Waukesha Vacation Packages

Save when you book Waukesha package deals

Choose two or more items and save on your trip:

Flight and hotel packages to Waukesha

Price found within the past 48 hours. Click for updated prices.
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
Wauwatosa
per person
Jul 26 - Jul 28
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
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.
Marriott Milwaukee Downtown

Marriott Milwaukee Downtown

4 out of 5
Downtown Milwaukee
per person
Jul 26 - Jul 28
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A snack bar/deli, a lobby fireplace, and a library are also on offer.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
per person
Jul 26 - Jul 28
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like English breakfast and free self parking.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Jul 26 - Jul 28
Roundtrip flight included
Denver (DEN) 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.
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
per person
Jun 19 - Jun 22
Roundtrip flight included
Newark (EWR) to Milwaukee (MKE)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Top Waukesha hotel deals

Extended Stay America Suites Milwaukee Waukesha

Extended Stay America Suites Milwaukee Waukesha

2.5 out of 5
2520 Plaza Ct, Waukesha, WI
Free Cancellation
Reserve now, pay when you stay
The price is $76 per night
$76
per night
Jun 2 - Jun 3
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A picnic area, a computer station, and barbecue grills are also on offer.
Breakfast included
Pet friendly
Tru By Hilton Milwaukee Brookfield

Tru By Hilton Milwaukee Brookfield

2.5 out of 5
20925 Watertown Road, Waukesha, WI
Free Cancellation
Reserve now, pay when you stay
The price is $87 per night
$87
per night
May 26 - May 27
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
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
The price is $132 per night
$132
per night
May 20 - May 21
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.
Breakfast available
Pet friendly
Hilton Milwaukee City Center

Hilton Milwaukee City Center

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
The price is $134 per night
$134
per night
May 19 - May 20
This historic hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a garden are also offered.
Breakfast available
Pet friendly
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
The price is $175 per night
$175
per night
May 26 - May 27
A full-service spa, 2 restaurants, and an indoor pool are all featured at this historic 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.
Breakfast available
Pet friendly
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
The price is $111 per night
$111
per night
May 26 - May 27
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
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 in Waukesha

Image for Harley-Davidson Museum

Harley-Davidson Museum

4.5/5(337 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.

Harley-Davidson Museum
Image for Milwaukee County Zoo

Milwaukee County Zoo

4.5/5(217 reviews)

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

Milwaukee County Zoo
Image for Milwaukee Art Museum

Milwaukee Art Museum

4.5/5(400 reviews)

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

Milwaukee Art Museum

Photos of local treasures

Waukesha

Frequently asked questions

How much are vacation packages to Waukesha?
You can find a fantastic flight + hotel bundle for a mere $419. With one of our Travelocity vacation packages, a visit to Waukesha has never looked so tempting! Save your time and cash and then start packing those bags.
How long should my Waukesha vacation be?
There’s no rule for how long you should spend in Waukesha, but many people opt to stay around 2 nights. Got some leeway with your departure date? Consider treating yourself to a few more nights. Then you’ll have time to discover the area’s hidden treasures too.
Where can I get the best vacation package deals for Waukesha?
Travelocity will be able to help you find an awesome Waukesha package deal. With 400 air carriers and 1,000,000 properties around the world, we know you’ll be able to put together the perfect itinerary.
Why should I book my Waukesha vacation bundle via Travelocity?
With our Price Match Guarantee, we’ll match any lower price you’re able to find. Add on our 24/7 customer support and top-quality service and your perfect vacation is well within reach.
Will I save money on my Waukesha car rental if I bundle it with a hotel or flight?
Sure can — combine your car, hotel and flight into a Waukesha vacation package and you can save a tidy sum. With so many things to do in the Waukesha area, that set of wheels will make exploring a breeze. Once you’ve settled into the driver’s seat, hit the wide open road and find your way to Wrigley Field, a famous sight around 80 mi from Waukesha.
What is the best time of year to go to Waukesha?
If a tight budget is what’s driving your travel plans, you’ll get the best deals in . is the dearest time of year. Most tourists venture here during May, June and August. If you want to avoid the crowds, it’s likely to be more peaceful in February, September and December.
Which airport is best for Waukesha?
Waukesha has two main airports you can fly to — General Mitchell Intl. Airport (MKE) (17 mi away from the city center) and Dane County Regional Airport (MSN) (55 mi away from central Waukesha).
What is there to do in Waukesha?
While hopping off the tourist trail can be rewarding, you really shouldn’t miss the popular sights that make a destination famous. Carroll University and Center Court Sports Complex are just two of them in Waukesha.
Where should I stay when visiting Waukesha?
The Tru By Hilton Milwaukee Brookfield is the first choice of many visitors. Book as soon as possible before it’s too late.