River Walk

After visiting Milwaukee River Walk, make a plan to see the other sights and activities 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?

$365 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.